Justin Jackson on Therapy for Entrepreneurs, Ego, and Coming Back from the Bottom

Justin Jackson is no stranger to this show. Technically this is only his second appearance (check out his first episode nearly four years ago), but there are hours of recorded conversations floating around my hard drive.

I always enjoy talking to Justin. Despite how much we have in common, he always helps me see things from a fresh and different angle. And his episode was no exception.

Every time we talk, it's like catching up with an old friend. And even though we only just met in person for the first time at MicroConf in Las Vegas, he is indeed someone I would consider an old friend.

Justin's career has spanned the gamut of the product, start up and SaaS worlds. He's an author, podcaster, educator and most recently a SaaS founder.

There's no bonus episode this week because I decided to release the entire conversation. At just over 120 minutes, it's a long one, but worth listening to.

Our conversation ranged from parenting, to business building, to the things that hold us back as entrepreneurs, to why every entrepreneur should have a therapist, and literally everything you could imagine in-between.

These are my favorite kinds of episodes, because there's so much to glean from a guy like Justin about life in general.

I hope you love it as much as I do.

Enjoy!

Note: Yesterday I released a two-minute teaser of some of the most fun bits from the show. Here it is as well:

Show Notes

Min 25:05 - The power of podcasting

Min 38:45 - Why it’s important to evaluate what we’re putting out into the world

Min 53 - A surprising realizing about people

Min 67:22 - The time to get support is before you really need it

Min 71:12 - How Justin came back from bottoming out

Min 79:09 - Everything is a balancing act between chaos and order

Min 87:47 - How to move forward when everything falls apart

Min 92:45 - Why you're not winning

Min 101:08 - Ego is the enemy

Min 102:37 - The disaster of always running from discomfort

Min 125:52 - Maslow's hierarchy of needs for businesses

Min 128:47 - What if you had to completely start over?

Bits & Bytes Mentioned in the Show

Justin's first appearance on TGM

MicroConf

Startups For the Rest of Us

Billy Corgan on The Joe Rogan Experience

Billy Corgan Disney meme

Will Smith on Fault vs Responsibility

Cortland Allen

Indie Hackers

Corbett Barr

The Fizzle Show

Dan Harmon

Paul Jarvis