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Unusual

YC F24

San Francisco, US · Founded 2024 · 4 employees · Hiring · 11 known investors

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Unusual provides AI model evaluation and optimization services for brands. The platform helps companies understand how AI models perceive their brand and recommends positioning and content changes to improve recommendations from generative AI systems.

Also known as Pacific Intelligence Works, Inc. · Aditto

AI & Machine LearningEnterprise SoftwareMarketing TechSalesMarketingAIUnited States of AmericaAmerica / Canada

Founders & leadership· Y Combinator alumni (F24)

Unusual was founded in 2024 by Will Jack and Keller Maloney.

WJWill Jack
Will JackCo-founder · Chief Executive OfficerWill Jack previously founded Remedy, a healthcare startup, and is an MIT alumnus. He now works on Unusual, a company focused on AI-driven brand perception and lead generation.
KMKeller Maloney
Keller MaloneyCo-FounderKeller Maloney was previously in a growth role at Gatsby and attended Princeton, where he played varsity water polo. He is now a cofounder at Unusual.
SX
Sarah XuHead of GTMformer

Investors · 11

Transpose Platform Managementlisted by Transpose Platform ManagementSan Francisco

How we know: Transpose Platform Management's portfolio page · Y Combinator's founder network · Not right? Tell us

Y Combinatorlisted by Y CombinatorSan Francisco · $500K

How we know: the Y Combinator directory · funding news · finance.yahoo.com · open dataset · 5k.vc investor directory · Not right? Tell us

0 ADreported

How we know: Y Combinator's founder network · Not right? Tell us

BoxGroupreportedNew York · $250K – $1M

How we know: funding news · finance.yahoo.com · Y Combinator's founder network · Not right? Tell us

Cory Levyreported

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Eldon Passreported

How we know: Y Combinator's founder network · Not right? Tell us

Long Journey VenturesreportedSan Francisco · $100K – $1M

How we know: funding news · finance.yahoo.com · Y Combinator's founder network · Not right? Tell us

Phosphor Capitalreported

How we know: finance.yahoo.com · Not right? Tell us

Sandwith Ventures, LLCreported

How we know: Y Combinator's founder network · Not right? Tell us

Twenty Two VenturesreportedPalo Alto · $50K – $250K

How we know: Y Combinator's founder network · Not right? Tell us

Funding

SEC filings, press & company announcements

$3.6M disclosed across 1 round · 2026

Source: company announcements and press reports — follow each round's link for the claim.

Related companies · 9

ZapierZapier provides a platform for connecting AI models and agents to workflows and business applications, enabling teams to automate tasks across over 9,000 apps without coding. The platform serves enterprises, operations teams, and businesses of all sizes looking to deploy AI-driven automation for lead capture, customer support, employee onboarding, and other business processes.
CustomerOSCustomerOS is a B2B marketing platform powered by AI agents that identifies target prospects, analyzes pipeline data, and optimizes marketing spend to drive revenue. It serves strategic marketers seeking pipeline visibility and data-driven campaign optimization.
Surface LabsSurface Labs builds AI-native marketing automation software that unifies data and campaign execution across channels, replacing fragmented rule-based marketing technology platforms. The platform serves marketing teams at enterprises and scales companies.
DataCampDataCamp is a learning platform for teams that teaches data and AI skills through hands-on coursework accessible via web browser and mobile app. It serves enterprise customers and development teams seeking to build technical capabilities.
AvinaAvina is an AI agent platform that identifies buying signals across multiple data sources to help B2B sales teams find, prioritize, and automate outreach to in-market prospects. It monitors TAM, scores accounts with AI, and integrates with CRM and sales tools to trigger personalized campaigns automatically.
DescopeDescope is a no/low-code customer identity and access management (CIAM) platform that lets developers build authentication and user journeys using a drag-and-drop visual editor, SDKs, or REST APIs. It supports passwordless login, MFA, SSO, SCIM provisioning, fine-grained authorization, and identity federation for consumer, business, and internal applications.
OlarkOlark provides live chat software that enables businesses to communicate with customers in real time. The platform serves small to mid-market businesses seeking customer engagement and support tools.
DigitalDigital Trends is a consumer technology media outlet that publishes news, reviews, and buying guides covering gadgets, electronics, software, AI, automobiles, and entertainment. It serves general consumers looking for product recommendations and coverage of tech industry developments.
Bizzy AIBizzy is an AI receptionist service that answers business calls, books appointments, and manages customer inquiries 24/7. It serves service-based businesses and integrates with scheduling platforms like Square, MindBody, and Vagaro.

Companies working in the same space as Unusual.

Legal entities · 1

corporate structure
Pacific Intelligence Works, Inc.

In the news

Unusual Raises $3.6M in Fundingfinsmes.com · Jan 2026Unusual Raises $3.6M Round as First Company to Help Brands Change How AI Talks About Themfinance.yahoo.com · Jan 2026Unusual – AI Relationsycombinator.com · Sep 2025Unusual - AI Generated Websites for Each Visitorycombinator.com · Feb 2025Aditto: Launch search engine marketing with the click of a buttonycombinator.com · Nov 2024

Frequently asked questions

What does Unusual do?
Unusual provides AI model evaluation and optimization services for brands. The platform helps companies understand how AI models perceive their brand and recommends positioning and content changes to improve recommendations from generative AI systems.
Who founded Unusual?
Unusual was founded by Will Jack, Keller Maloney in 2024.
Who are Unusual's investors?
Unusual's investors include Pioneer, Transpose Platform Management, Y Combinator, 0 AD, BoxGroup, Cory Levy, Eldon Pass, Long Journey Ventures and 3 more.
How much funding has Unusual raised?
Unusual has disclosed $3.6M raised across 1 round.
Where is Unusual headquartered?
Unusual is headquartered in San Francisco, US.