AI workflows, CRM automation, and agent systems for lean teams — designed, built, and trained in, so your team gets hours back every week.
Founder, Recess Cleveland · Columbia Engineering ’06 · Systems running live every day
Backed & recognized by national & Cleveland leaders
WORK WITH ME
90-minute working session + written roadmap
A 90-minute working session + written roadmap showing the 3–5 workflows leaking the most hours on your team — and the exact automations to replace them.
Designed, built, tested & handed off
2–4 week build. I design, wire, and ship your highest-leverage AI workflows (CRM, lead follow-up, ops routing, reporting, content engine) and train your team to run them.
Monthly systems architecture & iteration
Ongoing monthly partnership for 2–3 select teams at a time — continuous workflow shipping, agent tuning, and systems leadership without hiring a full-time head of AI.
SPECIALIZED SYSTEMS & ENABLEMENT
Deployable as standalone engagements or layered into an Automation Sprint — built inside accounts your organization owns.
Done-for-you outbound engine
Warmed sending infrastructure, prospect enrichment, sequenced multi-touch outreach, and replies routed straight into your pipeline. An outbound engine you own — not rented leads.
Automated review capture & response
Automated review requests after every job or visit, AI-drafted responses for owner approval, and instant alerts when a damaging review lands.
501(c)(3) search grant activation & management
Setup, reactivation, and full management of Google's donated search ads grant program for eligible 501(c)(3) nonprofits, including compliance upkeep and converting landing pages.
Live workshops & role-specific playbooks
Role-based hands-on workshops and custom prompt playbooks built from your team's real work so adoption actually sticks.
Built for: Nonprofits, service businesses, and founder-led teams (5–50 people) ready to replace manual busywork with durable AI systems. Every system: Deployed inside accounts you own, with live team training and written SOPs.
SELECTED WORK
Recess Cleveland is my live proving ground — every automation pattern I install for clients runs here first under real daily load.
Running a 12,000 sq ft community play HQ as a one-person nonprofit meant drowning in daily operational drag: triaging inboxes, answering social DMs across multiple accounts, screening daily job and grant leads, researching corporate sponsors, and shipping website updates alongside in-person programming.
RecessOS is a structured GitHub-issue dispatch board and live command center (recessos.vercel.app ) mapping ~100 named AI seats across a 10-department company tree. Specialized AI agents (Antigravity builds; Claude, Codex, and Gemini assist) claim and execute tasks, while Dre acts as AI Chief of Staff, orchestrator, and verification gate — checking every build against live acceptance criteria before Alex approves the close.
AI Operating System · Flagship Case Study · Live Daily
The AI operating system I built to run a nonprofit like a company with ~100 named AI seats: GitHub-issue dispatch board, live command center, daily lead screening, multi-account DM drafts, and nightly self-healing QA.
Founder & Executive Director · 2015–Present
Founder & executive director since 2015. Active, healthy, connected communities through play; 8,300+ attendees in 2019 alone — powered behind the scenes by RecessOS.
4806 Hamilton Ave, Cleveland · 12,000 sq ft
12,000 sq ft indoor play HQ, 4806 Hamilton Ave, Cleveland. Automated booking, reminders, field trips, birthdays, and leagues.
AI Workflows, Brand Strategy & Growth Systems · 2008–Present
18 years of brand strategy, SEO, content, and automated operating playbooks for lean businesses — now focused on AI Systems Audits and Automation Sprints.
Executive Director · 2016–2018
Executive director 2016–2018. A social enterprise whose earned income funded youth workforce programming.
Co-Founder & Program Director · 2013–2016
Co-founded 2013. Free landscaping for Glenville neighbors; taught youth entrepreneurship and financial literacy.
PLAYBOOK · THE STACK
Model-agnostic by design — 28 capabilities grouped by the business problem they solve, deployed inside accounts you own.
Stop losing inquiries, bookings, and pipeline momentum to slow manual response.
Replace repetitive multi-app busywork with supervised, human-in-the-loop AI specialists.
Publish consistently across web, search, social, and video without hiring a full media team.
