Choosing Leadership

with Sumit Gupta

A podcast for people who know deep inside that there is more.

Podcast Booking status: OPEN. Click here to apply!
on Spotifyon Apple

Why Choosing Leadership?

This podcast is called “choosing leadership” – because that is what leadership is – a choice.

The choice to step into the unknown. The choice to see fear as a friend. The choice to take courageous action rather than waiting for readiness. The choice to see how powerful you are.

I choose leadership every time I record this podcast, as I have procrastinated on it for more than a year.

My invitation to you is the same – to “choose” leadership and to step up a leader in an area of life that matters to you – be it work, passion, health, impact in society, or something else.

I will be starting (and stopping) multiple series from time to time. All of them will focus on leadership – but they will look at it from multiple angles and perspectives.

This is what I do most naturally – to lovingly and gently provoke you to help you see your own light – to help you see what you are already capable of.

Show Format – Multiple Series

Leadership Journeys

In this series, I am celebrating leaders for the choices they have made, which are not always easy and comfortable, to get to where they are today. So that all of us can learn from their journey.

Can't Stay Silent

This series is about the courage to speak our truth and live authentically. For most of my life, I have kept my voice hidden beneath layers of fear and insecurity. In this series, I will express myself fully from the heart.

Humble Inquiries

In each episode of Humble Inquiries, we deliberately put ourselves in the uncomfortable space of not knowing the answer and humbly inquiring about these challenges – with the aim to provoke new thoughts, actions, and practices.

Recent Episodes

Leadership Journeys [113] – Avnish Anand – “Somewhere along the way I learned to reflect better.”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Step into the captivating world of Avnish, a trailblazer whose journey from the corporate maze to the helm of CaratLane, India’s foremost omnichannel jewelry giant, is a testament to resilience and daring optimism. 

With a knack for recognizing opportunity where others see impossibility, he unveils his narrative of evolution. From the tenacious days at Onida where he almost walked away but found his grounding, to the fateful encounter that paved his path to entrepreneurship, his story is one of transformation against the odds. 

His leadership prowess shines as he divulges his guiding principles – the alchemy of reflection, the power of empathy, and the art of balancing risk and realism. Through his eyes, we glimpse the artistry of understanding human behavior, the fuel that ignites innovation. 

He opens the door to his treasured library, revealing profound reads like “Think Again” by Adam Grant and insightful biographies of trailblazers, offering readers a compass for navigating leadership challenges. 

His tale is a symphony of unwavering positivity, a testament that the road less traveled can lead to the extraordinary.
 

You can find Avnish at the below links

In the interview, Avnish shares

  • “CaratLane is India’s first and largest omnichannel jewelry company, a wonderful opportunity I could have asked for in life.”
  • “I’ve been through rejection, difficult jobs, and the shock of the real world; overcoming fear changed my perspective.”
  • “Reflecting on longer-term windows helped me overcome rejection and focus on winning the wars, not just battles.”
  • “I’m delusionally optimistic; optimism is good for the uncertainty of entrepreneurship.”
  • “Understanding human behavior is key; what does a person really want and how does it benefit both parties?”
  • “Bias for action and valuing both outcomes and inputs are essential for innovation and effective leadership.”
  • “Books like ‘Think Again’ by Adam Grant and biographies of leaders offer valuable insights into leadership and reflection.”
  • “Radical Candor, ‘A Brave New World’ by Adam, and books on the human aspect of business are highly recommended.”
  • “Balance optimism with the ability to recognize risks and when to quit; self-awareness is essential.”
  • “A combination of family, personal interests, and professional growth is my future vision, along with making a positive impact.”

Leadership Journeys [112] – Marina Narishkin – “I don’t lose, I either win or I learn”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Step into the captivating world of Marina, a visionary leader on a mission to reshape humanity’s trajectory. An enigmatic blend of a scientist’s curiosity and a diplomat’s acumen, Marina’s journey unfolds across continents, languages, and cultures. 

From an early age, she defied norms, embracing challenges that propelled her into diverse realms, from academia to the event and fashion industries. 

Guided by unshakable ethics, she steered clear of paths misaligned with her values, forging a luminous trail through the intricate landscape of leadership.

Her story is a symphony of resilience, a testament to the power of listening. Her keen perception, honed through encounters with CEOs and navigating uncharted territories, highlights the magic of understanding others.

With an unwavering commitment to positive reinforcement and a conviction that being rich transcends financial gain, she envisions a future where humanity slows down, savors its advancements, and charts a harmonious course with the planet. 

 

You can find Marina at the below links

In the interview, Marina shares

  • “I’m probably a frustrated scientist, pushed into diplomatic services instead of scientific studies.”
  • “I’ve learned that listening is magical; it taught me more than all my education and cultural experiences combined.”
  • “Leadership is not about being born or becoming one, but about staying true to yourself through humility and audacity.”
  • “Fear is a dominant factor in decision-making; I choose to listen to the call of good instead.”
  • “Being rich has nothing to do with money; it’s about finding contentment and learning from the simple joys of life.”
  • “We’re living on a ball that’s running around the galaxy; we need to stop taking ourselves so seriously.”
  • “Leadership is about embracing diverse forms of intelligence, from academic to emotional, to foster growth.”
  • “Authenticity shatters stereotypes; leadership transcends gender norms and empowers each individual’s unique qualities.”
  • “In a world racing toward the finish line, we must learn from history and slow down to appreciate our advancements.”
  • “Education is the key to humanity’s survival, addressing ecological, financial, and poverty-related challenges.”

