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How NOT To Build: Startup Stories | A Jemini Podcast
Dan Villa
16 episodes
5 days ago
"How NOT to Build" is about uncovering the lessons Founders, CTOs, Tech Leads, and Team Leads wish they’d known earlier. I hope these stories spark ideas, offer guidance, and help you navigate your journey to turning vision into reality.
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Entrepreneurship
Business
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All content for How NOT To Build: Startup Stories | A Jemini Podcast is the property of Dan Villa and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
"How NOT to Build" is about uncovering the lessons Founders, CTOs, Tech Leads, and Team Leads wish they’d known earlier. I hope these stories spark ideas, offer guidance, and help you navigate your journey to turning vision into reality.
Show more...
Entrepreneurship
Business
Episodes (16/16)
How NOT To Build: Startup Stories | A Jemini Podcast
From Academia to Entrepreneurship: Startups, Setbacks, and Success in Biotech w/ Cara Wells from Emgenisys

In this episode, Cara Wells, PhD, shares her journey from academia to entrepreneurship, detailing her experiences with fundraising, market disruption, and the challenges of navigating the startup landscape. She discusses her first venture, Embryotics, the lessons learned from its dissolution, and the ongoing legal battles stemming from her whistleblower actions. Cara also introduces her current company, Emgenisys, which focuses on innovative solutions for embryo health using machine learning. She emphasizes the importance of owning intellectual property, building a strong founding team, and the realities faced by PhD graduates in the job market.


Dr. Cara Wells is a scientist and entrepreneur with a PhD in Animal Science from Texas Tech University, specializing in reproductive physiology and assisted reproductive technologies in animals and humans. She is the founder and CEO of EmGenisys, where she leads the development of software to improve embryo evaluation and pregnancy outcomes in IVF and embryo transfer. Her earlier experience co-founding Embryotics—an effort that highlighted the challenges of commercializing university-owned IP—helped shape her more strategic and scalable approach at EmGenisys.


Music by Eggy Toast


00:00 The Biggest Learnings After Raising 1.5M03:52 How to Market a Disruptive Product 07:17 Breaking into the Global Market to get 2.5M Euro12:28 Cracking the Code on the Grant Process14:29 Going from PhD to Product Idea22:03 The Disconnect Every PhD Should Understand 24:38 Dan and Cara Rip Apart Higher Education31:46 Commercialization Challenges and Dream Team Drama39:21 How NOT to Lose Your IP and Equity44:44 The Crazy Story of The Texas Tech Lawsuit 54:16 Not Giving Up with EmGenisys56:58 The Option Pool Pro Tip for Founders01:03:36 The Value of Contractors in Startups 01:08:55 The Future of EmGenisys

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4 months ago
1 hour 11 minutes 10 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Adapting, Automating, and Building Community w/ Jacques Greeff from Founders Table

In this episode, Jacques Greeff reflects on his entrepreneurial journey, sharing insights from building RealHub and navigating the evolving role of AI in startups. He explores the challenges and opportunities of adapting to rapid technological change and underscores the critical role of community and collaboration in fostering innovation. Jacques also shares about Founders Table, aimed at connecting entrepreneurs and providing a supportive environment to drive meaningful growth in the future of work shaped by automation and emerging trends.


Jacques Greeff co-founded Realbase, a real estate marketing platform that scaled across Australia and was acquired for $180M. After exiting, he turned his focus to solving a deeper productivity problem: how high performers manage relationships, time, and communication at scale. He’s now building Kinso, an AI executive assistant designed to act as a second brain for messaging, calendars, and follow-through.


Music by Eggy Toast


00:00 Introduction

01:46 The Rapid Advancement of AI

04:53 Startups in the Age of AI

12:54 Early Entrepreneurial Ventures

17:12 The Birth of RealHub

24:03 Lessons Learned in Hiring and Team Building

30:34 Misconceptions and Advice for Entrepreneurs

32:40 The Importance of High-Leverage Skills

37:22 Content Creation as a Key to Traction

40:02 Building a Supportive Community for Founders

48:27 The Art of Community Building

52:53 Innovating with AI for Founders

57:51 Learning from Past Experience




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4 months ago
1 hour 3 minutes 53 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Niche SaaS, Modern Stacks, and CTO Strategy w/ Brandon Powers from Hyperformant

In this episode, Dan Villa speaks with Brandon Powers, founder of Hyperformant, about practical advice for software companies, including how to avoid over-engineering products, the balance between specialization and generalization, and the current state of SaaS. They discuss the importance of efficient meetings, managing anxiety, and the role of AI in software development. Brandon shares insights from his experiences with startups, including lessons learned from failures and the significance of preparing for acquisition. The conversation emphasizes the need for industry-specific solutions and the evolving landscape of technology.


