Unstuck Pod

Jamie Schneiderman
  • 0.0 (0)
  • Entrepreneurship

Why B2B SaaS growth stalls between $1M and $10M. Conversations with the founders who lived it and the investors who watched it happen. - and what got these companies unstuck.

  1. 1d ago

    Build AI One Step At A Time (Kyle Richless and Jamie Schneiderman)

    In this episode, Jamie welcomes Kyle Richless, co-founder of Zaigo Labs, to discuss the transformative impact of AI on businesses. Kyle shares the Zaigo journey from his early days in the legal tech startup scene to creating an AI implementation shop. The conversation explores the benefits of adopting AI incrementally and the challenges that businesses face in effectively integrating this technology. Whether you’re a security professional, team leader, or just curious about the future of AI in business, this episode offers practical insights on navigating the evolving landscape of technology and entrepreneurship. 🔗 Guest & Resources  Connect with Kyle Richless: https://www.linkedin.com/in/kylerichless/  Check out Zaigo: https://zaigo.ai 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Kyle Richless  00:36 – Understanding Zaigo  01:43 – Kyle Richless's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with Zaigo  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems 👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  2. 3d ago

    Investors Must Drive Revenue (Collin Groves and Jamie Schneiderman)

    In this episode, Jamie welcomes Collin Groves from BDev Ventures to discuss the innovative approach to venture capital and how they add value beyond just funding. Collin shares the BDev Ventures journey, including his transition from the energy sector to venture capital and the establishment of corporate venture capital funds. The conversation explores the benefits of fostering close relationships with portfolio companies, utilizing unique tools for revenue generation, and the importance of data-driven decision-making. Collin Groves also delves into the challenges of navigating market dynamics and the critical role of founders in executing successful strategies. Whether you’re a startup founder, investor, or simply interested in the future of venture capital, this episode offers practical insights on building and scaling successful businesses. 🔗 Guest & Resources  Connect with Collin Groves: https://www.linkedin.com/in/collingroves  Check out BDev Ventures: https://www.bdevventures.com/ 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Collin Groves  00:36 – Understanding BDev Ventures  01:43 – Collin Groves's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with BDev Ventures  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems 👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  3. Oct 2

    Think Beyond Your Border (Han Ko and Jamie Schneiderman)

    In this episode, Jamie welcomes Han Ko from USAKO Group to discuss the fascinating journey of entrepreneurship and investment in the tech industry. Han shares his unique path from being an engineer in a booming internet era to leading an internationally-based investment company. The conversation explores the benefits of cross-border collaboration and the challenges faced by companies entering new markets. Han also delves into the impact of AI on today's economy compared to the internet boom of the past. Whether you’re a security professional, team leader, or just curious about the future of technology and investment, this episode offers practical insights on navigating the ever-evolving landscape. 🔗 Guest & Resources  Connect with Han Ko: https://www.linkedin.com/in/han-ko-3b8814185/  Check out USAKO Group: http://www.usakogroup.com 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Han Ko  00:36 – Understanding USAKO Group  01:43 – Han Ko's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with USAKO Group  19:56 – Final Thoughts and Key Takeaways 🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems 👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  4. Sep 30

    AI Is Not Your Moat (Kyle Duffy and Jamie Schneiderman)

    In this episode, Jamie welcomes Kyle Duffy, operating partner at Gradient Ventures, to discuss the evolving landscape of AI investments and the challenges faced by early-stage companies. Kyle shares insights from the Gradient journey, highlighting their focus on AI since 2017 and their unique position in the market. The conversation explores the benefits of targeted go-to-market strategies in a noisy environment, as well as the importance of building a solid product-market fit. Kyle Duffy also delves into the challenges first-time founders encounter and the necessity of adapting to market demands. Whether you’re a security professional, team leader, or just curious about the future of AI and startups, this episode offers practical insights on navigating the complexities of the industry. 🔗 Guest & Resources  Connect with Kyle Duffy: https://www.linkedin.com/in/kylerduffy  Check out Gradient: https://www.gradient.com/ 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Kyle Duffy  00:36 – Understanding Gradient  01:43 – Kyle Duffy's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with Gradient  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems 👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  5. Sep 28

    Make AI Your Advantage (Katie Weiss and Jamie Schneiderman)

    In this episode, Jamie welcomes Katie Weiss from FF Venture Capital to discuss the transformative impact of AI on startups and venture capital. Katie shares her unique journey, including her initial experiences as a founder and her evolution within the venture capital space. The conversation explores the benefits of operational efficiency through AI and how FF Venture Capital has been at the forefront of supporting founders with innovative solutions. Katie also delves into the challenges startups face in navigating the ever-evolving tech landscape and the importance of tailored strategies for success. Whether you’re a startup founder, investor, or just curious about the future of business, this episode offers practical insights into leveraging AI for growth and efficiency. 🔗 Guest & Resources  Connect with Katie Weiss: https://www.linkedin.com/in/katiefrankel  Check out FF Venture Capital: https://ffvc.com/ 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Katie Weiss  00:36 – Understanding FF Venture Capital  01:43 – Katie Weiss's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with FF Venture Capital  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems 👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  6. Sep 25

