Oh Ventures embeds inside founder-led companies to install the systems, capital architecture, and operating cadence required for institutional readiness.
We partner with a small number of companies each year. The firm operates on judgment, not headcount. Selection matters.
We operate at the moments that decide the next round. Fundraising, restructuring, rapid growth, repositioning. The work is structural, not advisory.
Forward-looking 24-month modeling, runway durability, cap table architecture, board reporting, and the underlying systems that decision-grade information runs on.
Operating rhythm aligned to capital deployment. Hiring sequencing tied to milestones, margin discipline tied to runway, and the cadence that holds the company accountable to its plan.
Investor narrative, diligence materials, and raise structure built to institutional standards. Capital alignment with investors whose thesis, stage, and structure fit the company.
Each engagement is structured to the company's capital trajectory. The work is installed, not handed off.
Chalked Fantasy is a fantasy sports and creator-driven gaming platform monetizing paid entries, subscriptions, and a creator ecosystem. Built the financial model, cap table, SAFE and seed financing strategy, and investor data room from foundation. Currently leading the company's seed raise.
Bond4 Waste is an AI-native operating system for waste management companies, covering routing, dispatch, billing, materials tracking, and the Intelligence Module. Rewrote the business plan and investor materials. Built the financial model, capital strategy, and HubSpot sales operating system. Co-leading sales execution, capital raise, and grant pipeline.
Sides is the end-to-end audition platform for actors and performing artists, connecting discovery, script preparation, recording, and submission in a single workflow. Built the financial infrastructure, cap table, and data room. Leading investor strategy through the company's active capital raise.
"We had a product and no infrastructure. Jonathan came in and built the financial model, cap table, data room, and pitch deck. The first investor meeting we walked into, we were ready."
"Most fractional CFOs hand you a spreadsheet. Jonathan installed an operating system. The difference shows up in every board conversation."
Most companies work with us under a monthly embedded retainer. Some bring us in for defined capital and operational projects scoped to a specific outcome.
For pre-seed founders preparing to raise within the next six to twelve months. Financial modeling oversight, runway visibility, capital planning, and investor narrative alignment.
For companies actively raising or operating post-seed. Full financial model ownership, board-ready reporting, cap table strategy, hiring sequencing, and investor diligence support.
For seed-stage companies preparing for Series A. CFO and capital strategy alongside revenue operations, data room ownership, and board-level strategic involvement.
Institutional model builds, data room and capital architecture, KPI and reporting infrastructure, operational resets, and full institutional raise packages.
Engagement scope. Most engagements run six months minimum, then continue open-ended on the company's capital trajectory. Compensation is structured around timing: cash, equity, or a deferred mix when the company is approaching a raise. We do not provide bookkeeping, audit preparation, or broker-dealer activity.
Built and maintained by Oh Ventures. Ungated. No signup. Used in active client work.
Post-money SAFE conversion and dilution at the next round. See conversion mechanism per SAFE, price per share, and final cap table.
Open the tool Financial InfrastructureThree runways at once: cash, forward burn, and decision runway. Plus burn multiple and lowest cash point, the metrics Series A investors actually run.
Open the tool Capital StrategyEach clause decoded with a verdict against 2025-2026 seed and Series A norms. Founder-friendliness score and a push-back list.
Open the tool Executive OperationsSequence the next 12 to 18 months of hires against runway. Per-hire runway impact and a Series A team-shape readiness signal.
Open the toolOh Ventures is not a consulting firm, a solo advisor, or a broker. We are an operator-driven firm that installs structure, raises capital, and scales companies.
Real experience inside venture-backed companies, not commentary from the outside.
Strategic matching with investors structured around thesis and stage, never compensated for introductions.
Finance, capital, and operations as one function. Not three vendors handing off.
We install the work. Models, reporting, data rooms, systems. And own the outcome alongside the founder.
A small bench of executives carrying a curated portfolio. Leverage compounds through trust.
Structured engagements built to support founders before, during, and after fundraising.
Jonathan previously served as CFO of the Pittsburgh Knights, a venture-stage esports and entertainment company backed by the Pittsburgh Steelers, Bob Nutting (Pittsburgh Pirates ownership group), and Wiz Khalifa. He joined at inception and built the company's financial architecture, capital strategy, and operating systems across six years and three rounds of capital. He has since spent two additional years operating as a fractional CFO across multiple venture-stage companies through Oh Ventures.
At the Knights, Jonathan led activations inside Pittsburgh Steelers home games and built a portfolio of national brand partnerships across sports, gaming, and consumer categories. Riot Games, Sheetz, McDonald's, eBay, HyperX, Zippo, and Zenni each shipped activations through the company.
When COVID shut down every in-person event in esports, Jonathan built and broadcast a remote Madden tournament featuring Pittsburgh Steelers players from his apartment in under three days, with Sheetz as title sponsor. That single event became the foundation of Knights Arena, a full online-event business unit that later worked with Riot Games and other major partners.
Before the Knights, Jonathan studied mathematics at the University of Washington before leaving to enter the startup ecosystem full-time. His background spans gaming, entertainment, AI infrastructure, SaaS, and capital-intensive technology.
The focus is not advisory commentary. The focus is installed structure.
Long-form on capital strategy, financial infrastructure, and the operator decisions that compound.
Operator story: launching a remote esports broadcast in March 2020 with Sheetz as title sponsor and Pittsburgh Steelers players.
Read article November 12, 2025The thesis behind Oh Ventures. What AI takes over in the CFO function, what it cannot, and where the work actually moves.
Read article December 8, 2025Five signals it is time, three signals you are not ready, and what an embedded CFO actually owns vs. an advisor.
Read articleIf you are six to twelve months from a raise, or in the middle of one, a short conversation will tell us both whether there is fit.
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