Leadership Journeys [111] – Anthony Millin – “If entrepreneurship was easy, everyone would do it.”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Anthony is the Founder and Co-Chair of NEXT powered by Shulman Rogers where they are innovating in delivering legal services to startup and emerging growth companies. 

Join us in this insightful and engaging interview with a seasoned entrepreneur, startup attorney, and investor, as he shares his incredible journey in the startup ecosystem spanning over 25 years. 

Discover how he transformed his passion for innovation into a thriving platform, Next Powered by Schulman Rogers, revolutionizing the way legal services are delivered to startups. 

Gain valuable leadership insights on maintaining culture in a distributed workforce, navigating global markets, and staying resilient in the face of challenges. 

If you’re looking for inspiration and practical advice on entrepreneurship and building a successful venture, this interview is a must-listen. 

You can find Anthony at the below links

In the interview, Anthony shares

  • “For me, my journey with entrepreneurship started in college and high school where friends were getting traditional jobs, but I was already starting my first company—a small publishing business.”
  • “Every challenge you overcome, every failure you experience, provides an opportunity for personal growth and development in the entrepreneurial journey.”
  • “At Next Powered by Schulman Rogers, we are innovating the way legal services are provided to startups, focusing on predictability and a customer-centric experience.”
  • “Our mission at Next Power is all about empowering success, and we’ve launched initiatives like Startup U and Next Raise to support founders in building and scaling their companies.”
  • “As we continue to grow and work with global startups, maintaining culture and building a distributed remote workforce become some of the key leadership challenges.”
  • “I believe that stepping back to gain perspective during challenging times is crucial, and having a great team around you helps address and solve any crisis.”
  • “My unique background as an entrepreneur, startup attorney, and investor gives me a unique perspective on what we are trying to achieve at Next Power.”
  • “Outside of work, my family is the most important aspect of my life, and I also enjoy swimming and constantly improving my sports and exercise routines.”
  • “To aspiring entrepreneurs, I would emphasize the importance of perseverance and agility—the ability to quickly iterate and make decisions with imperfect information.”
  • “Entrepreneurship is not an easy road, but the rewards and fulfillment it brings make it a journey worth embarking on for those with a passion for creating something new.”

Leadership Journeys [110] – Adam McChesney – “Exercise, meditate, read, focus on affirmations, and drink a gallon of water every day”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Adam is the Owner at Hite Digital – St. Louis with a focus on family, growing people, and delivering excellence. 

In this captivating interview, Adam shares his transformation from a successful medical device salesperson to a thriving business owner running a full-service digital marketing agency called Hite Digital. 

Learn how Adam’s family background in entrepreneurship and his passion for sports influenced his competitive edge in the business world. 

Discover the secrets behind building strong partnerships, empowering remote teams, and navigating the highs and lows of entrepreneurship with grace. 

Tune in for valuable insights on setting clear goals, achieving peace of mind, and creating a remarkable legacy as a leader. 

This episode is a must-listen for anyone seeking to grow and scale their business while prioritizing family, faith, and personal growth. 

You can find Adam at the below links

In the interview, Adam shares

  • “I run a full-service digital marketing agency called Hite Digital, so I’m a partner over there. We do everything from logo, branding, web design, search engine optimization, Google ads, Facebook ads, all that good stuff.”
  • “Entrepreneurship just has a very competitive edge, and it’s a continuous self-development journey.”
  • “I built 200 websites on my own before I ever actually sold one, and just had a ton of experience and built that up on the side in medical device sales.”
  • “I’d rather have a smaller piece of a much bigger pie. Find the right people, align on core values, and have strengths in areas that you have weaknesses.”
  • “Right now, we’re really focused on growth, building out a sales division to impact more people, both on our employees and their families, but more importantly, impact small businesses around the world.”
  • “Finding the right people and getting them aligned with the mission and culture is the biggest challenge in scaling a remote-based organization.”
  • “New levels just bring new devils. The higher you get, the more impact you have, the more success you have. It doesn’t get easier; you just get better at navigating those things.”
  • “Training in a remote environment gets extremely tough, so investing in online training platforms and QA departments becomes essential.”
  • “Setting the right expectations and aligning with core values is crucial in managing a business focused on family and faith first.”
  • “Start with the end in mind. Define what success and growth mean to you and reverse engineer what you need to do today in order to get there.”

Leadership Journeys [109] – Kilian Kaminski – “To be successful, you have to create long-lasting relationships.”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Kilian is the co-founder and COO of Refurbed, which is the fastest growing online-marketplace for sustainable products in Europe. 

In this inspiring interview, Killian shares his journey from a sustainable startup in Shanghai to building a leading marketplace for refurbished products in Europe. 

He reveals the challenges he faced while convincing investors about the power of sustainability as a driving force for their business. 

Learn how he strategically balances supply and demand to create a seamless experience for both customers and suppliers, and how he adapted his leadership style while scaling from a small team to 300 employees. 

Discover valuable insights and personal development tips that will empower you to drive positive change and embrace sustainability in your leadership journey. 

