Funnel Vision

Today's guest is RepData Senior VP of Sales Kyle Gollins. Kyle has watched sales transform from a rolodex and a stack of business cards to hyper-targeted email sequences and Zoom calls, only to return to business lunches and in-office coffee chats. And in that time, he says, CRMs have become a nuisance. In this conversation, we explore how systems built for sales lost salespeople, the patchwork of tools they use now, and what he'd build into a new CRM to win them back.Check out the video below and, if you want more, subscribe wherever you get your podcasts.

The following conversation was recorded on April 30th as a preview to Philly Tech Week. For more info on Siah Labs and the events of Philly Tech Week, check out the links below. Siah Labs co-founders / husband-and-wife team Jordan and Deanna Blackwell are in a crowded space--AI-centered agency serving small business. But the Siah framework focuses less on growth and instead talks about things like succession and enjoyment, and the promise that they can help founder-led businesses run without without the founder. It is this framework, the Blackwells say, that will help founders prepare for the "Great Wealth Transfer" or "Silver Tsunami"--the predicted economic tumult when Baby-Boomers slowly exit the workforce and their businesses have not been future-proofed. Jordan will provide more detail from the stage at Philly Tech Week on May 5th, when he hosts a talk on the Great Wealth Transfer, the role of AI and why cities like Philadelphia will play a big role in what the future holds. In this 44-minute conversation, we dig into this topic, as well as the dynamics of working with your spouse, protecting against AI volatility, building trust in technology and more. Check it out!LINKS: Siah Labs: https://www.siahlabs.com/Jordan Blackwell: https://www.linkedin.com/in/jordan-d-blackwell/Philly Tech Week event: https://www.siahlabs.com/ptw2026

Josh Mamroud is the Founder and CEO of Documint, a SaaS document automation platform with a tiered, usage-based growth model. Josh recently left HubSpot, which was managing the company's CMS, CRM, Chat and more. This was obviously not an easy decision and one that took a lot of careful planning and experimentation to get right. Now, Josh has agreed to share that journey with us, including details on why he left and what he's building to replace one of the most popular marketing platforms in the world. Our full conversation is available now, wherever you get your podcasts. This episode is a part of our Funnel Vision newsletter series. You can subscribe to Funnel Vision on Linkedin, or by visiting johnsteeleconsulting.com/newsletter.