2555 Ventures
About the founder
I am Connor O’Hearn. I build and run 2555 Ventures from Savannah, Georgia.
I started it because small businesses solve problems they were never trained for, with no one to ask, and AI is the first thing that removes the reason that has to be true. I design the systems, ship them, and run them.
Background
- 2012 to 2016
Born and raised in Shaker Heights, Ohio. University School, then Miami University’s Farmer School of Business, a B.S. in Supply Chain and Operations Management and a turn leading in student government. It set the pattern for everything since: a habit of collecting skills, built on operations, logistics, and the discipline of running things.
- 2016 to 2019
I sold airplanes for Textron Aviation, first from Kansas, then Boston. It taught me how to sell something genuinely complex, build relationships that last, and carry a large territory on my own.
- 2019 to 2021
I went back to school for an M.A. in Geography, a GIS certificate, and an FAA Part 107 remote pilot certification. That added research methods, spatial analysis, and Python to the foundation.
- 2021 to 2024
Chief of staff at Pieces for Developers, a venture-backed AI developer-tools startup. I led cross-functional work and owned the company’s Microsoft partnership, from the first pitch to a featured spot at Microsoft Build and a co-sell pilot. I learned how to turn a relationship into a flagship proof point.
- 2024 to now
Out on my own, building and operating production AI systems for businesses, most visibly MOCO™, alongside Maai® Services, the research hub for owners figuring out AI.
The work
MOCO™ is our software. It runs a small business’s marketing every day: the website, the content, the social posting, the Google Business Profile, and a monthly report, with a person in the loop where it counts.
I built it in the sequence a working operation requires, shipping each part into use before moving to the next: onboarding, then the orchestrator and the first agents, then publishing behind a human review gate. The parts marked in production run for paying clients today. Replies are under construction, and I say so.
Before MOCO™: the Microsoft Copilot partnership at Pieces, which I originated and led across both companies for a year. Deal sourcing and outbound for an early-stage company, built on agents that found accounts matching the ideal customer profile, cleaned the list, and booked meetings that led to signed letters of intent. VC deal intelligence for an investment firm: sourcing against their thesis, first-pass research, and a fit score synced to their CRM with the reasoning attached.
- MOCOAn autonomous, multi-agent marketing platform for small businesses, with a human in the loop where it counts.Case study
- Microsoft Copilot partnershipI originated and led a startup's partnership with Microsoft, from the first pitch to a featured spot at Microsoft Build.Case study
- Deal sourcing and outboundQualified pipeline for an early-stage company, built on AI agents.Case study
- VC deal intelligenceAn autonomous research and scoring system that runs as an extension of an investment team.Case study
Key learnings in AI
Three, kept from the field notes.
- AI is a value chain of agents
In 2022, inside the Copilot partnership, every conversation about extensibility resolved to the same idea: not one model doing everything, but hundreds of agents, each owning a narrow job.
- Building with AI is its own literacy
The skill is not prompting. It is system design: deciding what the machine is allowed to do, proving it is safe before it ships, and building the guardrails that let it run without supervision.
- A system earns trust by what it refuses to do
Every piece of MOCO™ work is generated under a hard constraint to a client’s verified facts, and the gates fail closed. Reliability is built out of refusals, not just capabilities.
The atlas
Everything above lives in the atlas, a map of the work, skills, tools, and ideas, and how they connect. It is built for a pointer and room to move, so it opens on desktop.
Maai® Week in AI
One email a week for owners figuring out AI. No pitch.