You can find Kilian at the below links

In the interview, Kilian shares

  • “Our mission is to make sustainable consumption easier for both end customers and businesses.” 
  • “The first touchpoint of being in a startup showed me the strong ownership one can have in driving positive change.” 
  • “Launching the Amazon Renewed program opened my eyes to the benefits of refurbished products: lower prices, sustainability, and warranties.” 
  • “Joining forces with my co-founder Peter, we saw a huge market for a marketplace focusing solely on refurbished products.” 
  • “Our vision is to create a new normal in society where the circular economy and sustainable consumption are at the core of all decisions.” 
  • “One of our biggest challenges was convincing investors that sustainability could be a driving force for our business.” 
  • “Balancing supply and demand has been a constant challenge for our marketplace model, but we strive to create a great experience for both customers and suppliers.”
  • “As we continue to scale, we are focusing on profitability to ensure a sustainable future for the company and the environment.” 
  • “The journey from a small startup to a team of 300 has required constant learning and adaptation as a leader.” 
  • “Personal development and seeking feedback have been essential in shaping my leadership style and guiding our company towards a more sustainable future.”

Leadership Journeys [108] – Mihails Scepanskis – “Motivation means trust in the future”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Mihails is a Scientist turned entrepreneur and the co-founder and CEO at Cenos, which is simplifying simulation-based design for every engineer. 

With over six and a half years of experience in the startup world, Mihails shares his fascinating journey from building a scientific career to founding his own engineering simulation software company. 

Discover how he navigated the challenges of transitioning from scientist to entrepreneur, the power of making decisions that embrace the future vision, and valuable insights on maintaining motivation and trust in uncertain times. 

This candid conversation is filled with wisdom and practical takeaways that will inspire and empower leaders facing their own growth challenges. 🚀

 

You can find Mihails at the below links

In the interview, Mihails shares

  • “I am Mihails Scepanskis, a scientist turned entrepreneur. My journey from academia to founding a startup has been a visionary quest to revolutionize engineering through simulation software.”
  • “As an entrepreneur, I learned that taking risks and daring to speak beyond what you can prove is the essence of visionary thinking. We sell the future, not just the present.”
  • “Starting my own company was driven by a realization that my consultancy work was often unnecessary for my customers. It sparked the desire to create a solution that would empower engineers in smaller companies.”
  • “The journey from scientist to entrepreneur has been filled with challenges and tough choices. Refusing an investor’s offer may seem emotional, but sometimes it’s about finding the right fit for the long-term vision.”
  • “In decision-making, it’s crucial to trust data, but simplicity and beauty also matter. Easy and beautiful solutions tend to find their applications in the future.”
  • “Motivation and trust in the future are critical for an entrepreneur. I maintain trust by being transparent with my team about challenges and opportunities, allowing them to be proactive.”
  • “For the next 12 months, our biggest challenge is sustaining growth without external funding. We’re focused on making our business more capital efficient to maintain steady progress.”
  • “Our growth strategy is sales-driven, but it’s also a careful combination of sales and product development. Delegating sales and documenting processes has helped us scale effectively.”
  • “Being an entrepreneur taught me to make decisions that embrace the future vision, not just immediate survival. Thinking beyond the present enriches both personal and professional aspects of life.”
  • “Transitioning from scientist to entrepreneur has empowered me to take visionary steps, like going electric with my family car. Embracing the future has made life more beautiful and fulfilling.”

Leadership Journeys [107] – Sanket Nadhani – “A sabbatical helped me discover myself, build confidence, and open my mind”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Join us in this captivating interview with Sanket, co-founder of Super Gaming, as he shares his inspiring journey of building an empire in the gaming industry. 

From humble beginnings to becoming a leading game development company in India, Sanket’s story is a testament to the power of passion and perseverance. 

Discover how he and his team are revolutionizing the gaming landscape by creating immersive experiences that showcase India’s rich art, culture, and history. 

Gain valuable insights on entrepreneurship, overcoming challenges, and the importance of stepping outside your comfort zone. 

Whether you’re a gaming enthusiast or a leader seeking inspiration, this conversation will leave you motivated to embrace new possibilities and unleash your full potential.

 

You can find Sanket at the below links

In the interview, Sanket shares

  • “Super Gaming is on a mission to put India on the global gaming map by creating great games built in India, made for the world.”
  • “We are building one of India’s most ambitious titles, an end futuristic battle royal that combines Indian art and culture projected 2,500 years into the future.”
  • “I started my entrepreneurial journey at a young age, co-founding Fusion Chart, a charting library that became a successful bootstrap SaaS company.”
  • “After taking a sabbatical to travel and explore, I realized the importance of having the courage to step out of my comfort zone and try new things.”
  • “Building games is an intellectual challenge that opens up horizons and allows for continuous learning and personal growth.”
  • “Our biggest opportunity lies in fulfilling the demand for Indian content in gaming and leveraging India’s rich culture and history.”
  • “Being a game developer in India was not widely accepted until recently, but the passion for gaming has always driven us to overcome challenges.”
  • “As we focus on building great games and creating a sustainable business, we aim to grow a large community and establish India as a force in the global gaming industry.”
  • “One of the key challenges is building the right organizational structure and career paths within the company to support our goals.”
  • “Embracing new skills and breaking mental roadblocks can lead to surprising achievements. Don’t limit yourself—continuously learn and adapt to succeed.”

Leadership Journeys [106] – Derren de Jong – “Freedom is the biggest driving factor behind everything I do”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Derren is a serial entrepreneur and currently the Managing Director of Kinescope, which is Enabling high quality video embedding and streaming at the lowest prices.

With a charming and relatable personality, Darren shares his inspiring path from a hobbyist copywriter to a thriving tech leader, shedding light on the driving forces behind his success. 

