Most companies think their go-to-market is solid. It’s not.

In this episode, Dale Zwizinski of Revenue Reimagined breaks down why AI will not fix a broken GTM foundation. It will expose it or amplify it.

We dive deep into why startups and growth-stage companies skip stabilization, rush toward scale, and avoid pressure-testing their ICP, value proposition, and sales motion. Dale explains the four stages of the Go-to-Market Gap framework, why repeatability cannot happen without foundations, and how AI should be used to eliminate blank-page work, not replace strategic thinking.

You’ll learn:

1. Why founders overestimate their GTM maturity
2. The difference between stabilization, foundation, repeatability, and scale
3. How AI can accelerate GTM work without creating chaos
4. Why most companies never revisit their ICP or value prop
5. How to build a human + agent collaboration model for 2026

If you care about building repeatable revenue in a rapidly shifting market, this conversation is essential.

🔗 Connect with Dale on LinkedIn: https://www.linkedin.com/in/dalezwizinski/

🔗 Visit Revenue Reimagined: https://www.revenue-reimagined.com/

🔗 Run the GTM Gap Report for your company: https://www.revenue-reimagined.com/gtm-gap

🎙 Subscribe for more conversations on AI, go-to-market strategy, and building modern revenue engines.

What if AI wasn’t just a productivity tool… but a judgment-free strategy room?

In this episode, I sit down with longtime friend and B2B SaaS executive Jeanne Hopkins to explore how she actually uses AI. Not for prompts. Not for hacks. But as a thinking partner.

Jeanne has spent decades leading marketing, sales, and revenue teams as a multi-time VP of Marketing and Chief Revenue Officer. In our conversation, she shares how she uses AI to pressure test decisions, challenge assumptions, and run weekly retros on her own performance.

We also go deeper.

Jeanne opens up about navigating grief, complex family dynamics, and how AI helped her de-emotionalize and think clearly through some of the hardest decisions of her personal life.

This is not a tools episode. It’s a mindset episode.

If you want to understand what executive-level AI fluency actually looks like, this conversation is for you.

AI is changing how we work. For some, that means fear. For others, it means reinvention.

In this episode, Kyle James sits down with Riley Gerszewski, a longtime product design leader who used AI tools to go from designing products to actually building and shipping a full iOS app himself.

Not a prototype. Not a concept. A real healthcare app approved by Apple.

Riley shares what it felt like to be part of a reduction in force, how AI accelerated his learning curve, and how he transitioned from specialist to generalist in real time. We talk about identity shifts, go-to-market uncertainty, ethical guardrails, and what it means to build responsibly in the healthcare space.

The app he built, HerDiabetes, is designed specifically for women living with diabetes, a group of over 13 million in the United States alone, and addresses an underserved intersection of glucose data and hormonal cycle tracking.

This conversation is not about hype. It’s about figuring it out as you go.

If you’re a product leader, GTM professional, designer, or anyone trying to understand what AI means for your career, this episode is for you.

🔗 HerDiabetes Website: https://www.herdiabetes.com/

🔗 Connect with Riley on LinkedIn: https://www.linkedin.com/in/rileygerszewski/

If this episode resonated with you, consider subscribing, leaving a review, or sharing it with someone navigating their own AI reinvention.

We’re all working through this shift together.