Before there was a platform, there was a purpose: help 100 Black-led organizations build the infrastructure they need to outlast the founders who built them. The Trail™ is that journey — and it's just getting started.
This number moves when an org joins. Every slot is a real organization that will outlast the person who started it.
The Trail™ isn't a marketing program. It's the founding story of Olive Root Tech — the reason the platform exists at all.
Most Black-led churches, childcare centers, and academies run on spreadsheets, group texts, and the memory of whoever's been there longest. When that person leaves, when the pastor retires, when the director burns out — the institution doesn't survive it, because the knowledge isn't in a system. It's in a person.
The Trail™ is the commitment to change that for 100 organizations. Not software demos. Not webinars. Real implementation — platform, training, ongoing support — until the org is running on infrastructure that can outlive any single person, including the founder.
Running the Trail isn't just using software. It's a mutual commitment between Olive Root Tech and your organization.
We don't hand you a license. We build it with you — configuration, data migration, staff training, go-live support. All of it.
Church, childcare, or academy — your platform is configured for your compliance requirements, workflow, and the families you serve.
Trail orgs get a full year of direct relationship with the ORT team. Not a helpdesk — a partner who knows your organization by name.
Full access to the Rooted Network — 200+ Black org leaders sharing wins, challenges, and resources across DC, MD, and VA.
We document your org's transformation — before and after. This story becomes part of the public trail record, helping orgs that come next.
Before your trail year ends, we build a plan together — funding, pricing, grant targets — so you don't fall back off the cliff.
No grant committees, no scoring rubrics. A real conversation, real criteria, and a real decision.
Name, org, type, who you serve. No essays. No references. Just the facts about your organization and what you're trying to build.
Someone from ORT calls you. Not to screen you — to understand you. We want to know where the real problems are, not just what's on the form.
If it's a fit, we map your implementation — what goes live first, what your staff needs to learn, what compliance requirements matter most for your org type.
Your org is on the trail. Your counter goes up. The network gets one organization stronger. You start running on infrastructure that can outlast you — in the best way possible.
What you learned — what broke, what surprised you, what changed — becomes part of the trail record. The orgs behind you learn from you. That's the mission compounding.
Trail spots are reserved for Black-led organizations in the DMV doing active, community-facing work right now.
One conversation. No committees. No months of waiting. Tell us about your organization and we'll get back to you within 72 hours.
Or email info@oliveroottech.com with "The Trail™" in the subject line.