As he delves into the challenges faced during his transition from law studies to entrepreneurship, Darren imparts invaluable wisdom on identifying new opportunities, bringing people together, and fostering a culture of autonomy and flexibility. 

Discover the transformative power of prioritizing mental health, finding work-life balance, and embracing the freedom to shape your own path. 

Get ready to be motivated, gain actionable insights, and embark on your own journey of leadership and growth.

 

You can find Derren at the below links

In the interview, Derren shares

  • “Since 2013, I’ve embarked on an entrepreneurial journey, starting as a copywriter and venturing into various domains.”
  • “In addition to my tech company, I serve on the board of the expert committee responsible for allocating innovation subsidies in the northern Netherlands.”
  • “From copywriting to entrepreneurship, my journey began with a translation request that led to writing content for multiple clients and eventually growing my business.”
  • “Transitioning from studying law to entrepreneurship was a tough decision, but I realized my passion lay in autonomy and freedom rather than a corporate career.”
  • “Discovering my talent for bringing people together around common ideas and identifying new opportunities has been key to my success.”
  • “Through my experience, I’ve learned the importance of balancing individuality and teamwork, giving autonomy while ensuring introverted team members have space to contribute.”
  • “Freedom has been the driving force behind my varied endeavors, seeking flexibility and autonomy to shape my own path.”
  • “As I continue to explore new possibilities, my future remains uncertain, whether it’s starting another venture, joining a co-founder role, or managing a larger company.”
  • “Prioritizing mental health and avoiding burnout is crucial, and my advice is to measure your activity, set clear expectations, and find a work-life balance that suits your well-being.”

Leadership Journeys [105] – Deepti Prasad – “It’s okay to fail, but it’s not okay to not try.”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Deepti is a co-founder of Spyne, which is transforming the way businesses create their catalog using state-of-the-art AI technology without any studio, photography skills, or complex processes.

In this inspiring interview, Deepti shares her journey into entrepreneurship and how she defied societal norms to pursue her passion for making a real impact. 

As a woman leader, she discusses the challenges she faced and offers valuable insights on how to overcome biases and build a strong support system. 

Join us as we delve into her vision for Spyne, their groundbreaking product that revolutionizes cataloging for industries like automotive and e-commerce. 

Whether you’re an aspiring entrepreneur or a leader seeking inspiration, this interview is packed with practical advice and a refreshing perspective that will leave you motivated to embrace your own journey of growth and success.

You can find Deepti at the below links

In the interview, Deepti shares

  • “At Spyne, our mission is to transform cataloging in industries like automotive, food, and e-commerce using AI and machine learning.”
  • “We empower small businesses and enterprises to create studio-quality product images instantly, eliminating the need for third-party services.”
  • “My journey into entrepreneurship wasn’t planned; I always wanted to do something impactful and eventually found my passion aligning with Spyne.”
  • “Growing up, my parents instilled in me the value of thinking outside the box and taking risks, which shaped my entrepreneurial mindset.”
  • “During my maternity leave, I delved into exploring Instagram marketing and the photography industry, which led me to launch Spyne.”
  • “Being a woman leader comes with challenges, but surrounding yourself with supportive people who believe in your vision is crucial.”
  • “As a leader, it’s important to connect with your team and ensure they align with the company’s vision, especially during growth stages.”
  • “Spyne is currently a team of nearly 100 people, and our focus is on expanding our product’s reach before further scaling our team.”
  • “The US market presents a significant opportunity for us, and our recent exhibition received positive feedback, driving our expansion plans.”
  • “Believing in yourself, staying optimistic, and finding moments of rest and reflection are vital for navigating the fast-paced startup world.”

Leadership Journeys [104] – George Huff – “There’s no substitute for experience”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

George is the Chief Executive Officer at Opal. He started as a web designer and his journey has led to him being the co-founder of a few really great companies.

With valuable insights drawn from his own experiences, he candidly discusses the trials and tribulations he faced in building his company from the ground up. 

From embracing the challenges of starting his first business to transitioning into the CEO role, he offers practical advice on overcoming imposter syndrome and finding confidence in the face of uncertainty. 

Discover the power of empowering leaders, maintaining a sense of challenge, and embracing innovation to create a thriving organization. 

Whether you’re a seasoned entrepreneur or aspiring leader, this interview is packed with wisdom that will motivate and equip you to navigate your own leadership challenges with resilience and determination.

 

You can find George at the below links

In the interview, George shares

  • “Being an entrepreneur means navigating the ups and downs of the journey, embracing the trials and tribulations along the way.”
  • “My entrepreneurial drive was sparked by the booming internet industry in the late nineties, fueling my passion for technology and business.”
  • “Facing the challenge of starting my first business, I constantly felt the pressure of making it up as I went along, but it ultimately led to valuable experience and growth.”
  • “Experiencing the highs and lows of my father’s fishing business taught me the importance of financial stability and the motivation to build something successful.”
  • “Transitioning from witnessing my father’s journey to starting my own business was a unique experience, where I realized the need to find my own path and overcome obstacles.”
  • “As a leader, faking confidence and imposter syndrome can be exhausting, but with experience and self-awareness, it becomes easier to trust your instincts and react to challenges.”
  • “Empowering and supporting leaders within the organization can unlock tremendous potential and drive innovation, creating a culture of ownership and execution.”
  • “Maintaining a sense of challenge and avoiding complacency is crucial for personal and organizational growth, pushing boundaries and continuously iterating.”
  • “The next phase for our organization lies in integrating AI into our marketing strategy platform, offering a unique solution for large-scale organizations worldwide.”
  • “Balancing product improvement and growth challenges is a constant endeavor, requiring leadership autonomy and the ability to work on multiple fronts simultaneously.”