Brandon Powers is a father of four, progressive thinker, and relentless tinkerer. Over the past 19 years, he’s scaled six companies as a CTO and software architect across fintech, healthcare, social media, and retail. His latest venture, Hyperformant, blends visionary technical insight with creative market positioning strategies to help software companies achieve unbridled growth and command top-tier valuations.


Music by Eggy Toast


00:00 Simple Advice for Meeting Efficiency

02:31 Learning to Deal With and Learn From Stress

05:56 Advise for Aspiring Entrepreneurs | Don’t Buy the FOMO Lie

11:19 The Reward of Being Your Own Boss

12:14 The High Impact of Domain Expertise for Your Product

19:43 How to Avoid Over-Engineering

26:40 Making the Most of AI as an Engineer

31:08 How to Skill Up: Specialist or Generalist?

38:44 Who Should (And Should Not) Care About AI Governance

41:52 The Unethical Thing About AI Replacing Jobs

49:39 The Future of SaaS: Is It Really Dead?

56:33 Modern Web Stacks and Frameworks for Startups

01:03:39 The 10X CTO: Understanding that Business & Tech Are…

01:09:24 If You’re Looking to Sell, Do NOT Do This


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5 months ago
1 hour 14 minutes 36 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
The Evolution of Marketing Strategies w/ Ellen Messer from TechTalk Marketing

In this episode, Ellen Messer, CEO and founder of Tech Talk Marketing, shares her journey in the marketing industry, discussing the evolution of marketing strategies, the challenges of running a business, and the importance of understanding customer needs. She emphasizes the need for a solid marketing plan and the common mistakes companies make in their marketing efforts. The discussion also touches on the significance of local searches in today's digital landscape and the ongoing changes in marketing due to technology and AI.


Ellen Cusato Messer helps engineering and software development firms build a continuous flow of ideal projects using her own proprietary marketing system. She based the system on decades of noting the differences between successful development projects that led to new projects, and unsuccessful projects that did not. Ellen has spent her entire career working with engineers to translate technical concepts into successful marketing programs, starting with 13 years at Nortel in wireless product management and marketing.


IoT Meetup: https://www.meetup.com/iottexas/

Nortel: https://en.wikipedia.org/wiki/Nortel


Music by Eggy Toast


0:00 - Speaking at Conferences for Marketing

06:30 - Thinking Forward: Planning your Career a Decade in Advance

12:12 - What’s Changed in Marketing? Everything and Nothing.

14:56 - Applying the “Post Everyday” Advice Correctly

20:32 - The Value of Fun Content

21:55 - How Ellen Got Her First Customer

26:38 - The Worst Moment

31:05 - The Long Path to Success

32:58 - Why Quitting Wasn’t an Option

38:01 - The Biggest Marketing Mistakes from 20+ Years of Experience

42:42 - The Importance and Potential of the Local Market

50:12 - Finding and Leveraging your Differentiators

53:50 - “Modern Marketing is Different” Isn’t True



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5 months ago
55 minutes 26 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
From Motorcycles to AI: Tesla, Uber, and Building CertBuddyAI to Revolutionize Global Compliance w/ Kannan Govindasamy from CertBuddyAI

Join us for this episode as Kannan Govindasamy shares his journey from Tesla and Uber to founding CertBuddyAI, an AI-driven platform transforming product compliance. Learn how he navigated global challenges, built high-performing teams, and leverages AI to simplify complex processes. This episode is a must-listen for innovators looking to scale efficiently and strategically.


Kannan Govindasamy is a seasoned product certification expert and has over 25 years of experience and worked with most successful startups like Tesla and Uber. 
Founder of CertBuddyAI - We can help any Physical Product Manufacturer's certification process from start to end, e.g. such as cars, medical devices and aircrafts. These products usually take 2-3 years of product design and certification cycle where our AI Platform can cut down time, cost, and business up to 50%. It can also help manage regulations, create automated design and test tasks, validate reports and help file applications with government agencies such as EPA, FDA, FAA. If interested, please reach out for any demo.

E-mail kannan@certbuddyai.com

YouTube - CERTBUDDYAI - https://www.youtube.com/@CERTBUDDYAI


Music⁠⁠⁠⁠ By Eggy Toast


0:00 - Intro

4:17 - Cutting Teeth on Manually Reading Hundreds of Pages

7:03 - Can Someone Really Say “I haven’t worked a day in my life?”