Keep intake routing, KPI scorecards, proposals, and team SOPs running on rails.
Scale grant research, corporate sponsorships, memberships, and event bookings.
Agent orchestration, complex drafting & operating playbooks
Multi-step API & webhook automation across your tools
Funnels, pipelines, SMS/email sequences & calendar ops
Fast campaign creative, brand systems & partner decks
THE PATH
Started in systems thinking, hardware/software architecture, and engineering discipline in New York.
18 years of brand strategy, SEO, content, and automated operating playbooks for small businesses.
Free landscaping for Glenville neighbors; taught youth entrepreneurship and financial literacy.
Active, healthy, connected communities through play.
Social enterprise funding youth workforce programming through earned income.
Neighborhood pop-up play, school recess programs, and citywide community activations.
When COVID-19 shut down in-person play, redesigned 40 of 75 games for social distancing and distributed 17,000+ play items and 3,100+ meals; 800 kids played free.
The Recess Cleveland warehouse was struck by a tornado in August 2023 — forcing an immediate operational rebuild while sustaining community programming.
Spent 2024 recovering from the August 2023 warehouse tornado — rebuilding operations and inventory from the ground up, which catalyzed the next pivot into permanent indoor space and scalable systems.
Nike "Until We All Win" grant recipient (2023); Goldman Sachs 10,000 Small Businesses graduate (2024); Dick’s Sporting Goods grant recipient awarded to promote inclusive play (2026).
Building technology for scalability: running the 12,000 sq ft recessROOM (4806 Hamilton Ave, Cleveland) on RecessOS — an AI-assisted operating system with a 100-seat AI workforce — as our deliberate growth engine, while partnering with 2–3 lean teams at a time to install custom AI & automation systems.
BY THE NUMBERS
AI workforce running RecessOS daily
sq ft indoor play HQ — recessROOM
Recess attendees in 2019
play items distributed to kids in 2020
meals served during the 2020 pivot
kids played free in 2020
running Recess Cleveland
running Loud Crayon
IN THE PRESS
THE HUMAN
Columbia Engineering ’06 · Cleveland, OH · Building AI leverage & community systems
Book an audit →Now building AI-assisted workflows that let small teams punch way above their weight — and taking on 2–3 select build clients at a time alongside Recess Cleveland.
Founder-operator. 11 years running Recess Cleveland — thousands of families, hundreds of events, one mission: play.
18 years of brand and marketing work for small businesses. Columbia-trained computer engineer. I think in systems.
Known for turning small budgets, volunteers, and partners into measurable community results.
“Lean team in — mighty output out. Systems do the busywork, people do the mission.”
GOOD QUESTIONS
I install AI & automation systems for small, mighty teams — and I prove it daily running Recess Cleveland on RecessOS.
The audit delivers written findings mapping where hours are leaking across your current workflows, plus a prioritized build roadmap ranking which automations to ship first and how they connect across your stack. Written findings and the roadmap are delivered within [X BUSINESS DAYS — ALEX TO CONFIRM] after our working session.
No deck or heavy prep required. Once you book or submit the intake form, I send a short prep note. Come ready to walk through a typical week on your team and have view access handy for the core systems you already use — such as your inbox, calendar, CRM or donor database, intake forms, and key spreadsheets.
Every engagement starts with a 90-minute AI Systems Audit so we map where hours leak and rank the highest-leverage workflows before building. Send the intake form below to scope an audit and check current sprint or fractional availability.
Both — I design and build the systems inside accounts you own using the right AI models and automation tools for the job, then train your team in with a written playbook so your team can run it without me.
Yes — I take 2–3 select build clients at a time alongside running Recess Cleveland. If your team rewards output over busywork, we'll get along.
Email me. Sponsorships, play events, and recessROOM partnerships all start with a conversation.
Gladly — AI leverage for lean teams, community building, and doing more with less are my favorite topics. Email me the details.
SAY HI
I take 2–3 build clients at a time alongside Recess Cleveland. I reply fastest to interesting problems.
Tell me what’s eating your team’s week — goes straight to alex@awrobertson.com.
