About

The game has changed. We build the new playbook.

Playbook Ventures is an AI consulting studio. We scope the work with you, build the dashboards and agents ourselves, run them alongside your team, and leave behind systems you own.

Shaun O'Farrell
President & Chief Commercialization Officer

Shaun O'Farrell

shaun@playbookventures.ai

Shaun designs and builds the agent dashboards and revenue systems Playbook delivers. He owns the parts that are hard to hand over: what a system needs to know, which agents do the work, how they connect to a client's data and tools, and where people still make the call. The repetition is the agents' job.

His current work shows the approach end to end: a fleet of agents that researches, drafts and verifies, run from a single dashboard. He sets the architecture and the approval rules; the agents do the running. Every agent's skills, prompts and workflows live in GitHub, so the client can see exactly how the system works — and change it — without asking us first.

He spent 24 years in advertising, media and technology, including 12 at Amazon leading product sales and go-to-market teams across advertising, Fire TV, Alexa, connected devices, connected TV and digital signage. There he built new sales motions, launched business lines and turned complex technical products into commercial businesses. He and Bradley Dobbs teamed up building the mobile app and game developer category for Amazon's advertising sales — the partnership they now bring to Playbook Ventures. Earlier roles include ESPN, Anheuser-Busch and Millennial Media.

Amazon's operating habits, from weekly business reviews to working backward from the customer, shape how he builds with AI: redesign the operating system around it, don't bolt it on as a feature.

  • Claude
  • OpenAI
  • Apollo
  • Clay
  • Instantly
  • HubSpot
  • Salesforce
A dashboard tells you what happened. An agent does something about it. The approval queue is where you decide which actions are worth taking.
Bradley Dobbs
Senior Advisor

Bradley Dobbs

brad@playbookventures.ai

Bradley advises Playbook on sales and go-to-market, especially across advertising, agencies and media. He builds sales organizations from zero and scales them into forecastable revenue.

At Amazon Ads he built three outbound-first advertising businesses with no playbook to start from: one cross-border across the US, EU, Japan and China, one agency-first, and one for mobile app and game developers, which he built alongside Shaun O'Farrell. Each ended with disciplined pipeline management and repeatable growth.

He has led a 45-person organization of four managers and 41 account executives against a quota of more than $550M, and a nine-person team that grew regional agency revenue 50% and Prime Video revenue 211% year over year. His recent work on the Prime Video ads team covers commercialization and product strategy.

  • Programmatic & DSP
  • Agency & holdco
  • Retail media
  • 0-to-1 sales teams
Every sales team I built started with a spreadsheet nobody trusted. The fix was never more data. It was one screen the whole team acts from.
How we work

Built to be owned.

Ownership

Your systems, not ours

No agency lock-in. The dashboards, agents and data stay in your accounts.

Transparency

Clear pricing

Flat fees, no markup on the tools you run.

Handoff

Documented end to end

Working automations and written procedures, whenever you want to take the wheel.

Built in Claude. Polished and hosted in Lovable.