Life & fun · alternatives · 2026

24 alternatives to Gap to Great with Andrea Wien: Chris Guillebeau

Starting a business, motivation and finding your path

Below are 24 products that do a similar job, ranked by how close each is in meaning and then by launch-day votes. Gap to Great with Andrea Wien: Chris Guillebeau launched in 2016; newer entries below may have overtaken it.

1
How to Create a Business From Your Passion With Chris Guillebeau▲55
Real talk with NY Times Bestselling author of $100 Startup
2016 · its alternatives →
2
Chris Guillebeau's Side Hustle School Episode #1▲67
Create a new source of income without quitting your job.
2017 · its alternatives →
3
Founder's Journey Podcast▲108
A weekly podcast about building a startup from the ground up
2015 · its alternatives →
4
Stretch Goals Podcast #3: Corporate to Startup▲54
How we made the transition from corporate world to startup
2016 · its alternatives →
5
Rich Roll Podcast: Chris Guillebeau On How To Live An Unconventional Life▲64
The art of non-conformity in biz, entrepreneurship & life
2016 · its alternatives →
6
Awesome Office - From Rockbottom to Rock Stardom: A Story About Finding Your Purpose▲61
w/ ShipOffers Tony G
2016 · its alternatives →
7
Go For Launch: How To Work On Purpose▲54
An interview with Entrepreneur Scott Beebe
2016 · its alternatives →
8
Traction.VC▲127
Weekly growth tactics for product-focused entrepreneurs
2014 · its alternatives →
9
Global Starters▲101
Launch your global startup career!
2016 · its alternatives →
10
Startr▲156
"Like Airbnb for Uber." Inspiration for your next startup
2016 · its alternatives →
11
Awesome Office - How to Succeed Massively with All Odds Stacked Against You▲61
Lessons in persistence w/ Five Four Club CEO Andres Izquieta
2016 · its alternatives →
12
Founders on a Journey▲86
Exquisite travel experiences for founders & entrepreneurs.
2015 · its alternatives →
13
Seeking Wisdom: How To Stay Productive When You're Traveling▲61
Personal and professional growth
2016 · its alternatives →
14
Startups for the Rest of Us - EP296 - Launching 100 projects in a year▲86
Talking about product/founder fit.
2016 · its alternatives →
15
The Despreneur Podcast - E04 - Tom Hunt▲83
How to grow your startup while traveling the world
2016 · its alternatives →
16
Stretch Goals Podcast: How to get people to care about your product▲57
Get weekly insights on starting and growing your business
2016 · its alternatives →
17
Pick Your Trail▲93
International itineraries crafted for the traveler in you
2014 · its alternatives →
18
The Start-up Sessions - "From Stressed & Broke to Triple Digit Growth"▲60
Michael Knouse, Genevieve LeMarchal talk start-ups and sales
2016 · its alternatives →
19
Awesome Office - How to Deal with Fears, Pivots and Becoming an Entrepreneur▲61
#SPKUp Episode 1
2016 · its alternatives →
20
Founder Weekly▲126
The best hand curated links for entrepreneurs and investors
2014 · its alternatives →
21
The Chase Jarvis Show - Tim Ferriss▲92
Creativity, habits, and rigging the game
2016 · its alternatives →
22
The One & Only Podcast: How to Make Money While Making An Impact▲61
The new business model - for-profit purpose driven business
2016 · its alternatives →
23
Business Systems Explored #001: Chris Savage, Wistia▲66
Using video to drive traffic and increase conversions
2016 · its alternatives →
24
The Bite-Sized Entrepreneur▲80
21 Ways to Ignite Your Passion & Pursue Your Side Hustle
2016 · its alternatives →

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Ranked by how close each launch is in meaning, then by votes. Prices were read from each product’s own site when checked and can change. Refine with your own description →