$150 / month
1 call per month (60min/call)
Unlimited Q&A via chat
Expect responses in 2 days
Hands-on support
What's included in the trial?
Every trial is a little different—here’s what Diane says about their trial:
We'll meet for a quick call (usually under 30 minutes) where we:
- Break the ice and introduce ourselves
- Discuss your goals and how I can support you
- Coordinate logistics like time zones, meeting frequency, and communication methods
I help startup and small business entrepreneurs go from idea to reality, including thinking through your 5 Ts: Technology, Team, Traction, Timing, and Trust.
Most of my coaching has been with Bootstrap / Pre-Seed / Seed founders working a venture-worthy solution, but I’ve also worked with tech and non-tech entrepreneurs building self-funded, quick-to-revenue business. I’ve been a Techstars mentor for years, and I’ve formally and informally mentored dozens of founders for over a decade.
I’ve started four companies and dissolved three. I’ve raised a few million and ridden the VC rollercoaster. I’ve had to fire a co-founder, put a company into bankruptcy, and deal with antagonizing investors. My coaching is a no-judgement zone where it’s okay for you to feel clueless, not be an expert, feel down about challenges, and also celebrate your wins - because those will come too. We’ll focus on your strengths, resilience, and cultivating your learner’s mindset.
I’m also a parent and life partner. Being an entrepreneur is impossible to separate from our other primary roles, and I provide a safe space for you to talk freely about how to balance it all.
My style of mentoring is to listen carefully, empower you to vent in a safe space, help you see patterns and potential pitfalls, and shine a light on your strengths and assets you might not see in your moments of “not knowing.” You bring your curiosity and vulnerability, and together we’ll talk through whatever is blocking you, so that you can figure out a strategy for next steps.
Mentoring requires a “click” between the mentee and the mentor. I encourage my mentees to schedule a bit of time with a few different mentors to find that click. The first step is always to be brave and curious, and to reach out for some fresh perspective.
Notify me when Diane has new spots
We will send you a quick email if Diane has new open spots for mentorship, and only in that case!
Book a free intro call with Diane
Connect with Diane in a quick call (usually under 30 minutes)
