VP, Events & Commercial

Chess.com

7h•Remote

About The Position

We are hiring a VP, Events & Commercial to lead a talented team that oversees Chess.com's competitive events ecosystem and commercial strategy. This is a dual-mandate role: you own both the product (our online competitive events, broadcasts, and live finals) and the revenue engine (sponsorships, brand integrations, business development and internal alignment with ads and monetization teams). The best candidates will see these as one job, not two. Chess.com runs the most complex and sophisticated competitive chess operation in the world. That means hundreds of online events — from the Speed Chess Championship to Titled Tuesday to our coverage of major events like the World Chess Championship. It means a broadcast operation that produces multiple shows per week. And it means a growing portfolio of selective, high-impact live events. Our competitive programming is a key commercial asset, and our commercial strategy is what makes our events bigger. Chess.com has some of the most loved and heavily used features in online gaming, and many of them have untapped potential for commercial partnerships (via both direct sales and experiential, white-glove activations). This person will identify and develop these assets across Chess.com's product portfolio, finding models where brand integrations actually improve the user experience rather than degrade it. That kind of thinking — creative, product-aware, commercially rigorous — is what separates this role from a traditional events or BD job. You'll directly support the Events Commissioner and Head of Business Development, who are exceptional leaders on the team, as well as work alongside leadership in Growth, Product and Monetization. This role is the strategic leader and operator who ties it all together, focusing on the intersection of how we invest in competitive chess, how we create compelling opportunities for commercial partners, and how we grow revenue. This leader will report directly to our Chief Chess Officer and work alongside senior leaders across Content and Communications.

Requirements

10+ years of experience in events, sports media, esports, competitive gaming, or digital entertainment with progressive leadership responsibility, including P&L ownership and revenue accountability.
Demonstrated experience as a leader of leaders. You have managed Directors, VPs, and senior individual contributors, and you've built teams that outperform when you're not in the room.
Proven track record in online competitive programming, esports, or digital-first event production at scale. You understand that the future of sports consumption is online and you've operated in that world.
Experience running or overseeing broadcast operations: producing shows, managing production teams, maintaining quality standards across a high-volume schedule.
Experience building and closing commercial deals that combine events, content, and brand integration. You understand how to create sponsorship packages that deliver value to partners without compromising the product.
Experience with digital advertising and direct sales to large brands. You’re proficient in developing digital sales funnels and communicating brand identity across all online touchpoints to drive conversion rates for the advertising partner, while also not sacrificing the user experience and sentiment of brand/platform.
A track record of commercial innovation, you've created new revenue streams, not just optimized existing ones. You've looked at a product or platform and seen commercial potential that others missed.
Strategic fluency in the economics of events: you can model the ROI of competitive programming investments, articulate the defensive value of owning key properties, and build a business case that connects spend to revenue.
Deep relationships across the sports, entertainment, and brand marketing ecosystem. You know brand CMOs, media buyers, and sports property executives — and they take your call.

Nice To Haves

Background in chess, esports, or passion-driven competitive communities — understanding how these audiences differ from mainstream sports fans and why that matters for event design and commercial strategy.
Experience working with sports governing bodies — navigating the politics and logistics of covering events you don't own.
Familiarity with live event production and the logistical complexity of producing tentpole in-person events across multiple countries.
Experience operating inside a founder-led, fast-moving organization where Slack is the lifeblood and the pace is relentless.

Responsibilities

Own Chess.com's competitive event ecosystem — from marquee online properties like the Speed Chess Championship to Titled Tuesday to our broadcast coverage of major events like the World Chess Championship. You help set the annual calendar, the quality bar, and the strategic direction for the full portfolio.
Run our broadcast operation with the precision and production quality of a top-tier sports network. Chess.com produces original shows and covers the biggest moments in competitive chess. When we're live, the standard is uncompromising. You work with a high performing team to own that standard.
Oversee the competitive programming strategy: which events do we own and produce? Which do we cover and broadcast? Where do we invest in new formats? How do we grow the audience for competitive chess online? These are strategic questions, not just operational ones — and they're yours.
Build the connective tissue between events and content. Our competitive programming generates the most exciting chess content — broadcast clips, social moments, editorial storylines. You work closely with the VP, Media & Content to ensure every event is designed with content output in mind, not just the live audience.
Manage a selective portfolio of in-person events. These are high-impact, not high-volume — a handful of tentpole moments per year that extend our brand into the physical world. You know how to make a small number of live events punch well above their weight.
Manage the broadcast production infrastructure — directors, producers, technical operations — and make deliberate decisions about when to build internal capability vs. when to contract out.
Own the commercial strategy across events and Chess.com's broader product portfolio. This means both selling against existing inventory (event sponsorships, broadcast integrations, brand activations, as well as partner with the Monetization team for synergies regarding on platform ad placement and delivery) and creating entirely new commercial assets that didn't exist before.
Identify and develop new commercial opportunities — product integrations, feature sponsorships, format innovations — that create revenue while improving the user experience. Some of Chess.com's most beloved features have untapped commercial potential. You see that potential and know how to unlock it without compromising what makes them great.
Lead business development and sponsorship sales against our event properties and broadcast inventory. You understand how to package online events, broadcast reach, content IP, and community access into compelling commercial propositions. You're not just selling impressions, you're selling access to the most engaged audience in chess.
Think strategically about how Chess.com's investment in competitive programming creates commercial value. The best event investments generate returns through sponsorships, media rights, content, and brand equity. You see the full picture and can make the case for both defensive investment and revenue-generating opportunity.
Work closely with Communications to ensure commercial deals are announced and activated in ways that feel authentic to our community. The best deals amplify our brand. The worst ones erode it. You know the difference before the ink dries.
Set revenue targets, build pipeline discipline, and create the reporting and forecasting infrastructure that lets leadership understand the commercial health of the business at any given moment.
Own the Events & Commercial P&L: manage budgets, headcount, and resource allocation with the rigor expected of a senior executive running a scaled operation with real revenue accountability. This includes the strategic allocation of significant event spend, you can justify where the money goes and demonstrate what it produces.
Directly manage team leads across Events, Broadcast, and Business Development, including a Head of Business Development and an Events Commissioner who are strong operators in their own right. This is a leader-of-leaders role. You set the strategy and build the conditions for your team to execute autonomously.
Build scalable processes, reporting structures, and team rhythms that allow this organization to operate at a high level whether the CCO is in the room or not.