    Passion First Then Capital (Denis Kalyshkin and Jamie Schneiderman)

    In this episode, Jamie welcomes Denis Kalyshkin, http://www.i2bf.com at I2BF Global Ventures, to discuss the intersection of technology and investment, particularly in deep tech and space. Denis Kalyshkin shares the I2BF Global Ventures journey from its inception to its role in transforming traditional industries with innovative solutions. The conversation explores the benefits of aligning technology with market needs and the challenges of raising capital for high-tech ventures. Denis Kalyshkin also delves into the strategies for balancing long-term vision with immediate market demands. Whether you’re a startup founder, investor, or just curious about the future of technology and finance, this episode offers practical insights on navigating the complexities of the investment landscape. 🔗 Guest & Resources  Connect with Denis Kalyshkin: https://www.linkedin.com/in/denis-kalyshkin  Check out I2BF Global Ventures: http://www.i2bf.com 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Denis Kalyshkin  00:36 – Understanding I2BF Global Ventures  01:43 – Denis Kalyshkin's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with I2BF Global Ventures  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems  👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  7. Sep 23

    Traction Comes Before Funding (Elisabeth Bykoff and Jamie Schneiderman)

    In this episode, Jamie welcomes Elisabeth Bykoff from Boxsy to discuss the innovative solutions Boxsy offers to help startup founders navigate the often painful fundraising process. Elisabeth shares her inspiring journey from aerospace engineering to founding Boxsy, highlighting her extensive experience in the tech industry and her passion for supporting entrepreneurs. The conversation delves into the challenges of fundraising, including building investor relationships and managing the tedious aspects of the process. Whether you’re a first-time founder or a seasoned entrepreneur, this episode provides valuable insights into improving your fundraising efforts and leveraging technology to ease the journey. 🔗 Guest & Resources  Connect with Elisabeth Bykoff: https://www.linkedin.com/in/elisabethbykoff/  Check out Boxsy: https://www.boxsy.io 🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com 📌 Chapters  00:00 – Welcome and Introduction to Elisabeth Bykoff  00:36 – Understanding Boxsy  01:43 – Elisabeth Bykoff's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with Boxsy  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems 👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

  8. Sep 21

    Operating Makes Better Investors (Sahiti Enjeti and Jamie Schneiderman)

    In this episode, Jamie welcomes Sahiti Enjeti from Drive Capital to discuss the intricacies of early-stage investing and the journey from founder to investor. Sahiti Enjeti shares her unique perspective, having transitioned from being an investor at True Ventures to working directly with startups as a product manager before joining Drive Capital. The conversation explores the benefits of understanding both sides of the startup ecosystem and the challenges founders face in today’s competitive market. Whether you’re a security professional, team leader, or just curious about the future of startup investment, this episode offers practical insights on navigating the landscape of early-stage funding. 🔗 Guest & Resources  Connect with Sahiti Enjeti: https://www.linkedin.com/in/sahitienjeti  Check out Drive Capital: http://drivecapital.com  🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/  Unstuck Your Business: www.unstuckyourbusiness.com  📌 Chapters  00:00 – Welcome and Introduction to Sahiti Enjeti  00:36 – Understanding Drive Capital  01:43 – Sahiti Enjeti's Journey and Insights  02:30 – Major Shifts in the Industry  04:11 – Key Technologies and Innovations  05:37 – Market Demands and Challenges  06:54 – Opportunities and Cautions in the Field  09:42 – Real-world Applications  11:13 – The Future of Content and Learning  12:17 – Insights on Collaboration and Teamwork  14:13 – Strategies and Best Practices  15:20 – Balancing Creativity and Growth  16:56 – Lessons Learned  18:24 – Engaging with Drive Capital  19:56 – Final Thoughts and Key Takeaways  🔑 Keywords  startup finance, investor readiness, due diligence, financial modelling, startup reporting, fundraising preparation, SaaS metrics, tech founders, cash flow management, management accounts, financial operations, startup compliance, data room management, VC expectations, scaling finance systems  👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com

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About

Why B2B SaaS growth stalls between $1M and $10M. Conversations with the founders who lived it and the investors who watched it happen. - and what got these companies unstuck.

Information

  • Creator
    Jamie Schneiderman
  • Years Active
    2026
  • Episodes
    51
  • Rating
    Clean
  • Copyright
    © 2026 Jamie Schneiderman