Content strategy and copywriting for remote work and ecommerce software companies (and the service providers that support them)

Join hundreds of entrepreneurs, marketers, and community builders and discover the 5 best things I read each month.

We won’t send you spam. Unsubscribe at any time.

As Seen In

Featured Posts

Why your best systems collapse the moment they’re tested

I spent a week replying to every cold email in my inbox like I was a vendor procurement officer from hell. I asked for methodologies, data and proof. The goal was simple. See whether anyone was actually listening or just following a sequence. Most people disappeared. A few stuck around, including the accrual accounting raccoon haiku guy. And I learned a few things along the way mostly about how every system in business breaks the moment humans stop being predictable. My sales experiment as a stress test When you’re a normal prospect, you follow the path salespeople expect. You read

Read On

My Theme for 2026 – Systems

For the past 12 years, I’ve shared my theme for the year in a blog post. It’s a tradition that started as a way to reflect on what worked, what didn’t, and what I want to focus on moving forward. In 2025, my theme was Connection. The idea was to go deeper in my business relationships, with friends and family, in the things that light me up. It didn’t happen. Not in some dramatic, everything-fell-apart way. The truth is simpler and a little embarrassing. The goals I was actually working toward were in direct conflict with the lofty word I’d

Read On

Reflecting on my 7th Year In Business: Top Highlights and Lessons Learned

I took this photo in October on a layover in Taipei. A glowing sign above the C4 gate read “The Metaverse Waiting Lounge.” It felt like a fever dream (Well really the entire C and D concourses at Taipei airport did) full of jet-lagged travelers, neon lights, and a name that perfectly captured how this year felt. Stuck between worlds, building something real in a space that doesn’t fully exist yet. That image (and moment) stuck with me. I had a few conversations this year with freelancers and small agency owners who are 10–20 years older than me. Many of

Read On