9:54 - Keeping the Motivation to Keep on Keeping On

14:40 - Engineers: Do Not Underestimate the Importance of Certification

16:40 - Lessons from Tesla & Burnt Hair

29:10 - Helping Uber Rollout Scooters to the World

37:03 - Lessons from Uber: Goals & Teams

40:32 - Advice on Building the Critical Team

43:01 - Productizing 25+ Years of Expertise With CertBuddy.ai

48:51 - The Future of Cert & Advice For Founders

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6 months ago
53 minutes 8 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Building Smart Startups: Avoiding Pitfalls, Leveraging Founders, and Harnessing AI w/ Andrew Hosch from Collinear Group

In this episode, we dive into the challenges startups face—from balancing tech development with marketing to navigating founder dynamics and market uncertainty. We discuss lessons learned from failed ventures, practical strategies for adopting new technologies, and the transformative potential of AI in the startup ecosystem. Whether you’re a founder, investor, or tech enthusiast, this conversation is packed with actionable insights for building smarter, more resilient startups.


Andrew Hosch is the COO at Collinear Group where he’s helping people use the right technology for the right reasons. With their GC Accelerate program, Andrew and his team specialize in shipping Go-To-Market SaaS Solutions that elevate your business.


Music⁠⁠⁠ By Eggy Toast


0:00 - Is This The Most Challenging Time in 25 Years?

7:35 - Advice for Weathering These Interesting Times

9:45 - Tariffs & The Fundamentals to Watch Out For

15:41 - Lessons From Being a First Time VP: the N-1 Rule

25:16 - Staying Sane in AI-insane Times

28:32 - The Danger of Underestimating Marketing and How To Avoid It

41:38 - The #1 Reason(s) Startups Fail, from a 20-year Veteran

45:06 - Being COO at Collinear Group and Solving the Magic Beans Problem

53:30 - What’s Next for Collinear Group

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6 months ago
47 minutes 6 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Building a Supportive Community for Entrepreneurs w/ Gianluca Pascale from Constructors Guild

In this episode, Gianluca and I discuss the challenges faced by entrepreneurs. He emphasizes the importance of community support, mentorship, and professional development. He highlights the need for better management practices and the value of building a network of like-minded individuals to foster growth and improvement within your industry.

After 17 years being the Founder and CEO of Centrecon, a Toronto-based construction firm, ⁠⁠Gianluca Pascale⁠⁠ left it all behind to start the ⁠⁠Constructors Guild⁠⁠. Now he’s on a mission to create community and cooperation in an industry that’s practically allergic to those ideas.



Music⁠⁠ By Eggy Toast


3:30 - Intro & The Decision to Quit His Company

9:27 - Your Best and Most Valuable Investment

11:08 - (Why Don’t People Take Care of Themself?)

12:20 - (How Do We Get Solitude?) | Scheduling Time with Focus, Buffer, and Free Days.

17:50 - What are you Hopeful About?

18:50 - How Do You Know It’s Time to Sunset an Idea? | A Time of Literal and Figurative Darkness

23:30 - The Straw That Broke the Camels Back

28:10 - How Do You Avoid Taking Bad Jobs?

32:34 - Turning Competition into Cooperation

38:20 - Constructors Guild Sneak Peak

40:37 - What We’ve Learned From Millennials

44:55 - If You Don’t Do This, You Won’t Make It as an Entrepreneur

49:05 - The Cost (but Requirement) of Trusting

1:02:38 - Gianluca’s Next Big Move


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6 months ago
54 minutes 48 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Breaking Barriers: Adversity, Market Truths, and the Mindset to Build Big w/ Ryan Strong from Stones AI

In this episode, Ryan shares thoughts on embracing "voluntary adversity" as a way to grow and tackle challenges head-on. We explore the $7.9 trillion compliance problem, why the market’s opinion matters more than mine or yours, and the need to stay flexible with ideas and data. Ryan Strong is a serial entrepreneur and founder at Stones AI where he is transforming compliance implementation from months to weeks through AI-driven automation and blockchain verification.


Music⁠ By Eggy Toast


Sound Effect by Eduardo Rodrigues from Pixabay

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6 months ago
1 hour 3 minutes 29 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Building Teams That Thrive: Trust, Collaboration, and Empowered Leadership w/ Logan Hennessy from Symbiosys

In this episode, Logan shares insights on building successful technical teams, highlighting the importance of trust, humility, and collaboration within leadership, and team dynamics. He emphasizes hiring people who handle disagreements constructively and avoiding toxic egos, as well as focusing on pragmatic solutions during the early stages of product development. The conversation underscores how empowering teams to make decisions fosters innovation and long-term success.


