Strategy · Product · Operations

Christian O'Brien

Senior product and strategy leader.

I connect people, design and technology. For nine years I've partnered with 50+ founding and leadership teams, moving them from market thesis to working product, brand and go-to-market. I define the strategy that makes a company impossible to confuse with anyone else. And I'm AI-native: I put the tools to work to compress discovery and ground every decision in real market insight.

Chicago, IL

Christian O'Brien

The Climb

Bigger challenges. Measurable outcomes.

Each step brought new opportunities, challenges and growth. I shaped requirements at Solstice and built my foundations as a product manager. At Everest I led the product work and built the product practice, mentoring five product managers while delivering on our client goals. At Off/Menu I run a team of six designers, oversee all client strategy and have grown the agency to $1.3M average ARR. Bigger problems each time, and the results to match.

Solstice now Valtech

2017–2019

Product Analyst and Product Strategist

2

projects shipped

Everest

2019–2022

Senior Product Manager → Principal Product Manager

12+

projects shipped

Off/Menu

2022–Present

Head of Product and Client Experience

50+

projects shipped

$900M+

Raised by Off/Menu's clients in 2025

Off/Menu

Head of Product and Client Experience

2022–Present

An AI-native studio for high-growth startups. I run product and operations here: a team of six and an agency I grew to $1.3M ARR.

Clients

DittoSiteplanRooted Schools FoundationLunaAlpha SchoolsAscendHanover ParkSift IndustriesFrontrunSuperintelligentPerceptronFlexTenacity CapitalDevizeSentient IndustriesClosetNowUtility AgencyIDDQD CapitalHydronic Shell TechnologiesNew PoliticsSwayFlutterFlowXBorgMidFunnelOneDoshVestian4.0 SchoolsPekoToday in DesignHungryrootNoumenaPoolside AIObscura VPNCookUnityVoltageMomentumTangentDiscoveryThe Five Types of WealthPractical GolfHeyFriendsLandedBitesizedViralcutsKeyframeLedgerBrand FederationCoastExaCatalyst
60+

Sixty discovery-to-ship cycles and counting. Every cycle has sharpened how I break down a hard problem and solve it with discipline.

Different markets, different stakeholders, same job: find what matters and ship it at a high bar. I run that loop AI-native now, using the tools to read the market and pressure-test the decisions before we invest real team resources in the build. Fewer wrong bets, better products.

Everest

Senior Product Manager → Principal Product Manager

2019–2022

Led product and client success across financial services, healthcare and mission-driven orgs.

Clients

Achieve (Freedom Financial)ClareoEnd Rape on CampusRotary International / USAIDUSAIDGladeJellyvisionMedline IndustriesCandorMedline at HomeIIDA

Solstice now

Product Analyst & Product Strategist

2017–2019

Where it started. Product analysis and strategy for big enterprise clients.

References

From people I've worked with.

I worked closely with Christian for over six years across our time together at Everest and Off/Menu, and I'd recommend him to anyone without hesitation.

Christian is one of the calmest, most thoughtful, and most diplomatic people I've worked with. He has a rare ability to build trust with clients, navigate difficult conversations, and keep people aligned without adding unnecessary pressure or noise.

I'd strongly recommend Christian to any company looking for someone who can lead client relationships, manage teams, support sales, and bring structure, calm, and good judgment to complex work.

Petr Partner and Design Director, Off/Menu

I have had the privilege of being Christian's mentor and working very closely with him on a strategic client project. I was blown away with his ability to understand and define requirements, drive large development teams across continents and stick to an agile methodology.

He performed so well in his role that he was able to put himself 'out of a job' by creating a role for a new teammate while he scaled up to a more strategic advisor role.

He does this all while building strong relationships with his teammates and clients that everyone looks to him as the glue of the team.

Palak Principal, Strategy and Innovation, Solstice

Let's build something.

Get in touch. A conversation is a good place to start.