Oliver Alexander

Founder & CEO at Prophetic Software

Speaker

Oliver is a serial entrepreneur who enjoys solving complex problems and carrying out his personal mission of enabling the American Dream for others. He's currently Founder & CEO of Prophetic, a SaaS platform that helps developers find & analyze development opportunities in seconds, not hours.

Oliver’s entrepreneurial journey started at an early age. From selling blackberries at the farmers market to finding old cars for collectors, Oliver has always found joy in business. As Co-Founder and Co-Executive Director of Orchid Health, Oliver spearheaded the business’ launch in 2014, including raising several rounds of angel and institutional investment, overseeing operations, budgeting, marketing, and employees. He also changed Oregon law via SB485 in 2017 which enabled Orchid to scale its model. Today, Orchid's team manages over 7,500 patient lives across its 6 locations. In 2021, Orchid was recognized as one of the state’s “100 Best Places to Work” by Oregon Magazine, while 2022 saw Orchid receive recognition as one of Oregon’s “Healthiest Employers” by the Portland Business Journal.

Oliver’s next venture led him to commercial real estate, when he founded his second company Remote.ly in 2018. Remote.ly quickly grew to encompass 21k SF of Class-A office space in Portland, Oregon. As the sole founder of Remote.ly, Oliver managed all aspects of the business as well as negotiated seven-figure leases, oversaw several TI build-outs, and shepherded the company through an absorption by a larger firm in December 2021.

Oliver was recognized as a “40 Under Forty” award winner in 2020 by the Portland Business Journal and was a finalist for the 2016 Entrepreneurial Achievement Award. He’s been featured on the cover of Rural Roads magazine, was profiled in USA Today, and Medium’s “20-something Founder” series. As a strong supporter of the entrepreneurship ecosystem, Oliver has guest lectured at Yale, The University of Oregon, has served as a judge for the Oregon Venture Championship, and is a member of the Advisory Council for the PCC SBDC.

Outside of work, Oliver enjoys causing a ruckus in the woods with his dirt bikes, spending time with his dog Olive & cat Cody, camping, and working on his ’66 Mustang, Ellie.