I’ve known Logan since 2015. He’s got extensive history managing teams (onshore and offshore) and has a unique perspective going from Enterprise to Startup. He now works at Symbiosys building large-scale distributed data processing pipelines for analytics and machine learning use-cases.


Music By Eggy Toast



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7 months ago
45 minutes

How NOT To Build: Startup Stories | A Jemini Podcast
From Bootstrapping to Fundraising: The Hansel Startup Journey w/ Greg Prosser from Hansel Medical

In this episode, we sit down with Greg, founder of Hansel, to dive into the realities of building a hardware startup from the ground up. He shares his journey from bootstrapping and piecing together hardware prototypes to navigating Techstars and preparing for his first funding round. We also discuss the power of networking, learning from mentors, and balancing entrepreneurship with personal life.


Greg Prosser is the Founder and CEO of Hansel Medical, leading innovation in surgical equipment tracking to help orthopedic distributors and manufacturers save millions by eliminating lost inventory and wasted search time. With a background in engineering and business from the University of Missouri-Columbia, Greg combines technical expertise with strategic leadership to develop cutting-edge solutions for the medical device industry.


Music By Eggy Toast

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7 months ago
1 hour 1 minute 59 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
From Bounce Houses to Beehives: How RentMy Revolutionized Rentals with a Customer-First Focus w/ Andrew Chambers from RentMy

Andrew Chambers, Founder of RentMy.co, is an entrepreneur and family man who started his company while working for Fortune 300 companies.  Not wanting his future to be dictated by the whims of HR departments, he used evenings and weekends to bring his vision to the market. In this episode, Andrew discusses his earliest ventures and his passion for creating superior Customer Experiences, along with his drive to deliver best-in-class solutions to his B2B equipment rental business clients. Andy discusses the lessons learned with his first business, his philosophy on managing relationships, and what his next venture may be.


Music By Eggy Toast

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7 months ago
47 minutes 45 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Navigating Bootstrapping: Hiring Smart, Managing Offshore Teams, and Fixing Software Nightmares w/ Jed Butler from i9 Technologies and Hydrant

This episode explores the challenges of bootstrapping, from hiring and managing offshore teams to fixing chaotic software projects. Jed shares lessons on balancing costs, building strong teams, and delivering real value. Perfect for founders scaling teams or launching products.


Jed Butler is the CEO of i9 Technologies and founder of Hydrant, where he and his team provide executive advisory services and leads technology initiatives for enterprise clients. With 15 years in project management and software development, he specializes in growing technology companies and transforming struggling operations into profitable businesses.


Music By Eggy Toast


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7 months ago
35 minutes 33 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Balancing Confidence, Leadership Growth, and High-Performing Global Teams w/ Sam Hall from phDATA

Sam Hall is a data and analytics leader with 8+ years of experience, and is currently a client principal at phData, a leading data and AI consulting firm. His passion is finding creative ways to create impact for the people around him. In this episode, we explore the challenges of balancing professional anxieties with confidence, building team culture, and driving impact as a leader.


Music By Eggy Toast

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7 months ago
35 minutes 27 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Execution, Ownership, and Trust: A CTO’s Perspective on Startup Growth w/ Timothée Besset from Core Complex

Timothée Besset is a software engineer and consultant. He’s partnered with several companies, helping them go from idea to exit. He’s owned and operated Core Complex - Consulting & Technology LLC for over a decade and is a wealth of wisdom. In this episode we dive into the CTO's role in startup success, highlighting execution, ownership, and trust as keys to navigating challenges and driving growth.


Music By Eggy Toast


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8 months ago
53 minutes 32 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Offshore Teams, Hiring CTOs, and Building Scalable Startups w/ Stephen Morrison from AllieHealth

Stephen Morrison is the Head of Engineering AllieHealth. They’ve been making waves in the HealthTech space for a couple years now and I’m stoked to watch them crush 2025. In this episode, we dive into the challenges and strategies of building scalable startups, from hiring the right CTO to managing offshore teams effectively.


Music By Eggy Toast


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8 months ago
37 minutes 42 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
Foosball, Simplicity, and Knowing When to Hand Off an Idea w/ George Barta from CoreUs

George Barta is the CTO @ CoreUs. He’s a mentor of mine and has a long history of shipping things in days, not months. In this episode we discuss his learnings with a foosball app, how to build simple systems, and knowing when to quit.


Music By Eggy Toast

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8 months ago
58 minutes 47 seconds

How NOT To Build: Startup Stories | A Jemini Podcast
"How NOT to Build" is about uncovering the lessons Founders, CTOs, Tech Leads, and Team Leads wish they’d known earlier. I hope these stories spark ideas, offer guidance, and help you navigate your journey to turning vision into reality.