TMBA567: A Shopify Software Business Success Story

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We’ve been devoting a lot of time to talking about software businesses in recent weeks.

One of the reasons we are so fascinated by them is that despite how difficult it can be to start one, these types of businesses can have tremendous upside.

Jordan Gal is the founder of CartHook, a software company that helps Shopify merchants present offers to shoppers at checkout.

Jordan first reached out to us back in 2015 with an investment opportunity (and we turned him down!).

It really shouldn’t come as a surprise then that Carthook has grown exponentially in the years since, and has gone through a number of different strategic changes.

Jordan joins us on today’s podcast to share the story of CartHook.

You’ll hear about the origins of the company, why he decided to seek investment capital, their relationship with Shopify as they have grown, and a whole lot more.

See the full transcript below



Listen to this week’s show and learn:

  • How Jordan initially approached us with an investment offer in 2015. (9:35)
  • Three specific decisions that ended up changing the trajectory of CartHook. (18:56)
  • How their relationship with Shopify has evolved in recent years. (31:40)
  • Why starting a SaaS business isn’t for everyone. (42:38)
  • What Jordan sees in store for the future of CartHook. (50:51)


Mentioned in the episode:

Before the Exit – Our New Book
TMBA Masterminds
Partner With Us
The Dynamite Circle
Dynamite Jobs
Dynamite Deals
Tropical MBA on YouTube
Jordan Gal
Bootstrapped Web Podcast
Customer Success: The Difference Between Stretch and Bad-Fit Customers by Lincoln Murphy
Paul Graham
Milton Friedman
Startups for the Rest of Us

Enjoyed this podcast? Check out these:

TMBA554: A Healthy Equilibrium
TMBA557: Ascending the Staircase
TMBA566: Why Do SaaS Businesses Fail?


This week’s sponsor:

Today’s podcast is sponsored by Smash Digital.

Smash Digital is a growth agency filled to the brim with unicorn images and SEO memes.

A team of SEOs who actually know how to use SEO instead of just selling SEO to people who don’t know SEO.

An agency with so much link juice, you’ll need a mop and a bucket to clean it all up.

A group with actual skin in the game, ranking their own portfolio of profitable businesses, and offering the exact same services to clients.

If you want to have Smash Digital in your back pocket, check them out over at and a big thanks to Smash Digital for sponsoring the show.

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Have comments about the show?

Do you have ideas for things you’d like Dan and Ian to discuss on future episodes?

Our producer Jane would love to hear from you at [email protected] or leave us a voice message using the record button below.



Thanks for listening to our show! We’ll be back next Thursday morning 8AM EST.


Dan & Ian





Full Transcript

(Transcript Forthcoming)

(Transcript Forthcoming)