Leadership Journeys [103] – John Cherian – “You build skill when you get your hands dirty”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

John is Transforming Talent for the Future of Work as the co-founder and CEO of Enparadigm, which is one of the world’s leading experiential learning and talent intelligence companies.

In this captivating interview, John, takes us on a journey from his humble beginnings as a computer science engineer to becoming a leading figure in the world of experiential learning. 

With a passion for simplifying complex concepts, John and his team have developed innovative technology platforms that allow individuals to learn by immersing themselves in various simulations and scenarios. 

As he shares his personal story, he reveals valuable insights for leaders facing common challenges in today’s fast-paced business landscape. 

Join us as we explore the power of starting small, the importance of building a synergistic team, and the constant pursuit of balance in entrepreneurship. 

Get ready to be inspired and equipped with practical wisdom from a seasoned entrepreneur in this thought-provoking conversation.

 

You can find John at the below links

In the interview, John shares

  • “We are one of the world’s leading experiential learning players, providing technology platforms that allow people to learn through different situations, scenarios, and simulations.”
  • “Our passion for simplifying complex concepts led us to start a company focused on making learning more accessible and understandable.”
  • “Starting small and gradually raising the bar is key to overcoming the challenge of starting your own venture.”
  • “Opting out of the conventional path and committing to a one-way street of entrepreneurship requires courage and a long-term mindset.”
  • “Business school provided a solid foundation in business acumen, but understanding the real dynamics of companies and their functioning required additional learning.”
  • “Building a synergistic team that combines left brain and right brain thinking was crucial in our journey.”
  • “Entrepreneurship is a continuous challenge, and balancing different aspects of life is essential for sustainable growth.”
  • “Our mission is to build a global business that addresses the talent management needs of large corporations across various industries.”
  • “As a leader, managing emotions and decision-making processes while staying balanced is critical for effective leadership.”
  • “While AI can automate many tasks, there will always be a need for human leaders to make critical purpose-driven decisions.”

Leadership Journeys [102] – Gabriel Isserlis – “Founders should have strong conviction loosely held”

This is the Leadership Journey series on the Choosing Leadership Podcast.

I believe we all have a lot to learn from each other’s stories – of where we started, where we are now, and our successes and struggles on the way. With this series of interviews, my attempt is to give leaders an opportunity to share their stories and for all of us to learn from their generous sharing. If you know a leader whom you would like to see celebrated on the show, please send me a message on LinkedIn with their name.

Gabriel is the Founder/CEO of Tutti. His expertise lies at the intersection of creativity and technology, which has inspired Tutti: a tech company that gives creators more time to create.

In this inspiring interview, the founder of Tutti, often referred to as the “Airbnb for creative spaces,” shares his compelling backstory and the challenges they encountered along the way. 

Gain valuable insights into the intersection of creativity and entrepreneurship, as our guest reveals how their diverse background in film, programming, theater, and photography shaped their unique perspective on life and business. 

Discover how their passion for providing creators with more time to create led to the development of groundbreaking technology that automates administrative tasks in the creative industries. 

Get ready to be inspired, challenged, and equipped with practical wisdom as you embark on this enlightening leadership journey with our remarkable guest.

 

You can find Gabriel at the below links

In the interview, Gabriel shares

  • “We are essentially Airbnb for creative spaces.” 
  • “Our mission is to give creators more time to create.” 
  • “I have a vision for 10, 20 years in the future, but how we get there is not roadmap mapped at all.” 
  • “The creative industries require a lot of admin, and we’re building technology to automate and simplify that.” 
  • “There’s no real, very good technology for the creative industries, so creators use generic platforms and mix and match them in ways they aren’t designed for.” 
  • “We started as Airbnb for creative space, but we realized venues also lacked software to manage their bookings.” 
  • “We’re building software for our venues to run all inquiries, no matter where they come from.” 
  • “Expansion plans include moving beyond the UK and scaling globally in the next two years.” 
  • “One of the biggest challenges is hiring and defining the company’s culture.” 
  • “Taking breaks and consuming non-business content is essential for mental health and inspiration.” 

Investor’s Lens [15] – Erik Norberg – “If you believe in what you’re doing, it is more rewarding.”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Erik Norberg is the CEO, Co-founder and Portfolio Manager at Nyfikna Investerare, one the Sweden’s fastest growing investor networks.

In this captivating interview, a seasoned CEO turned investor and entrepreneur shares his transformative journey and sheds light on the traits that drive success in the startup and entrepreneur world. 

Having transitioned from leading large corporations to the fast-paced world of startups, he reveals the motivation behind his shift and the value he finds in being closer to the action. With a passion for making an impact and seeing immediate results, he explains how the agility and speed of startups captivated his interest. 

Drawing from his experience, he highlights the importance of vision, confidence, and empathy for entrepreneurs, while also discussing the challenges of decision-making and providing valuable feedback. 

Looking ahead, he talks about the exciting opportunities presented by emerging technologies and the role of skilled individuals in capitalizing on them. With his investment company, Curious Investors, he aims to support and nurture promising startups, leveraging his expertise and fostering growth in a rapidly changing business landscape.

