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The founder

I've built this twice. Simma is the third time.

For twenty years my job has been the same one: replace a pile of disconnected systems with one platform. First for a rail media company. Then for the world's largest events company. Simma does it for every small business — and I built it myself.

Paul O'Connor, founder of Simma
Paul O'ConnorFounder · Simma Labs Limited · Loughborough, UK LinkedIn ↗
Build once, for many

The same idea, three times — each time for more businesses.

2012 – 2017 · Rail Media

Datlyn

For one company

One system as CRM, subscriptions, event management and sales tool — replacing a set of point solutions and automating the company's growth.

2021 – today · Informa plc

One events platform

For a FTSE 100 company

Head of Product for event platforms: a 50-person team, 2,000+ live sites, and 386 sites moving from three content systems onto one platform.

2025 – today · Simma

Simma

For every small business

One system for website, email, customers, bookings and money — with an AI team built in to help the owner run it. Built solo, in production.

Why now

I built it because I wanted it to exist. AI made it urgent.

01 · ON THE SIDE

Built properly, for its own sake

Simma started as the platform I always wished my own businesses had had: one record, every tool, nothing rented. I built it in my own time, with no customers to please and no shortcuts to take, and with a quiet thought that one day it might become a company.

02 · THEN AI ARRIVED

The foundation became the point

AI agents are only as good as what they can see and what they're allowed to do. The new "AI operating systems" bolt on to rented tools. Simma already owned the whole business: every customer, booking, pound and message. It's the context an AI team needs.

03 · SO, NOW

The time is now

The window for small-business AI is opening this year, and the foundation it needs took twenty months to build. That part can't be shortcut. The raise turns a platform built on the side into a company with customers, and makes me full-time.

"I wasn't building an AI company. I was building the right platform. Then AI turned the right platform into exactly what agents need."Paul O'Connor
I've run the businesses Simma is for

"CRM in one place, email marketing in another, files in Dropbox, payroll in IRIS — and half the team locked out of half of it to save on licences."

As Managing Director of Rail Media I ran a 40-person business and doubled its revenue. I founded Workwear City, an online store with 22,000+ products, and sold it. The problem Simma solves is one I paid for, every month.

What running a small business looked like
Eight loginsOne Simma
The record

Twenty years of product, and a business sold.

50people led at Informa, across three squads
2×revenue as Managing Director of Rail Media
1m+monthly users on RailwayPeople.com, which I launched
1startup founded and sold — Workwear City
The path

From designer to Simma.

  1. Rail MediaDesigner to product manager. Launched RailwayPeople.com. Co-designed iStudio Publisher — $100k a month in sales.
  2. Product DirectorBuilt Datlyn. Grew RailwayPeople.com to £100k+ a month in SaaS revenue.
  3. Managing DirectorA 40-person media, events and SaaS business. Revenue doubled.
  4. Workwear CityFounded an online store with 22,000+ products. Sold it in 2021.
  5. Informa plcSenior Product Manager, then Head of Product: 2,000+ sites, $100m+ a year in ticket sales, an AI programme.
  6. SimmaEvenings and weekends. In production since September 2026.
The people I'd build this with

I'm not hiring from scratch.

Twenty years of product has left me with people I've worked with for years and trust completely. Every one of them knows Simma, has talked it through with me, and wants to join. They'll come on board as the plan makes room.

VT
VTCTO

Head of Engineering on a platform with 100 million views a year. We worked together for many years and think the same way.

Engineering
PH
PHHead of Sales

A decade in tech sales, now selling to enterprises for a well-known brand. A friend since primary school.

Sales
DI
DICustomer Success

The best people person I know: someone who genuinely cares whether each customer succeeds.

Customer success
LO
LOHead of Marketing

The best marketer I've worked with. Data-driven, and brilliant at getting the right message to the right audience with the right call to action.

Marketing
JG
JGProduct

A data-led product manager with a growth mindset. The person to turn usage into momentum.

Product & growth
MS
MSOperations

We've run multi-million-pound projects together. The most organised person I know, who sees around corners and plans for everything.

Operations
MS
MSCreative

Years of building brands together. We push each other's ideas further and make brands people feel.

Brand & creative
ST
STContent & Media

Previously an editor on one of my magazines, and the person to launch a printed magazine for UK business owners.

Content & media

Initials for now, as each is still in a role of their own today. They join in step with the plan: sales, customer success and engineering first, then marketing, product, operations, creative and media as Simma grows. See the plan →

The raise is what makes me full-time. Here's the plan.