Stilobox Mastermind

Have you ever felt like you weren’t good enough, the expert, or the right person for the job? That any second someone was going to come up to you and tell you they’ve made a mistake and you don’t deserve to be here?

It’s the feeling that you’re not good enough, and you’re not sure you deserve to have a seat at the table or have founded your own company?

That feeling is imposter syndrome.

Let me tell you a little secret: EVERYONE, I mean everyone, suffers from imposter syndrome. 99% of the women I’ve interviewed have said they absolutely felt imposter syndrome at one point in their lives, if not on a day to day basis.

What we offer:

  • Weekly accountability to help you focus towards a set goal

  • Tools & resources to help you with imposter syndrome

  • Motivation to help you push outside your comfort zone

  • Curriculum molded specifically to group needs

  • Peer support, feedback, ideas, & different perspectives 

  • Opportunity to connect with like minded peers and create friendships

  • Connect with industry leaders, experts, and female founders 

This might be a good fit for you if you:

  • Are an ambitious female founder, woman in tech, female professional who has felt imposter syndrome at some point or another or throughout your career

  • Suffer from imposter syndrome, feelings of being a fraud, or uncertainty that you’re the right person to do the job, and would like support working through it

  • Have a goal you’re working towards that would benefit from weekly check ins and accountability from peers 

  • Are in the first 6 years of your career and want to connect with others who can help support you

  • Would like a peer support group to help hold you accountable to your goals

  • Would like to connect with like minded peers and build friendships or are new to the Bay Area

Goal: Everyone will come up with a set goal they would like to work on for the duration of the 8 weeks

Location: Meet once weekly in the evening, in person in San Francisco

Program Duration: 8 weeks

A few of our guest speakers include:

Shruti Shah, EIR at SVB ~ Raised $22 million dollars to scale startup Move Loot

Shruti Shah, EIR at SVB ~ Raised $22 million dollars to scale startup Move Loot

Aditi Shekar, Founder & CEO Zeta

Aditi Shekar, Founder & CEO Zeta

Heather Morgan, CEO SalesFolk

Heather Morgan, CEO SalesFolk

May Samali, COO New Ventures

May Samali, COO New Ventures

Gwen Cheni, Venture Partner Fusion Fund

Gwen Cheni, Venture Partner Fusion Fund


When does the next cohort start? The next cohort starts the week of Sept 29th and wraps up the week of Dec 12th.

What is the cost? We are offering an Early Bird Price of $550 (must apply and pay in full by Sept 20th). After Sept 20th the cost will increase to $650.

When do applications close? Applications for the upcoming cohort close on Sept 27th. Applications submitted earlier will have a higher chance of being accepted as once the cohort fills up we will close this round. We can only accept a limited number of women into the program.

Feedback from an attendee of our Female Founders Lunches

“I attended this event and really enjoyed it! I liked that it was small and intimate and I liked that we could have an open and confidential, informal lunch to discuss fundraising with a great investor like Gwen. She was candid and very approachable. I met some amazing founders as well, and we’ve since connected. Gwen reached out to me afterwards and it was great to connect w/ her as well. Thanks so much for putting this together and sharing!”

MyLe Goel,
Founder & CEO at Flight Live

We’ve partnered with companies like


Early Bird Price: $550 (must apply by Sept 20th)

Late Bird Price: $650 (applications received post Sept 20th)