You can find Erik at the below links

In the interview, Erik shares

  • “I’ve spent a major part of my career as a CEO in different medium tech companies.”
  • “I run an investment company called Curious Investors, which combines a syndicate and educational network for early-stage startups.”
  • “I made the tough decision to transition from being a CEO in large corporations to working as an investor and entrepreneur.”
  • “My interest in leadership started at an early age when I worked in the Swedish Navy.”
  • “Working in fast-moving environments with international markets nurtured my leadership journey.”
  • “I wanted to use my experience in leadership and big corporations to support entrepreneurs in their growth journeys.”
  • “As an investor, I prioritize keeping the energy and traction up in startup and entrepreneur ventures.”
  • “A good investor or board advisor can help entrepreneurs navigate challenges and make informed decisions.”
  • “It’s important to balance confidence and empathy as a leader in the startup world.”
  • “I shifted to investing in early-stage companies to be closer to making an impact and seeing results.”

Investor’s Lens [14] – Anup Jain – “Culture is more important than any kind of strategy”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Anup Jain  is the Managing Partner at Orios Venture Partners, with previous leadership stints in Bata and Yum Restaurants. 

In this captivating interview, we meet a venture capitalist who is dedicated to making India’s entrepreneurial dreams come true, particularly in the technology-led business sector. With a background in corporate marketing and experience in both startups and established companies, they bring a unique perspective to the world of investing. 

They emphasize the importance of leading by example, inspiring teams, and creating a collaborative and non-hierarchical work environment. They believe that founders’ journeys are filled with challenges, humbling experiences, and valuable lessons. 

They highlight the significance of building a strong support system within the ecosystem, including fellow founders, coaches, and investors who genuinely care about the founder’s success. 

Finally, they share their investment focus, which spans across sectors such as regional entertainment, financial services, healthcare, climate, and education, all with a strong emphasis on catering to the unique needs of Indian consumers and businesses.

You can find Anup at the below links

In the interview, Anup shares

  • “My dream is to make India’s entrepreneurs’ dreams possible, especially in the area of technology-led businesses because this is where India is strong.”
  • “Being part of startups, growing from zero to one, one to a hundred, interests me a whole lot.”
  • “Leadership, irrespective of organization size, should always lead by example and bring their best to work.”
  • “Founders’ journey is humbling and full of acceptance and realization. Holding the core team together is crucial for progress.”
  • “Cultivating a positive culture within organizations is more important than any strategy for growth.”
  • “The wider ecosystem plays a vital role in supporting founders through challenges, successes, and failures.”
  • “Networking with other founders and sharing references, vendors, and legal advice is essential for startup growth.”
  • “Being a sounding board and listening post for founders can provide fruitful support during their journey.”
  • “Investors who genuinely have the founders’ best interests at heart are preferred by founders.”
  • “Investment focus on regional entertainment, financial services, health, and climate reflects the needs and opportunities in the Indian market.”

Investor’s Lens [13] – Subrata Patra – “You can learn as much from a bad teacher if you are open to learning.”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Subrata Patra is the Managing Partner at IdeaCapital Ventures and an Alumnus of UC Berkeley Haas School of Business, IIT Delhi, and Jadavpur University.

Join us for an insightful and engaging conversation with Subrata Patra, as he shares his remarkable journey and invaluable leadership lessons. 

With over two decades of experience spanning diverse industries, Subrata’s perspective on leadership has evolved, emphasizing the importance of being a good follower before becoming a great leader. 

Discover how leadership styles have transformed from authoritative to coaching, with an emphasis on leading by example. Gain practical advice on navigating challenges, fostering authenticity, and developing a purpose-driven approach. 

Don’t miss this friendly and value-packed interview that will inspire you to embrace resilience, mindfulness, and continuous learning in your leadership journey.

You can find Subrata at the below links

In the interview, Subrata shares

  • “Leadership has evolved from being authoritative to being a coach, employing different styles to solve problems and lead by example.”
  • “To become a good leader, one must first be a good follower, understanding the nuances of being a team player.”
  • “Authenticity, purpose, and leading by example are key traits of effective leadership in today’s organizations.”
  • “Leadership is difficult to define because it is vast and unique in its meaning, making it an interesting and challenging concept.”
  • “Taking failure positively is crucial to personal and professional growth, embracing the lessons it offers.”
  • “In our firm, we back purpose-driven founders and entrepreneurs who are solving important problems, with a particular focus on climate tech and health tech.”
  • “Resilience, passion, and the ability to be dispassionate are essential traits we look for in founders.”
  • “Mindfulness and strong cultural values create a solid foundation for successful startups.”
  • “Investing in the right team is crucial, and we focus heavily on understanding the founders, the senior team, and the organizational dynamics.”
  • “Keeping our ears and minds open allows us to learn from both good and bad experiences, embracing the idea of continuous learning.”

Investor’s Lens [12] – Mark Kahn – “Most successful entrepreneurs have some void that they are filling by what they do”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Mark Kahn is a Mark is a Managing Partner at Omnivore based in India. He is funding entrepreneurs building the future of agriculture and food systems.

In this thought-provoking conversation, Mark shares his remarkable journey from the United States to India, driven by a passion for agribusiness and the pursuit of transformative solutions for agriculture and rural economies. 

Discover how his experiences shaped him as a leader, why he believes the most successful entrepreneurs possess a unique darkness within them, and the crucial traits he seeks in founders before making investment decisions. 

