I comment on Articles I Read. You Agree, Disagree, Comment, or move on
Jen Rao on Self Sabotage
Jen Rao’s article on self-sabotage is succinct and insightful. Here’s my hot-take on it.
You are your own worst enemy. I tell my kids this all the time when it comes to sports. It’s proven very true for me over the years in business as well.
I don’t often go for self-help type articles, but Jen Rao’s article was direct, succinct and insightful:
The one that made me read to the end was “busy work”. I recently had a Twitter exchange with my friend Josh Pollock about that
Recently, I started getting up early to work on the part of my job – Caldera Forms 2.0 – before work. Rest of the day, if I get caught up in other stuff, at least I made an hour or two of progress on my biggest, most immediate goal. https://t.co/yyyvQ9IQ3T
I'm the founder of Roots & Fruit, a fractional Chief Growth Officer practice for product companies that want growth to feel deliberate—not reactive. I help founders and teams turn customer feedback into clear product priorities, align marketing, product, and customer experience around shared goals, and build operating systems that support steady renewal revenue without burning out teams or customers.
I co-founded GiveWP and grew it through an eight-figure acquisition, then led marketing and customer experience at scale across StellarWP brands including LearnDash, Kadence, and The Events Calendar.
Over more than a decade in product-led growth, I've focused on connecting what customers feel with how teams build—and turning that alignment into meaningful, measurable results.
I also co-host WP Product Talk, where product founders share what actually works in building sustainable software businesses.
View all posts by Matt Cromwell