Two founders and a founding data engineer.
Founder and CEO
Josh Andrewlavage, Tobie's founder and CEO, has nearly a decade in benefits. He ran Snow Owl for five years, then spent seven at GuideSpark, a benefits-communication company that grew to $33M ARR. He met co-founder Andrew Cheng there. He studied cybersecurity and computer engineering, spent two years head-down on AI, and learned to code to build Tobie. Portland, Oregon.
Co-founder and COO
Andrew Cheng, Tobie's co-founder and COO, has twelve years in benefits communications and insurance, in customer- and internal-facing roles. He has managed accounts from high-growth SMBs to Fortune 500 enterprises with white-glove support. He oversees operations, customer success, and program management, and has worked with Josh for years, so strategy and communication stay fast. San Francisco Bay Area.
Founding Data Engineer
Alan Saw, Tobie's founding data engineer, holds an MBA and spent eleven years at Apple managing high-value business relationships, working alongside Josh from 2009 to 2012. He went to coding school, holds AI certifications, has worked on HR systems and builds his own products. He is fascinated by efficiency through data and analysis.
How we started and what we believe: About Tobie
Tell us about your team and your next open enrollment, and we’ll show you what Tobie could look like for your employees.