Gain valuable insights on navigating success and failure, understanding the impermanence of triumph, and building resilience in the face of uncertainty. Mark’s vision for Omnivore and their commitment to backing disruptors and visionaries in the agri-food sector will inspire and ignite your own leadership aspirations. 

Don’t miss out on this engaging conversation that will leave you inspired and ready to take on your own leadership challenges.

You can find Mark at the below links

In the interview, Mark shares

  • “We support entrepreneurs building breakthrough technologies for agriculture, food climate, and the rural economy.” 
  • “India is a unique agricultural ecosystem with a tremendous number of farmers. Solving the problem of Indian agriculture can build a better, more equal India.” 
  • “The most successful entrepreneurs have some tremendous darkness in them, some void they are filling through their work.”
  • “Intentionality is crucial. Founders need a real motivation to survive, not just to start up.” 
  • “Leaders should be secure in themselves and not need to be the smartest person in the room on everything.” 
  • “Resilience is more important than external validation. Success and failure are temporary imposters.” 
  • “Success and failure both have pitfalls. It’s important to understand that they are fleeting moments in the journey.” 
  • “We look for founders who have a deep, psychological motivation for entrepreneurship, not just superficial reasons.” 
  • “Avoid the ‘rich kid startup’ syndrome where founders offload risk on institutional investors instead of investing their own family money.” 
  • “The real joy of being a VC is seeing ideas transform into scalable solutions through execution and witnessing the impact on rural India.” 

Investor’s Lens [11] – Tom Horsey – “Creating something from nothing gives me real satisfaction.”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Tom Horsey is a Business Angel and very early stage VC investor focused on founding teams based in Spain from any sector. He is also a co-founder of StartupLabs Spain and Malta which is an accelerator program focused on growth stage startups.

Based in Southern Europe, Tom has been an active investor in early-stage startups, particularly in Spain, Malta, and Portugal. With his wealth of experience, he understands the challenges faced by leaders—dealing with people, handling uncertainty, and managing pressure. 

He recognizes the crucial role leadership plays in the success (or lack thereof) of founders. Having learned from his own experiences, he emphasizes the shift from being an executor to being a leader as a startup evolves and grows. When investing in founders, he looks for ambitious individuals who possess strong execution skills, whether it’s in marketing, technology, or overall leadership. 

He values the ability to make things happen and considers ambition and capacity as key indicators of success. Conversely, red flags include founders who struggle with execution and lack ambition. 

He believes that success lies in taking action and not being afraid to fail. He encourages founders to try, as the only true failure is never attempting something in the first place. Passionate about supporting others, Tom finds fulfillment in creating opportunities for startups and the jobs they generate. 

He believes in solving problems and making the world a better place through entrepreneurship. His friendly and humorous approach to leadership takes the pressure off and fosters an environment that motivates both himself and those around him.

You can find Tom at the below links

In the interview, Tom shares

  • “I’ve set up 16 different companies in my lifetime, just over half of which have been successful.”
  • “As an entrepreneur, I realized the importance of balancing leadership and operational focus for sustainable growth.”
  • “In early-stage startups, the shift from operational focus to leadership becomes crucial as the team expands.”
  • “To attract high-quality team members, founders must demonstrate leadership skills and create an environment for growth.”
  • “Successful founders excel not only as executors but also as good leaders who can drive their vision forward.”
  • “When investing in founders, we look for execution skills, ambition, and the capacity to make things happen.”
  • “Creating milestones, building a strong team, and achieving growth are indicators of a founder’s ability to execute.”
  • “Past experiences and early entrepreneurial traits can reveal a founder’s potential and entrepreneurial spirit.”
  • “Failure is only not trying in the first place. Taking action and making things happen is crucial for success.”
  • “Investing in startups is a way to support entrepreneurs and contribute to job creation and making a positive impact.”

Investor’s Lens [10] – Vignesh Shankar – “Never assume that you know everything”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Vignesh Shankar is a Managing Partner at Artha99 Investment Partners with a background in Strategy, M&A, and Corporate Finance.

Step into the captivating world of an interview with a dynamic entrepreneur and investor. Meet the seasoned professional who, despite a background in finance, dared to venture into the world of entrepreneurship. 

From working in top firms like Pricewaterhouse and HP Emphasis, this individual craved more than just numbers and spreadsheets. Eager to break free from the confines of a closed environment, they fearlessly established their own boutique investment advisory firm back in 2008. 

With an insatiable entrepreneurial spirit and a thirst for growth, they took on a remarkable challenge: not only to advise on acquisitions but also to step into the shoes of running the business itself.

Join this interview to uncover the entrepreneur’s reflections on the importance of humility, constant learning, and being open to help. Discover their unique approach to investing, where synchronizing with founders, people skills, and unwavering ethics take precedence. 

Gain insights into their views on sales, the lifeblood of business, and the critical role it plays in building relationships, understanding customer pain points, and embodying a company’s brand.  

