Now

Now

Inspired by the /now page movement, here’s what’s keeping me busy lately.

Updated April 2026.

Scalepath

Most of my time goes into Scalepath, the peer group community I run for small business owners. I’ve now talked to over a thousand business owners through this work, and the conversations keep getting more real. Lately I’ve noticed a tonal shift in our groups. More founders are dealing with cash crunches, fast growth that outpaces their capital, and the anxiety that comes with running a company when the market isn’t cooperating.

I also appeared on the HoldCo Builders Podcast to talk about what I’ve learned from those 2,000+ conversations with business owners. Working-capital traps, hiring discipline, burnout, and why some owners sell just a year or two after buying.

AI for Real Operators

The biggest theme inside Scalepath right now is AI, but not the LinkedIn version of it. Our members are building real tools, AI virtual assistants for construction companies, automated workflows for pool services, accounting tools, home services dispatching. We have an “AI Use Cases” channel in our Slack and members share exactly what’s working. I wrote about why business owners need real AI examples, not theory: see what’s working for someone else, then literally just steal it.

Meetups and Marketing

I’ve been running no-pitch business owner meetups across the Midwest and beyond. No sales pitches, no professional networkers. Just honest conversations with other operators. I hosted one in Atlanta recently that reminded me why I started doing this.

On the marketing side, my $25,000 entrepreneur trading card experiment turned into something I’m now printing in additional editions: a Scalepath Member deck and an Acquisition Class of 2025 deck. 250+ personalized cards, professional trading card stock, mailed to people. It’s either a stroke of genius or completely silly. Time will tell.

Outside of Work

When I’m not running Scalepath or traveling for meetups, I’ve been thinking a lot about critical thinking in the age of AI and how the skills that matter most are the ones that can’t be automated: judgment, second-order thinking, and knowing what to do with all the information we now have access to.

If you want to read more, check out my blog.