the Caffeinated entrepreneur™ What Would It Take for Your Clients to Work With You Forever? Read on my website / Read time: 7 min A tiny part of me wanted my client to stop learning so fast. I know how terrible that sounds, especially coming from someone whose literal job is to teach people how to think more strategically, build better systems, and use AI without creating a fresh pile of digital chaos. But on a call last Friday, there I was, watching one of my favorite clients get better and...
5 days ago • 6 min read
the Caffeinated entrepreneur™ Old Habits Die Hard (Even When You Know Better) Read on my website / Read time: 6 min Either this was a coincidence, or God has a very specific sense of timing. I’m writing this newsletter live on Tuesday, which is what I do every week because I want to share what growing a business as a solopreneur actually looks like from the messy middle, not six months later when the lesson has been polished into a neat little success story. This week, we resurfaced Episode 2...
12 days ago • 4 min read
the Caffeinated entrepreneur™ Are You Done Or Just Discouraged? Read on my website / Read time: 5-6 min A few months ago, one of my clients told me she was about six months away from shutting down her business and going back to a W-2 job. And I don’t mean that in the vague “business is hard” way people say when they’re having a rough week and need a nap, a snack, or possibly a full cry-it-out reset (I had one of those just last week and it really felt truly amazing). I mean, she was truly...
19 days ago • 6 min read
the Caffeinated entrepreneur™ I Canceled My Money Maker Read on my website / Read time: 4-5 min I canceled my August webinar last night and possibly all my webinars for the rest of 2026. To be clear, I did not suddenly develop a deep personal grudge against webinars. This is not a dramatic “burn it all down” moment while I stare out a rainy window like I’m in a Hallmark movie with better coffee. (In fact, it’s over 100 degrees right now in sunny Northern TX; I would welcome a little rain!!) I...
26 days ago • 7 min read
the Caffeinated entrepreneur™ Your Reputation Sells You Better Than You Ever Will Read on my website / Read time: 7 min A few months ago, I started talking with a prospect who was very interested in working with me. And I mean very interested. He and his partner could see the value; they knew the business needed cleaner systems, and the conversations were good, but like most real business decisions, there were a lot of moving pieces, so nothing had officially moved forward yet. It wasn’t a...
about 1 month ago • 7 min read
the Caffeinated entrepreneur™ Stop Charging Camry Prices for a Maserati Offer Read on my website / Read time: 7 min On a sales call recently, a potential client noticed my price had gone up, and not in a tiny “oh, that’s interesting” kind of way. It was more of an “Oh my gosh, your prices went up 30%!!” kind of moment. And he was right. They had. But, listen, I didn’t raise my prices because I suddenly woke up one morning, lit a candle, whispered “abundance,” and decided I deserved more...
about 2 months ago • 5 min read
the Caffeinated entrepreneur™ You can’t read the label from inside the jar Read on my website / Read time: 5 min You know what’s frustrating? Being the person everyone else trusts to see the obvious next move… and then looking at your own business like someone dumped the contents of five different notebooks onto the floor and said, “Good luck, CEO.” I see this all the time with really smart business owners (myself included). They can walk into a client’s business, spot the problem, name the...
about 2 months ago • 5 min read
the Caffeinated entrepreneur™ Systematize, don’t sterilize Read on my website / Read time: 4-5 min I need to clarify something before the internet takes me too literally. Yesterday, I posted the first video in my little YAP challenge that was a confession saying I accidentally made my content boring. Which is kind of true, but also not the full story. Because my newsletter is good. The podcast is good. The Double Shot is good. So the content itself is not really the problem. The problem was...
2 months ago • 5 min read
the Caffeinated entrepreneur™ When Comparison Hijacks Your Brain Read on my website / Read time: 4-5 min There is nothing quite like opening social media for one harmless little peek and leaving with a full-blown identity crisis. One minute you’re checking on something interesting, and the next minute your brain is acting like somebody else’s win means your business is suddenly in trouble. I don’t get on Instagram much these days because LinkedIn is more my jam, but I popped on recently after...
2 months ago • 3 min read
the Caffeinated entrepreneur™ Success tastes like a blue raspberry slushy Read on my website / Read time: 8-10 min Success is a weird little gremlin of a word. We talk about it like it should be easy to define. Like every business owner should be able to sit down with a fresh notebook, a good pen, and a hot coffee and write some beautiful visionary statement about what success looks like involving unicorns and rainbows. Meanwhile, I have always hated that question, “What does success look...
3 months ago • 6 min read