Week of May 26, 2026
May 28
Big Mama's CDC · Ward 7 DC
Milestone
First paying client confirmed — founding seat #001 active
Big Mama's CDC formally named publicly as our first paying founding-cohort partner. Managed IT live, Mac fleet deployed, workflows standardized, Rooted OS in production.
May 28
Platform
Feature
Three interactive demos live — Childcare, Managed IT, Church dashboards
Each service page now has an 8-tab walkthrough showing the actual operational flow with realistic data — drop-off through CACFP claim · site assessment through monthly health · Sunday prep through pastor dashboard.
May 28
Olive Root Tech
Feature
Plain-language pass complete across every public page
Director-and-pastor readable: RBAC → per-person permissions · MFA → two-step sign-in · VLAN → separate network zone · NOC → operations office. Zero acronyms on the public site.
May 28
Portal
Feature
Rooted OS Portal page launched — 5 role tiers
Olive Root Tech Admin · Organization Admin · Staff Member · Family/Parent · Managed IT Client. Honest "live · provisioning · in development · coming soon" status per role.
May 28
Intake
Feature
Four founding-cohort intake forms shipped
Childcare · Church · Managed IT · Founding-cohort application. Each posts to a single feedback queue with the founder reading every submission within one business day.
May 28
Trust
Feature
Trust pages live — Security · Support Expectations · Cancellation Policy
Posture-level Security page (no cipher-name leaks). Honest Support page (no fake 24/7 marketing). Frictionless Cancellation page (one email, no retention call).
May 28
Security
Milestone
Public-site IP exposure scrub completed
Specific vendor names, cipher names, device models, and infrastructure topology pulled from public marketing. NDA gate added — competitors can no longer blueprint our setup from the website.
May 28
Olive Root Tech
Feature
Light premium theme + Rooted OS wordmark locked
Color hierarchy at 60% white/charcoal · 25% olive accent · 15% orange action. Olive "oo" + orange "OS" + charcoal "r/ted" applied across favicons, app icons, OG image. One mark everywhere.
May 28
Pricing
Milestone
Subscription architecture v2 live — Access · Core · Growth · Infrastructure
Rooted Access free for founding application. Founding rate $79/mo locked for Core. Setup fee separated as one-time engagement. Managed IT bundled into Infrastructure tier. Card-checkout via Square in active development.
May 27
Platform
Feature
Managed IT as a standalone service line
Enterprise networking, guest Wi-Fi, cameras, email/calendar administration, backups, remote + onsite support — scoped per organization, flat monthly billing.
Week of May 19, 2026
May 23
Big Mama's CDC · Ward 7 DC
Deployment
First CACFP claim report generated end-to-end on Rooted Care
DC OSSE Tier 1 rates pre-loaded · meals logged in-app · Monday-morning report ready to submit. Director estimated ~$2,800 recoverable this cycle.
May 21
Big Mama's CDC
Training
Staff training session — attendance kiosk + parent comms
90 minutes on-site. Every staff member ran the kiosk end-to-end before we left. Two parents added test accounts.
May 22
Big Mama's CDC
Feedback
Director request: one-tap absent button on attendance
"When I know a child's out for the day, I want to tap once and be done." Added to roadmap. Shipped May 25.
May 20
Big Mama's CDC
Training
Director onboarding session 2 of 2
CACFP workflow, weekly reports, parent portal admin. Director ran a full mock day in the dashboard.
Week of May 12, 2026
May 16
Big Mama's CDC
Deployment
Dashboard configured — CACFP rates pre-loaded, staff roles set
Rooted Care live on the production volume. 42 enrolled children imported. Compliance binders digitized.
May 15
Big Mama's CDC
Milestone
Workflow audit completed on-site
Mapped every paper form, every WhatsApp thread, every spreadsheet. 31 distinct workflows identified. 18 candidates for v1 automation.
May 14
Big Mama's CDC
Deployment
MacBook setup + Rooted OS v1 install kicked off
Founding center #001 on The Trail. Director's MacBook configured, accounts provisioned, network checked. We brought the laptop bag in ourselves.
May 12
Olive Root Tech
Milestone
The Trail™ opened — founding 100 cohort launched
100 organizations max. Rate locked forever for founding members. Big Mama's CDC = #001.