After bootstrapping her company for months, Teasha Cable, founder and CEO of CModel decided it was time to raise. But early on, the rejections came in hard. Instead of giving up or getting offended, she learned from each rejection, tweaked her approach, and started executing on what investors wanted to see. After a lot of trial and error, she locked down a lead investor in the Alabama Futures Fund that ended up leading her to close a $1M seed round in a not-so-easy market. But even then, it took six more months of grinding to fully close the round. That persistence, though, wasn’t something new for her. In this episode you'll hear the story behind how she became the entpreneur we see today, and how she closed her $1M seed round for CModel.

Entrepreneurship is unpredictable—just when you think you’ve got it all mapped out, you're hit with a tough choice between two very different paths. One feels safe and familiar, while the other is full of potential, uncertainty, and risk. Every founder faces that pivotal moment: Do you play it safe, or take the leap? Today’s guest, Michael Diesu, co-founder and CEO of Revenue Roll, knows this dilemma all too well. From diving headfirst into the startup world against conventional advice to navigating a cooling fundraising market, he's made those tough calls more than once. Revenue Roll recently raised a $2.5M seed round led by Innovating Capital in late 2023—an impressive feat in one of the toughest fundraising climates in years. In this episode, we dive into Michael's journey, unpack his big wins, hard-learned lessons, and get an inside look at how he closed that seed round. But first, we rewind to the early days—because those initial decisions? They set the stage for everything that follows.