Occasionally, it’s easy for, but more often, it’s a struggle. Perhaps no one knows this as well as Sean Lane, co-founder and CEO of , a company whose software completes so many tedious administrative healthcare tasks for hospitals that investors currently value it at .
Somewhat amazingly, the nearly nine-year-old company raised $380 million of the $445 million it raised altogether just. Olive is growing so fast and clicking along so well that Lane just raised last month for a second startup using Olive’s same tech platform. He’s the CEO of that startup called , too.
It’s impressive. It also took Lane around 28 big and small pivots to build the kind of high-growth, fast-scaling businesses that he always wanted to create — moves he’s going to discuss with us at TechCrunch’s upcoming two-day, all-virtualcoming up on April 1 and 2. The idea is to save other founders from undergoing the same anguishing twists and turns by sharing what he learned along his path.
Lane had some help. Specifically, he has long credited one of his early investors, Mark Kvamme of Drive Capital, for helping identify an ample opportunityof smaller options. Lane, once a U.S. Air Force and National Security Administration intelligence officer, was , co-running a tech incubator, and co-founded a company called CrossChx to link fingerprints to electronic medical records, as Lane told the outlet Columbus CEO a few years ago, before wonderful life in Baltimore, with a house on the water with his wife.
A chance e before meeting Kvammencounter with Kvamme, aVC who had moved to Columbus, would change everything. To wit, after Lane talked with him about his endeavors in Baltimore and having bigger ambitions to create an “internet of healthcare,” Kvamme persuaded Lane to abandon his various projects, relocate to Columbus, and focus entirely on a newer, better CrossChx.
That looks like a smart bet by Kvamme, who wrote CrossChx. But even with Kvamme’s support, Olive’s success hardly happened overnight. Lane has said he met plenty of resistance as he tried and scrapped numerous products. There were painful layoffs as with many that veer in a new direction. He eventually parted ways with his co-founder, Brad Mascho, who left the of exhaustion. Lane told Columbus CEO that he’d “worked his butt off for a good four years”.
It’s many of these tricky points in Olive’s trajectory— that we’ll be talking about in a few short weeks at our upcoming event. Indeed, this conversation should not be missed for those who’ve struggled with their ambitions and product roadmaps or wondered what they could be doing better or smarter, or faster to grow their own companies.
Even better, our talk with Lane is just one part of a two-day event exploring the many aspects of early-stage startups — check out the entireline here.
It’s coming up fast, so be sure toto TC Early Stage on April 1-2 — and, by the way, you can when you get dual-event access for both our April and July events. The latter is 8 and 9. You can .