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May 24, 2022

E1: How to Scale from Idea to Series-A w/ Caleb Avery

E1: How to Scale from Idea to Series-A w/ Caleb Avery

Caleb Avery is the Co-Founder and CEO of Tilled (https://tilled.com/).

Caleb started the idea of Tilled with his experience in the payments industry for nearly a decade. He was often asked to help software companies who were looking to monetize their payments.

Unable to find a solution that didn’t require his clients to compromise on either technology, user experience, or economics, he decided that he needed his own solution. That led him to build Tilled and create PayFac-as-a-Service.

In today’s episode, we will discuss how Caleb went from having the idea of Tilled, to building it, getting early traction, and raising subsequent seed and Series-A rounds from investors.

You will also learn what is it like to go from a team of 4 to 40 in less than a year, and what is it like to start a technology business.

Episode timestamp:

0:48 Why choose the route of a founder
38:25 What is building in public
44:37 Dealing adversity as a founder
50:00 Lessons from scaling Tilled as a startup

Connect with Caleb:


Connect with Tilled: