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.
Connections Create Opportunity (Jason Finkelstein and Jamie Schneiderman)
In this episode, Jamie welcomes Jason Finkelstein, an investor and startup advisor at Finkelstein Capital, to discuss the evolving landscape of investment opportunities and the importance of building strong connections. Jason shares his journey from working in various high-profile companies to founding his own investment funds, highlighting the significance of learning from every experience. The conversation explores the benefits of impact investing and the value of transparency in business relationships. Whether you’re a startup founder, investor, or simply curious about the future of finance, this episode offers practical insights on navigating the complexities of the investment world.
🔗 Guest & Resources
Connect with Jason Finkelstein: https://www.linkedin.com/in/jasonjfinkelstein/ (https://www.linkedin.com/in/jasonjfinkelstein/)
Check out Finkelstein Capital: /
🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/ (https://www.linkedin.com/in/jamieschneiderman/)
Unstuck Your Business: www.unstuckyourbusiness.com (http://www.unstuckyourbusiness.com)
📌 Chapters
00:00 – Welcome and Introduction to Jason Finkelstein
00:36 – Understanding Finkelstein Capital
01:43 – Jason Finkelstein'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 Finkelstein 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 (mailto:jamie@unstuckyourbusiness.com)
19 Oct 2026
Customer Success Starts Early (Kristi Faltorusso and Jamie Schneiderman)
In this episode, Jamie welcomes Kristi Faltorusso, https://www.kristifaltorusso.com (https://www.kristifaltorusso.com) at KRISTI FALTORUSSO, to discuss the critical role of customer success in early-stage companies. Kristi shares her journey from a decade in publishing and marketing to transforming customer success teams in the B2B space. The conversation explores the benefits of proactive customer success strategies and the challenges companies face when they wait until issues arise. Whether you’re a founder, team leader, or just curious about enhancing customer relationships, this episode offers practical insights on building a strong customer success foundation.
🔗 Guest & Resources
Connect with Kristi Faltorusso: https://www.linkedin.com/in/kristiserrano/ (https://www.linkedin.com/in/kristiserrano/)
Check out KRISTI FALTORUSSO: https://www.kristifaltorusso.com (https://www.kristifaltorusso.com)
🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/ (https://www.linkedin.com/in/jamieschneiderman/)
Unstuck Your Business: www.unstuckyourbusiness.com (http://www.unstuckyourbusiness.com)
📌 Chapters
00:00 – Welcome and Introduction to Kristi Faltorusso
00:36 – Understanding KRISTI FALTORUSSO
01:43 – Kristi Faltorusso'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 KRISTI FALTORUSSO
19:56 – Final Thoughts and Key Takeaways
🔑 Keywords
customer success, early-stage companies, business growth, customer retention, problem-solving, startup strategy, proactive approach, founder insights, team leadership, scaling customer success systems
👉 Want to be on the podcast? Send an email to jamie@unstuckyourbusiness.com (mailto:jamie@unstuckyourbusiness.com)
16 Oct 2026
Cash is Not the Answer (Jeff Wallace and Jamie Schneiderman)
In this episode, Jamie welcomes Jeff Wallace from Silicon Valley in Your Pocket to discuss the intricacies of startup accelerators and the journey of international founders. Jeff shares his extensive experience in the entrepreneurial ecosystem, highlighting the importance of investor readiness and the challenges faced by early-stage startups. The conversation dives into the role of mentorship, the significance of aligning incentives, and the common misconceptions founders have about funding. Whether you’re a security professional, team leader, or just curious about the future of startups, this episode offers practical insights on navigating the complex world of entrepreneurship.
🔗 Guest & Resources
Connect with Jeff Wallace: https://www.linkedin.com/in/jeffwallace913/ (https://www.linkedin.com/in/jeffwallace913/)
Check out Silicon Valley in Your Pocket: http://www.siliconvalleyinyourpocket.com (http://www.siliconvalleyinyourpocket.com)
🤝 Connect with Me: https://www.linkedin.com/in/jamieschneiderman/ (https://www.linkedin.com/in/jamieschneiderman/)
Unstuck Your Business: www.unstuckyourbusiness.com (http://www.unstuckyourbusiness.com)
📌 Chapters
00:00 – Welcome and Introduction to Jeff Wallace
00:36 – Understanding Silicon Valley in Your Pocket
01:43 – Jeff Wallace'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 Silicon Valley in Your Pocket
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 (mailto:jamie@unstuckyourbusiness.com)
Who has been a guest on Unstuck Pod
Names identified in recent episode analyses. Showing up to five guests.
Charles Solomon
Patrick Moorhead
Doron Grinstein
Arseniy Nazarenko
Michael Howard
Contact Unstuck Pod
Guest appearances
Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Questions about Unstuck Pod
Who hosts Unstuck Pod?
Jamie Schneiderman and Jamie host the show. Published by Jamie Schneiderman.
How often do new episodes come out?
The show publishes weekly, based on its RSS feed.
Does Unstuck Pod take guests?
Yes. Guests have been identified in episode analyses.
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