Moving upmarket isn’t just about landing bigger contracts. It can change how you sell, prioritize, and build. ​ @jasontan breaks down three costly realities founders need to understand before pursuing enterprise customers. ​ Founders: What’s been your biggest challenge selling to enterprise? 👇

"If you’re an entrepreneur, you have to believe you’re the best in the world at what you do. If that’s not your goal, you should not be an entrepreneur.” - @geoffwoo

Momentum > perfection

Reminder: Small choices compound into big results. ​ Build a routine that moves you closer to the future you want—not just through the day. ​ What’s one habit that has changed your business for the better? 👇

Q4 is the time to double down on what is already working.

Sometimes the quiet stretches can be harder than the chaotic ones. How do you stay grounded when the next move isn’t clear?

What’s one area of your business where outside perspective would save you time?

"When employees get to play a role in accomplishing business goal, they'll feel empowered, they'll be fulfilled, and that's when you end up with people that are creating their best work." - @joeldflory

Reminder: Your calendar is a receipt for your priorities.

Most founders don’t need more ideas. They need fewer priorities. ​ When everyone else is chasing the next idea, staying locked in long enough to execute well becomes your edge. ​ What deserves your full attention right now? 👇

Most people quit because progress gets quiet.

When information is everywhere, your perspective is the moat. ​ Do you agree with @geoffwoo that the age of the generalist is really over? 👇

“There’s a saying: if you want to learn something, teach it. As I teach other founders, I learn the business even more.” - @stevenborrelli

Ambition gets you started, but endurance takes you all the way. The founders who make it through the hard stretches build routines, systems, and support that keep them moving when the excitement fades. Send this to someone who needs the reminder to keep going.

What’s one question you'd ask someone 10 years ahead of you?

A younger audience is not automatically a better audience. Lesson from @amandabradford: Don’t chase a demographic because it sounds attractive to investors. Build for the audience with the strongest engagement, willingness to pay, and lifetime value. Which customer segment are you betting on?

The fastest way to level up is to spend time with people who make your standards uncomfortable.

Exciting news! Jason Goldberg is now on Intro. Jason is the co-founder and CEO of Carro, a commerce platform serving 25,000+ Shopify brands and processing $1B+ in annual GMV. He started the company as a college sophomore, has raised $50M+, and completed three acquisitions. Book his time if you're looking for advice on: ✔️ Raising seed capital ✔️ Building and scaling marketplaces ✔️ Growing Shopify apps ✔️ Developing brand partnerships ✔️ Acquiring and integrating companies ✔️ And more Reply “Jason” for the direct link to book.

"Startups are all about inflection points." - @travisrosbach

What's the one metric you're obsessing over for the rest of 2026?