Blog

I ask questions for a living. Coaching, podcasts, writing… What makes a low-quality question? In my mind, it’s one that can be answered...

Connor’s bachelor party in the mountains, April 2022. Earlier this week I shared the biggest criticisms I took away from my annual...

The first coaching session I ever ran was on June 26, 2020. A friend agreed to be my first guinea pig. I began coaching my buddies for...

Here’s a self-improvement cliche: You are capable of so much more than you think. I check in with my coaching clients every two months or...

That sounds harsh. Here’s what I mean. When I visited my friends in Philly this January, I walked one of them to the train station. We...

I’m shifting my business. It’s scary. 2021 was the year of building my one-on-one coaching practice from scratch. Mission accomplished....

I have a running list of business ideas in my Notes app. I’ve done nothing with 99% of them. People can be super protective of their...

Here we go again. @DillTho Follow the kid.

If we set boundaries, people will meet them. I’ve been slowing things way down in my business this year. Everything out of necessity. I...

I doubt that’s actually $10m. I got to ask one of my favorite questions yesterday. In a session, a client told me he wanted to take more...

Not a coaching client. I check in with my coaching clients regularly. I’ll ask things like: Where do you feel like you’re at? What have...

Money can be a sticky thing. There’s this age-old taboo that says we shouldn’t talk about money or ask people about theirs. I think we...

I did a fun exercise with a client yesterday. I had him write out a typical, average day in his life—morning routine, workflow,...

It’s strange to claim that I’m successful. But I certainly feel like I am. As we’ve heard many times before, the word “success” means...

During Thanksgiving lunch this week, one of my family members complimented me when asking about my business. The past three months have...

I’ve been rejected a lot this year. This was to be expected as I launched my coaching career, but reflecting back on the number of No’s...

In the past week, two different people have asked me why I don’t use my blog or newsletter to promote my business or try to get leads....

Today, I graduate from my 16-week coaching academy. In this time, I’ve received a ridiculous amount of training, made friends with...