Oliver Alexander

Oliver Alexander is a serial entrepreneur with a passion for solving intricate problems and enabling the American Dream for others.

Currently, Oliver serves as the Founder & CEO of Prophetic, a SaaS platform revolutionizing how developers discover and analyze development opportunities swiftly.

His entrepreneurial journey commenced early on, engaging in ventures such as selling blackberries and sourcing collectible cars.

Oliver's role as Co-Founder and Co-Executive Director of Orchid Health was marked by securing angel and institutional investments, managing operations, budgets, and marketing, and influencing legislative change via SB485 to facilitate Orchid's growth. Orchid now oversees 7,500 patient lives across multiple locations.

Under Oliver's leadership, Orchid received accolades like being named one of the '100 Best Places to Work' by Oregon Magazine in 2021 and being recognized as one of Oregon's 'Healthiest Employers' by the Portland Business Journal in 2022.

Venturing into commercial real estate, Oliver founded Remote.ly in 2018, scaling it to manage 21k SF of prime office space in Portland before successfully navigating an acquisition by a larger firm in 2021.

Oliver's achievements in entrepreneurship were acknowledged through awards like the '40 Under Forty' by the Portland Business Journal in 2020 and being a finalist for the 2016 Entrepreneurial Achievement Award.

A respected figure in entrepreneurship, Oliver has shared his insights through guest lectures at renowned institutions like Yale and The University of Oregon, judging events like the Oregon Venture Championship, and contributing to organizations like the PCC SBDC Advisory Council.

Drawing from his public speaking skills, Oliver has clinched awards in various pitch competitions, including the Audience Choice Award at the 2022 Duck Tank pitch competition and top rankings in events like the Willamette Angel Conference, Elevating Impact Pitch Fest, Civil War Shark Tank, and Oregon Social Business Challenge.

Outside his professional endeavors, Oliver unwinds by indulging in outdoor adventures with dirt biking, cherishing moments with his beloved pets Olive & Cody, camping, and restoring his '66 Mustang, Ellie.

Educationally, Oliver pursued a Bachelor of Science in Business Administration from the University of Oregon Lundquist College of Business.

His past affiliations include being a Board of Advisors Member at the Portland Community College Small Business Development Center, Founder & CEO of Prophetic, Co-Founder of Orchid Health, Board Member at Oregon Small Business Fair, and Founder of Remote.ly.