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The Venture Codex

Crossover

Two Embarcadero Center, Suite 2200, San Francisco, CALIFORNIA, 94111, United States

Overview

Crossover invests in the pre-seed and seed funds that are the first call of today’s best founders as well as select early-stage direct opportunities. We focus on backing small funds led by founders/operators of tech unicorns who have an established investing track record and where we can draw a direct line between their operating experience and being the first call of the top technical founders building in a particular sector or key network. We then directly invest in the top-performing companies from these funds, alongside the best Series A and B investors. Crossover supports portfolio managers, founders, and our Limited Partners with decades of operating and investing experience and an investor base made up of both traditional and strategic Limited Partners.

Total investments
4
Lead investments
0
Investments · 12mo
0
Active investors
3

Sector focus

  • Finance
  • Financial Services
  • Venture Capital
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Investment portfolio

  • ai.work

    Participated · Seed · Jun 2025

    ai.work builds an AI Worker platform that provides autonomous, policy-aware agents to automate internal enterprise service workflows. The platform is platform-agnostic and autonomously orchestrates multi-agent workflows across diverse systems with native integrations into ServiceNow, Slack, JIRA, Google Workspace, Salesforce and Microsoft 365. ai.work launches customizable, domain-trained AI Workers for IT, Operations, Legal, HR, Procurement, Travel and Finance designed to resolve requests and handle busywork. In pre-launch testing the company reports task time reductions of up to 65% and potential cost reductions of 50%, and it cites early deployments or pilots at WalkMe, DealHub and Vertice. Founded in 2024 by Maor Ezer and Nir Nahum, ai.work emphasizes enterprise security, control and ready implementation to replace antiquated ticketing and help-desk workflows. The company is offering pilots to enterprises as it scales commercial deployments of autonomous employees across teams.

  • Fractal

    Participated · Seed · Apr 2022

    Fractal is a San Francisco-based marketplace for video game players to discover, buy and sell gaming NFTs. Founded by Justin Kan, the company recently released Fractal Launchpad, a product that helps game companies sell their initial NFT collections to the public. The company vets web3 games for quality, accepting only 5% of applications to Fractal Launchpad. Games that have launched on the Launchpad include House of Sparta, Tiny Colony, Yaku, Cinder and Nekoverse, and every game has sold out its NFT collection; Tiny Colony raised over $2M from its initial sale. The company will use the new funding to hire more engineers, recruit and support game developers, and grow an ecosystem of GameFi participants.

  • Sundae

    Participated · Series C · Jul 2021

    Sundae operates a residential real estate marketplace that pairs sellers of dated or damaged properties with a pool of investors and buyers, serving as an intermediary for off-market transactions. The platform lists properties to about 2,600 qualified off-market buyers and claims sellers receive on average 10 offers within three days. Sundae provides property details including photos, floor plans, 3D walkthroughs and third-party inspection reports, and offers a $10,000 cash advance to sellers after an accepted offer and inspection. It monetizes by charging buyers in its investor marketplace a fee when it assigns them a property and recently launched a dedicated online investor marketplace. Since its August 2018 inception and January 2019 launch, the company expanded from four California markets to 14 markets across Florida, Colorado, Georgia, Texas and Utah and employs about 180 mostly remote staff. Sundae declined to disclose valuation or hard revenue figures but reported a 600% year-over-year revenue increase from June 2020 to June 2021 and has raised $135 million to date. Sundae operates an online marketplace for homeowners to list and sell dated, damaged, or financially urgent homes and for property investors to discover and buy those properties. The company provides services including property photography (using Matterport), pricing guidance, and $10,000 cash advances to sellers. Since launching its business in January 2019, Sundae has gone live in San Diego, Los Angeles, the Inland Empire, and Sacramento. Those markets have yielded an annualized gross merchandise value run rate of over $400 million. Sundae facilitates sales to third-party investors — the vast majority (more than 50% but less than 100%) of properties are purchased by investors — and sometimes buys properties itself. The company plans to use its growing dataset and the new funding to ramp up its team and expand the business. Sundae operates a residential real-estate marketplace that helps sellers of distressed property secure better prices through a streamlined process. The platform eliminates closing costs and agent fees and lets homeowners skip repairs, cleanings, and showings; it also offers a $10,000 cash advance before closing to assist with moving or other expenses. In addition to connecting sellers with buyers, Sundae purchases, renovates, and resells properties through its resale brokerage, Sundae Homes. Founded in August 2018 by Josh Stech and Andrew Swain, the company launched in January 2019 and today operates across Southern California. It maintains offices in San Francisco, Manhattan Beach and Atlanta. Sundae intends to use proceeds from its Series A to expand into new U.S. markets.

  • PlayOn! Sports

    Participated · Series B · Dec 2019

    PlayOn! Sports operates the NFHS Network, a live and on‑demand platform that streams millions of high school sporting events across more than 27 sports and activities in all 50 states and Washington, DC. The company is a joint venture partner with the National Federation of State High School Associations (NFHS) and manages day‑to‑day operations of the NFHS Network. PlayOn directly supports student athletics by creating a revenue stream for participating high schools and state associations and currently partners with almost 8,000 high schools nationwide. Founded in 2008 and headquartered in Atlanta and New York, the company focuses on building products and experiences for state associations, high schools, athletes, and fans. PlayOn has a stated long‑term goal of streaming every high school event in the country and intends to use external capital to accelerate that growth. Financial terms of the announced investment were not disclosed in the press release. PlayOn! Sports operates the NFHS Network, a joint venture with the National Federation of State High School Associations and its member state associations, delivering live and on-demand high school events via NFHSnetwork.com and related apps. Led by founder and CEO David Rudolph, the company handles day-to-day operations of the NFHS Network. Its core product offering includes media distribution of high school sports and deployment of automated production technology. The company plans to accelerate deployment of the Pixellot automated production solution throughout the high school market. Proceeds will also fund additional investments in consumer products and automated marketing infrastructure. The company strengthened its balance sheet with a new institutional investment to support these growth initiatives. PlayOn! Sports is the largest rights holder, producer, and aggregator of high school sports events distributed across television, the Internet, and IP-video enabled mobile devices. The company combines State Athletic Associations’ postseason content with regular season events of member schools and streams more than 30,000 high school sporting events a year. Recent plans include a joint venture with the National Federation of State High School Associations to create the NFHS Network, an all-digital network launching in mid‑August that will feature comprehensive coverage of high school sports and activities. PlayOn will use the Series D proceeds to support new growth initiatives including the NFHS Network and to expand other strategic priorities. The partnership with Herff Jones includes commercial relationships to expand PlayOn’s School Broadcast Program and to jointly market products and services. PlayOn is headquartered in Atlanta, Georgia, with offices in the Southeast, Midwest, and California.

Team