# Freestyle Capital's AI Investments: 28 Startups in Its Portfolio (2026) > The 28 AI startups Freestyle Capital has backed, by stage: $1.7B raised between them. From the rounds we track; updated nightly. Source: https://millionrounds.com/portfolio-maps/freestyle-ai-portfolio (Millionrounds; every figure on the page links to its filing or article) ## Pre-seed and seed 12 - [Clarity](https://millionrounds.com/company/clarity) - [RecruitBot](https://millionrounds.com/company/recruitbot) - [LeO](https://millionrounds.com/company/leo) - [Stackpack](https://millionrounds.com/company/stackpack) - [Benbase](https://millionrounds.com/company/benbase) - [Samepage](https://millionrounds.com/company/samepage) - [Chapter One](https://millionrounds.com/company/chapter-one) - [Mercator AI](https://millionrounds.com/company/mercator-ai) - [Fulfilld](https://millionrounds.com/company/fulfilld) - [BurnerPage](https://millionrounds.com/company/burnerpage) - [Cut+Dry](https://millionrounds.com/company/cut-dry) - [Aviate](https://millionrounds.com/company/aviate) ## Series A 7 - [*G* Glow](https://millionrounds.com/company/glow) - [Upside](https://millionrounds.com/company/upside) - [Infinity Constellation](https://millionrounds.com/company/infinity-constellation) - [Dash Bio](https://millionrounds.com/company/dash-bio) - [Maneva](https://millionrounds.com/company/maneva) - [Keebler Health](https://millionrounds.com/company/keebler-health) - [*S* Searchable](https://millionrounds.com/company/searchable) ## Series C and later 4 - [Intercom](https://millionrounds.com/company/intercom) - [Loop](https://millionrounds.com/company/loop) - [*C* CrowdFlower](https://millionrounds.com/company/crowdflower) - [OvationCXM](https://millionrounds.com/company/ovationcxm) ## Stage not reported 3 - [Airtable](https://millionrounds.com/company/airtable) - [BetterUp](https://millionrounds.com/company/betterup) - [HiveWatch](https://millionrounds.com/company/hivewatch) ## Series B 2 - [Embark](https://millionrounds.com/company/embark) - [*F* Firecrawl](https://millionrounds.com/company/firecrawl) ## Segment by segment ### Pre-seed and seed 12 startups · $63M raised - [**Clarity**](https://millionrounds.com/company/clarity) Clarity Technologies is a neurotechnology company focused on developing non-invasive brain-computer interface solutions aimed at t United States $19M - [**RecruitBot**](https://millionrounds.com/company/recruitbot) RecruitBot is an AI-powered recruiting platform established in 2017, designed to streamline the hiring process for businesses. United States $8.2M - [**LeO**](https://millionrounds.com/company/leo) LeO is a personal AI sales assistant platform for insurance agents. United States $8.1M - [**Stackpack**](https://millionrounds.com/company/stackpack) Stackpack is produced with virgin, renewable, reclycled or even agri-waste cardboard which keep your product fresh and undamaged. United States $6.3M - [**Benbase**](https://millionrounds.com/company/benbase) Benbase is an AI-native, humanefirst broker and platform for employee benefits that combines insurance pros with AI agents. United States $5.3M - [**Samepage**](https://millionrounds.com/company/samepage) SamePage is a comprehensive platform to originate financial products, particularly loans, rapidly and extremely cost effectively. United States $4.8M - [**Chapter One**](https://millionrounds.com/company/chapter-one) Chapter-one is the perfect place to go. United States $4.0M - [**Mercator AI**](https://millionrounds.com/company/mercator-ai) Mercator.ai is an AI-powered market intelligence platform tailored for the construction industry. Canada $3.8M ### Series A 7 startups · $645M raised - [*G* **Glow**](https://millionrounds.com/company/glow) United States $306M - [**Upside**](https://millionrounds.com/company/upside) Backing outstanding founders building tech for the modern consumer. United States $171M - [**Infinity Constellation**](https://millionrounds.com/company/infinity-constellation) Infinity Constellation is an AI-native holding company and venture studio founded in 2025, with roots in Invisible Technologies. United States $53M - [**Dash Bio**](https://millionrounds.com/company/dash-bio) Dash Bio is a technology-focused Clinical Research Organization (CRO) and biotechnology company based in Boston, Massachusetts, wi United States $41M - [**Maneva**](https://millionrounds.com/company/maneva) Maneva is an industrial AI company based in Toronto, founded in 2021. Canada $37M - [**Keebler Health**](https://millionrounds.com/company/keebler-health) Keebler Health is a healthcare technology company based in Durham, North Carolina, founded in 2023. United States $22M - [*S* **Searchable**](https://millionrounds.com/company/searchable) United States $14M ### Series C and later 4 startups · $461M raised - [**Intercom**](https://millionrounds.com/company/intercom) Intercom is the only helpdesk with a natively integrated AI Agent, Fin, meaning every customer conversation improves the next one, Ireland $250M - [**Loop**](https://millionrounds.com/company/loop) LOOP provides an e-commerce platform for online sales and payment processing. United States $133M - [*C* **CrowdFlower**](https://millionrounds.com/company/crowdflower) United States $58M - [**OvationCXM**](https://millionrounds.com/company/ovationcxm) OvationCXM is a remote-first SaaS company founded in 2014, specializing in AI-powered Customer Experience Management (CXM) solutions. United States $20M ### Stage not reported 3 startups · $330M raised - [**Airtable**](https://millionrounds.com/company/airtable) Airtable is a cloud-based software company that offers an online platform for creating and sharing relational databases. United States $163M - [**BetterUp**](https://millionrounds.com/company/betterup) BetterUp develops an AI-driven platform that helps people and businesses grow personally and professionally through coaching. United States $142M - [**HiveWatch**](https://millionrounds.com/company/hivewatch) HiveWatch is a cloud-based Global Security Operations Center (GSOC) management platform founded in 2020 and headquartered in El Se United States $25M ### Series B 2 startups · $181M raised - [**Embark**](https://millionrounds.com/company/embark) Embark is a Dallas-based business advisory and consulting firm founded in 2010. United States $91M - [*F* **Firecrawl**](https://millionrounds.com/company/firecrawl) The easiest way to extract AI ready data from the web United States $90M **How this map is made.** Every startup here works in AI and has raised money in a round we track that names Freestyle Capital as an investor. Each sits under the stage of its latest round. Rebuilt nightly; updated 15 November 2026. ## More portfolio maps [All portfolios](https://millionrounds.com/portfolio-maps) [Co-investors **Who invests with Freestyle Capital** 110 co-investors](https://millionrounds.com/portfolio-maps/freestyle-co-investors)[Portfolio map **Freestyle Capital portfolio map** 66 startups · $2.8B](https://millionrounds.com/portfolio-maps/freestyle-portfolio-map)[Sector portfolio **Techstars' AI portfolio** 336 startups · $4.9B](https://millionrounds.com/portfolio-maps/techstars-ai-portfolio)[Sector portfolio **Alumni Ventures' AI portfolio** 302 startups · $36B](https://millionrounds.com/portfolio-maps/us-strategic-tech-fund-an-alumni-ventures-fund-ai-portfolio)[Sector portfolio **Andreessen Horowitz's AI portfolio** 259 startups · $426B](https://millionrounds.com/portfolio-maps/andreessen-horowitz-ai-portfolio)[Sector portfolio **General Catalyst's AI portfolio** 226 startups · $179B](https://millionrounds.com/portfolio-maps/general-catalyst-ai-portfolio) ## Raising from investors like Freestyle Capital? 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