Jessica B.

Jessica B.

5.0

I'm your go-to girl for career transition coaching

Stanford Graduate School of Business Logo

Studied at Stanford Graduate School of Business

Habit Money Logo

Works at Habit Money

Available Tuesday at 2:00 AM UTC

Usually responds within 5 hours

I try to focus coaching hours in the late afternoon / evenings, as I know many people prefer to have these conversations after work :) If you don't see a time that works for you on my calendar, please send me a message with your availability and we can make something work!

Questions? Start chatting with this coach before you get started.

Jessica's Career Development Qualifications

Coaches professionally

Experience level: Executive

10+ people coached for Career Development

Read or watch my bio and you'll see I've been through quite a few pivots in my career. If you're not happy in your current role and not sure what's next, or know you're ready to break into something knew, I can help you define your goals, put together an action plan, and provide tactical advice and support so you can find the most fulfilling job for you. This is my favorite kind of coaching to do, and I love seeing people find purpose and joy in their work.

Jessica also coaches for Executive, MBA, and Management Consulting. View all.

About Jessica

Hi, I'm Jess. I grew up in a small town in Montana (my graduating class had 42 people in it), went to undergrad in Minnesota (Go Mac!), and received my MBA from Stanford GSB. I used to joke early in my career that I was a professional procrastinator, in that I was trying to avoid committing to one thing for as long as possible. I spend 4 years in consulting working with healthcare companies and almost quit to go to a startup, but at the last minute decided not to take the plunge because I wasn't sure I was ready to "declare my major" in healthcare. So, I applied to grad school, and went to Stanford with the goal of working on a problem I was passionate about and a product I loved. Since graduating from Stanford, I've worked at the intersection of retail, ecommerce and fintech. I led strategy and operations at Stitch Fix for 5 years and was fortunate enough to be a part of a startup becoming a grown up company, which gave me a roadmap for how I wanted to build a company. After Stitch Fix, I was recruited by a startup (hire #3) to democratize the Stitch Fix experience, building a product that would enable any ecommerce company to offer Try Before You Buy. In the last year, I finally found the passion project that motivated me to take the leap into entrepreneurship. In 2023, I officially founded Habit Money, a fintech built to help people develop healthy financial habits (think Noom for personal finance). I never thought I'd be a fintech founder, but now that I'm here, I know it's exactly where I want to be.

Why do I coach?

I coach because I've seen the difference it makes to have that support when going through a transition. Where I grew up, I had very little support or guidance as I was trying to navigate college and career choices. Once I got to Stanford, I was an Arbuckle Fellow, which meant I got a personal leadership coach my first year while I trained as an executive coach as a second-year student. I got to see both sides of coaching in this experience -- my life truly transformed while I was in this program (ask my Mom, she says I'm a different person!), and I learned how asking the right questions can empower someone to figure out their own answers vs. being told what to do. It's made me a better leader, a better partner and friend, and a better person, and it gives me joy to be able to do something for others. Coaching is a large part of what I do with my current company, and if you ask my friends, they'll tell you I'm coaching them all the time, whether it's on career changes, interviewing, and aligning their life with their goals. I can't help it :)

Work Experience

Habit Money Logo

Founder + CEO

Habit Money

January 2023 - Present

Founded a consumer fintech to help people develop healthy financial habits (think Noom for personal finance!)

TryNow Logo

VP of Growth Strategy

TryNow

April 2020 - October 2022

Joined seed stage startup (employee #3) to build out the customer operations, experience, and go to market functions for a B2B SAAS product that enabled ecommerce companies to offer Try Before You Buy programs to their shoppers.

Stitch Fix Logo

Business Strategy Manager

Stitch Fix

June 2017 - March 2020

Led strategy for the styling business unit to scale the humans + tech that delivered our product as we grew from a startup to pre- and post- IPO company. Also interned here during my summer between MBA1 and 2 years.

Deloitte Consulting Logo

Strategy & Operations Consultant

Deloitte Consulting

August 2012 - July 2016

Joined as a business analyst and promoted to consultant; served clients across healthcare, real estate, and consumer goods companies throughout the M&A life cycle

Education

Stanford Graduate School of Business Logo

Stanford Graduate School of Business

MBA, Business / General Management

2016 - 2018

Macalester College Logo

Macalester College

Bachelor's, Economics, Statistics, Legal Studies

2008 - 2012

Jessica was also personally admitted to

  • UCLA Anderson School of Management Logo

    UCLA Anderson School of Management

  • Michigan's Ross School of Business Logo

    Michigan's Ross School of Business

  • Williams College Logo

    Williams College

  • Oberlin College Logo

    Oberlin College

  • Washington University in St. Louis Logo

    Washington University in St. Louis

  • Carleton College Logo

    Carleton College

  • University of Montana Logo

    University of Montana

  • Colgate University Logo

    Colgate University

8 Reviews

Overall Rating

5.0


Knowledge

5.0

Value

5.0

Responsiveness

5.0

Supportiveness

5.0


Jessica has helped clients get into these schools:

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Jessica B.

Jessica B.

5.0