A new beginning
Dennis Chia · October 19, 2026
Opening thoughts:
I was riding the subway home after a meetup event where 400 product builders networked in San Francisco when I read the article from First Round Review about Lenny Rachitsky's Personal Board of Directors.
The idea is that he emailed 30 of his close friends every two weeks and shared updates about his progress in life, and in his pursuit of entrepreneurship. Most of it is mundane, like working out, acquiring users, and networking but somehow that idea stuck with me.
It gave Lenny motivation and structure, and it resonated with me because for most of my life, there was always a guideline - study, get good grades, go to college, and get a good job.
But as an adult and a founder, there is no one to tell you what to do. You are the captain of your own life and you are responsible for steering your own ship.
That's why I'm starting my own version: an email to friends and mentors every two weeks, with a progress update and what I'm working on next. Writing it forces me to plan my actions ahead, and adhering to it keeps me from the many distractions in life.
If you're getting that email, thank you for taking the time to read it. If you found this post another way, thank you for reading.
Background:
To get folks up to speed, here's a quick update on my life and why this matters to me.
I had a stable and cushy job, making good money in the Bay Area and my work-life balance was good but I gave it all up in April of 2026. The job comfort meant being a cog in a wheel and that gave me no job satisfaction.
I began wondering how I wanted my future to look. It didn't go far but I did come up with a conclusion - I did not want to be coasting through my work, getting a comfortable salary and hating every day when I wake up to do the same mundane stuff.
Now that 6 months have passed, I have a little more data on what life is like on the other side and I can share it with you guys.
The first few weeks were the most motivated I have ever been. As a solo founder, I gave everything a shot, from ideation to building to trying to sell my first product.
It didn't take very long for me to realize the first idea I had was not working. I was burnt out from the lack of progress and being solo made it even harder to climb out of the motivation slump.
I spent the next few months cycling through co-founders, hoping the right partner would keep me from repeating my solo-founder mistake, but none of them worked out. Another few months went by and I'm back to where I started.
But this time carrying the lessons that I've learnt, I realized that first-time founders need to try a lot of different things and accumulate as much experience as they can. The past 6 months serve just that purpose - to learn.
Moving forward
I just started https://mudroom.dev - a backend solution for AI agents to book services from merchants.
The immediate short-term goal is to validate the space, and to check if there is an industry that can serve as the initial segment. We'll see how this one turns out in 6 months.
Now back to work.
