🎧 Episode Snapshot: Leadership, People & Tech That EnduresFeaturing Mohit Sagar, CEO & Editor-in-Chief, OpenGov AsiaThis episode dives into what truly drives transformation: people first, technology second. Mohit Sagar shares practical lessons for leaders navigating rapid change, starting with the critical first 30 to 90 days, a period to listen, learn, and build trust.Key insights include:• Being in the people business: Success depends on finding the right talent, no matter where they are.• Culture over competition: Collaboration and accountability fuel innovation.Adaptability as a leadership superpower: Embrace change while balancing security and accessibility.• Data-driven decisions: Ask the right questions and listen deeply, the answers shape your journey.Transformation isn’t about tech alone; it’s about connecting with people and creating cultures that make technology work.
🎧 Episode Snapshot: Parenting, Priorities & Platforms That Empower Featuring Sophie Bruce, Founder & CEO of MOLO.
In this episode, Sophie Bruce shares her journey of founding MOLO—a tech startup designed to revolutionize how modern families manage the mental load of parenting.
Sophie opens up about the realities of being a working mother in tech, the fast-paced nature of the industry, and the constant need to learn, adapt, and iterate.
We explore how empathy, operational efficiency, and strategic prioritization have become superpowers in her leadership style.
Sophie discusses the importance of building tech that truly supports family life, the inefficiencies she sought to eliminate, and why flexibility must be a top priority for employers supporting working parents.
From balancing spreadsheets and sticky notes to designing smart systems that empower households, this conversation dives into the intersection of personal experience and product innovation.
Plus, Sophie reflects on the power of phased returns to work, the value of inclusive tech cultures, and how MOLO is helping parents reclaim time, health, and harmony.
🎧 Episode Snapshot: Talent, Truths & Tech That Sticks
Featuring Matthew Grant, Founder & CEO of InsTech
This episode dives into the realities of building a successful tech business in insurance and beyond. Matthew Grant shares hard-won insights on attracting and retaining top talent, and why knowing what you don’t know is a superpower in leadership.
We explore the importance of listening to the market—not just your instincts—when building products, and how humility and curiosity drive innovation. The conversation also touches on the challenges of scaling, the role of domain expertise, and why founders must balance vision with validation. Plus, the art of asking better questions and creating cultures that thrive on learning.
🎧 Episode Snapshot: Branding, Breakthroughs & Startup Grit
Featuring Jane Bianchini, Tech Founder & Entrepreneur
This episode explores the power of networking and personal branding, and what it takes to create a new market while challenging the status quo.
We dive into blind optimism, persistence, and the emotional highs and lows of startup life—razorblades and champagne included. The conversation also covers mentorship, team dynamics, and the journey of female tech founders. Plus, the obsession with metrics and how they drive decision-making.
🎧 Episode Snapshot: Founding Boldly & Leading Authentically
Featuring Olivia Leong, CEO & Founder of Verra Asia.
This episode explores the transition from corporate life to startup founder, unpacking the realities of bootstrapping and the mindset shifts required to build something from scratch.
We dive into problem-solving, curiosity as a leadership tool, and the role of authenticity in building trust.
Culture is framed as the DNA of a brand, and the conversation expands into thinking big, leading with vulnerability, and staying true to values while scaling.
🎧 Episode Snapshot: Second Chances, Side Hustles & Startup Truths
Featuring Sam Dybac, Founder & Communications Strategist
In this episode, Sam Dybac shares what it’s really like to be a second-time founder—why failure fuels growth, how to turn a side hustle into a serious business, and the power of personal narrative.
We dive into mental resilience, maternity leave, and building a network that actually works. Plus, the secret sauce behind different types of entrepreneurs and why founder stories matter more than ever.
🎧 Episode Snapshot: Purpose, Platforms & the Power of Tech
Featuring Angus Stevens, CEO and Co-founder of Start BeyondIn this episode, Angus Stevens shares his journey from corporate to startup life, and how purpose, alignment, and values shape the culture of small, high-impact teams. We explore the pride in building tech platforms, the future of immersive learning, and how VR is transforming storytelling—from Ed Sheeran’s Redrooms to enterprise training.We also touch on smart work, reputation, and the metaverse’s evolving role in business and life—plus a few thoughts on how not to die (in business or otherwise).
Bootstrap Confidential - Episode 6 - Nick Boucher, CEO & Co-Founder @ Karmo
Episode 5 with Ned Phillips
Bootstrap Confidential - Episode 4 - Josh Frith
How to bootstrap a fintech to a billion sterling in annual turnover and to profitability
Listen as Charles Green talks to Rupert Lee-Browne, founder and CEO at Caxton about:
• How and why to bootstrap a fintech business and why you shouldn’t raise money
• The value and importance of control
• Building a technology backed customer service
• Value of CFOs and CTOs and why it's so easy to get the tech wrong
• Culture, diversity and communication
• Hybrid working and collaboration
• How to react in a crisis and the obsession with fast growth
• The cash challenge of scaling and building the balance sheet
• Innovative ways of funding and crowdfunding
• The personal touch with customer experience
and much more...
From walking the runway to building her own- how a 21 yr old model bootstrapped her way to success
Listen asCharles Green andChloé James chat to Taryn Williams, multiple founder, who gives some great hands on advice about:
- Building a runway
- The difference with bootstrapping a tech business
- Getting close to customers
- The value of culture
- How to hustle with humility
- The importance of the economic unit
- The mental challenges
And much more
The man who sold a parachute to bootstrap an $88m business – check out the new podcast from Bootstrap Confidential, the playbook for bootstrappers globally.
Built by bootstrappers for bootstrappers it provides you with all the tools you need to bootstrap your own business.
Go to www.bootsrapconfidential.com to join for free and to find out more about how you can use our tools and resources to bootstrap your business and get all your questions answered by our experienced bootstrap partners.