You can find Vignesh at the below links

In the interview, Vignesh shares

  • “Never assume that you know everything and always be open to the fact that there is much you don’t know. Seeking help and being receptive to it will always benefit you.”
  • “Having the openness to learn while being confident in your vision is crucial for founders and leaders. It allows for growth and adaptability in the market.”
  • “When considering investments, the synchronization with founders, their people skills, and ethics are essential factors. These determine whether we invest or not, even if the business itself is promising.”
  • “Red flags in investment opportunities include founders solely focused on an exit strategy without considering long-term growth, and a lack of openness to bringing in key team members for vital segments of the business.”
  • “Sales is one of the most critical functions in a business, as it ultimately brings in the money. Exceptional people skills, understanding the customer’s pain points, and being the brand ambassador are crucial for sales success.”
  • “Cash flow is the oxygen for a business. Without a plan to bring in cash, there are hard questions to face. Acknowledging this fundamental aspect is vital for CEOs and business owners.”
  • “Salespeople often show empathy toward business owners since they understand the challenges of investing in and growing a business. They play a crucial role in driving growth and building relationships.”
  • “Dealing with both successes and failures requires leaders to remain humble, take responsibility, and exhibit a willingness to learn from their experiences. Being honest about failures and analyzing successes with logic are important traits.”
  • “Supporting founders’ growth in human skills that aren’t typically taught in business schools is essential. As passive investors, we provide a support system to help founders with various aspects, such as networking, business planning, and funding.”
  • “Building relationships with founders involves difficult and uncomfortable moments, but they are crucial for growth. Open communication, reasonable demands, and respectful reasoning are essential to maintain a strong relationship.”

Investor’s Lens [09] – Raja Skogland – “I am still on a journey as a founder. A business is never built.”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviors, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Raja Skogland is the founder at the Visionary Company & VC and an Advisor at Antler. She is an exited founder, an investor in 70+ startups, and one of the TOP 100 most influential women in the European VC & Startup space.

In this captivating interview, join us as we dive into the remarkable journey of Raja, a tenacious founder who overcame numerous obstacles to build a thriving entrepreneurial career.

From a background in private banking to becoming a respected investor and startup advisor, Raja shares her invaluable insights and hard-earned wisdom.

Discover how her resilience, determination, and continuous learning paved the path to success. With candid anecdotes, Raja reveals the transformative moments that shaped her as a leader, emphasizing the importance of never giving up while also recognizing when to pivot.

Uncover practical advice for new founders, learn how to navigate difficult conversations, and explore the power of respecting others and fostering emotional intelligence.

Join us as we explore the delicate art of balancing ambition with self-care and find out how slowing down can actually accelerate personal and professional growth.

You can find Raja at the below links

In the interview, Raja shares

  • “I persevered and I feel like I’m still on a journey as a founder. It’s never built. A business is never built.”
  • “It’s a combination of never giving up, but also knowing when to give up. When to pivot, when to stop.”
  • “Help founders figure out the high impact activities and work smarter, not harder.”
  • “Respecting others, treating them as human beings and valuing their input are essential traits of successful leaders.”
  • “Good founders have emotional intelligence and empathy, while bad founders are selfish, egocentric, and lack respect.”
  • “Assess the pros and cons, prioritize your mental health, and choose whether it’s worth your time working with a difficult founder.”
  • “Navigate difficult conversations by adapting your communication style to the founder’s needs and establishing a professional board.”
  • “My drive today is to find a balance between helping founders and moving away from the hustle culture.”
  • “Simplifying processes and focusing on the right companies has increased our revenue and impact.”
  • “Enjoy the simple things in life, be present, and prioritize time for yourself. It’s the ultimate luxury.”

Investor’s Lens [08] – Anoop Mohan – “Founders beat themselves a lot. You should celebrate each of your steps.”

This series will look at leadership from the point of view of an investor or VC.

In each episode of this series, we will explore what traits, behaviours, or red flags investors see in the leaders that they work with – and how founders evolve over time as they become better leaders.

Anoop Mohan is the  Managing Partner at Freespirit Ventures. He has successfully exited 3 ventures, and invests in early stage FinTech, Media, Gaming and Crypto based startups.  

Discover the fascinating journey of Anoop, with 14 years of corporate experience, he ventured into the startup world, experiencing three successful exits along the way. 

Free Spirit Ventures, his brainchild, represents his unrestricted approach to investing, where risk capital is injected at the early stages to shape innovative ideas. 

His leadership philosophy revolves around adaptability, recognizing that different situations demand different leadership styles. He supports founders in navigating challenges and shares invaluable insights gained from his own past failures and setbacks. 

In the ever-changing landscape of finance and entrepreneurship, he emphasizes the importance of being agile, flexible, and prepared for both successes and downturns.

You can find Anoop at the below links

In the interview, Anoop shares

  • “Prescreen Venture, a London-based investment firm, specializes in portfolio investments across FinTech, tech, web three, gaming, and media.”
  • “At Free Spirit Ventures, we invest in early-stage ideas and work closely with founders to shape and develop their products.”
  • “The name ‘Free Spirit Ventures’ reflects our risk-taking approach and our willingness to embrace new opportunities.”
  • “In the investment field, adaptability is crucial. We navigate the diverse worlds of finance and entrepreneurship by adjusting our strategies to fit each unique situation.”
  • “Leadership skills are important, but situational leadership is key. We help founders adapt their leadership styles to the specific challenges they face.”
  • “Learning from failures is vital, but success can also present challenges. Allocating resources for both good and bad times is essential for sustainability.”
  • “In times of success, it’s important to strike a balance. Enjoy the moment, but also allocate resources for future expansion or unforeseen challenges.”
  • “Building a sustainable business requires a strong network. Supporting and helping each other within the same network can make navigating tough times easier.”
  • “Coaches and advisors play a crucial role in helping founders navigate challenges. Today’s coaches and advisors bring a wide range of networks and connections to provide effective support.”
  • “As an investment firm, our vision is to carefully manage our current investments while seeking new opportunities that align with our expertise and commitment to growth.”