About
Jane Wolchonok spent four decades in banking, rising from answering customer service calls at Arm & Hammer to Senior Vice President at Brookline Bank.
Throughout my career, she was my sounding board—the person who knew my context, asked the right questions, and gave honest perspective.
Work Coach exists because not everyone has a Jane.
Everyone goes through hard patches at work. You need someone to bounce ideas off of, ask questions, and help you navigate the corporate world.
Early in my career at PwC, I watched my peers get promoted while I didn't. I was crushed. I had been putting my head down, doing good work, assuming it would speak for itself.
It didn't.
I wasn't advocating for myself. I wasn't asking for work that would give me visibility. I wasn't talking to people familiar with my work to understand how they actually saw my contributions. The gap between how I saw myself and how others saw me was enormous—and I had no idea.
Years later at Reforge, I got a 360 review that stung. One piece of feedback: "I have yet to see Dan make teams greater than the sum of their parts." Another: "He hasn't invested the time in really coaching others, allowing them to fail, helping them learn from their mistakes."
My mom had passed away the year before the 360. I really missed her ability to help me process the feedback without taking it personally, reflect on how I could improve, and then put it into practice.
I have gone through this myself multiple times, coached direct reports on this, and now I see it all around me in peers and teammates. Everybody needs someone in their corner, helping them get feedback, make plans to thrive, and advocate for themselves. I hope I can make my mom proud.
You're already paying for the coach you don't have.
A great coach needs to understand your industry, your company, your role. They need to know your goals, the dynamic with your manager, how you're evaluated, and the feedback you've received.
Today you have two options: pay $25,000 for an executive coach, or get advice from your friends or family who don't have enough context.
Work Coach gives you someone fully on your side, with all the context to help you see what you can't see yourself.
I'm Dan Wolchonok. 20 years in product, growth, and analytics at high-growth companies.
Helped scale from $2M to $30M+ revenue, 5 to 180 people. Raised Series A and B.
Now $1B+ ARR. Director of Product Analytics.
Founded during Yale MBA. Acquired by HubSpot in 9 months.
Technical Lead at Microsoft. Management consulting at PwC. CS degree from Tufts.