About
Rob Bailey is the CEO and founder of a stealth-stage startup working on AI and enterprise software. He has previously been part of the core teams at DataSift, Kustomer, and CrewAI, with a focus on integrating product, positioning, and go-to-market functions.
Co-founder at CrewAI
Intro paths
→
In turn, Rob can intro founders to CrewAI's investors below.
CrewAI's investors · 7
Co-founders at CrewAI
J(
João (Joe) MouraCo-founder
Experience
- Stealth StartupCEO & Foundercurrent2026 — present
- CrewAIStrategic Advisor2026
- CrewAICOO & Co-Founder2024 — 2025New York, United States
- BackboneAICEO & Founder2019 — 2024New York City, Atlanta & Bucharest
- Various CompaniesStrategic Advisor / Early Investor2014 — 2024San Francisco
- MStateCEO & Founder (2 Unicorns)2017 — 2020NYC
- Kustomer (Acquired by Facebook for $1B+)COO & GTM2016 — 2017New York City
- DataSift (Acquired by Meltwater)CEO2011 — 2014San Francisco, London/Reading, New York City
- SimpleGeo (Acquired by Urban Airship)Vice President - GTM for Developers2010 — 2011San Francisco Bay Area
Skills & more
Developer ToolsCustomer SuccessProduct StrategyCustomer SupportGTMFundraisingArtificial Intelligence (AI)1Machine Learning1Executive CoachingSales ManagementFinancial ServicesStart-ups99
+12 more
Strategic PartnershipsEntrepreneurshipBusiness DevelopmentMobile DevicesSocial MediaE-commerceVenture CapitalMarketingStrategic PlanningStrategyLeadershipManagementLanguages Portuguese, Spanish
From Rob's professional profile.
Frequently asked questions
- Who is Rob Bailey?
- Rob Bailey is the CEO and founder of a stealth-stage startup working on AI and enterprise software. He has previously been part of the core teams at DataSift, Kustomer, and CrewAI, with a focus on integrating product, positioning, and go-to-market functions.
- Where does Rob Bailey work?
- Rob Bailey is Co-founder of CrewAI.
- What companies did Rob Bailey found?
- Rob Bailey founded CrewAI.
- Where did Rob Bailey go to school?
- Rob Bailey studied at MIT Sloan School of Management (MBA, Entrepreneurship & Tech Start-Ups); Brown University (BA, International Business); Phillips Exeter Academy (Graduated with Honors).
Founder mafias
Brown University mafia169
Also came through, then founded or led a company.
Joe GebbiaJoint classesFounded AirbnbDylan FieldScBFounded FigmaGrant VerstandigFounded Trase +3Sangeeta N. BhatiaBachelor of Science (BSc)Founded Port Therapeutics +3Ronak MassandMaster's degreeFounded Parkloco +3Peter ThompsonBachelor's DegreeFounded Cleave Biosciences +2
+ 162 more
MIT Sloan School of Management mafia156
Also came through, then founded or led a company.
Hemant TanejaS.M.Founded Hippocratic AIBrad FeldS.M.Founded TechstarsGleb ChuvpiloFinancial Technology Option (FTO)Founded Pager +4Carmichael RobertsMaster of Business Administration (MBA)Founded Lyratherapeutics +1Vicky BindraMBAFounded Pine Labs +1Julián MeloInnovate the future - Executive programFounded Ubits +1
+ 149 more
Phillips Exeter Academy mafia37
Also came through, then founded or led a company.
Hanson S. Gifford, IIIFounded Miramar Labs +2James CurrierHigh School DiplomaFounded Wonderhill +1Benjamin ShawFounded Vets First Choice +1Aaron WhiteHigh SchoolFounded Blissfully +1Matt TranHigh School DiplomaFounded Skip +1Abhijay BhatnagarEnglish Diploma RecipientFounded Cloaked +1
+ 30 more
Kustomer mafia5
Also came through, then founded or led a company.
Same school
Also attended MIT Sloan School of Management639
Doug LeonePartner at Sequoia Capital; former Global Managing PartnerHemant TanejaCEO & Managing Director of General CatalystBrad FeldCo-founder of Foundry and TechstarsChris MorrisProcess Specialist, Exit Readiness at Mayfair Equity PartnersBirgitteInvestor at InvestinorOlaInvestor at Investinor
+ 633 more
Also attended Brown University564
Theresia GouwFounding Partner at Acrew CapitalJoe GebbiaCo-founder of AirbnbDylan FieldCo-founder, CEO & Chair of FigmaAli Fisher SweetInvestor at Index VenturesMark GoldbergInvestor at Index VenturesKarim FarisInvestor at GV (Google Ventures)
+ 558 more
Also attended Phillips Exeter Academy113
Nathaniel HardingManaging Partner at Cortado VenturesMichael GreeleyCo-Founder and General Partner at Flare Capital PartnersChris SaxmanDigital health entrepreneur, startup mentor, skier, fly fisherman, Steelers fanatic, Co-head of Health 2.0 Denver/Boulder ChapterMax Von PoelnitzPartner at Foothill VenturesJohn H. N. FisherFounder and Managing Partner at DFJJacques PouheManaging Director at Skyview Ventures
+ 107 more
Shared employers
Also worked at Stealth Startup377
Andrew ChenGeneral Partner at Andreessen HorowitzGabriel PereyraCo-founder & President of HarveyErica VanInvestment Director at Intel CapitalHemamAdvisor at Clear VenturesArhaan A.Deeptech Fellow at Clear VenturesHamish GarnettAssociate at Manta Ray Ventures
+ 371 more
Also worked at CrewAI5
Also worked at Various Companies237
Leonard PicardoAdvisor at Manta Ray VenturesBen PerryInvestor at MedicxiHector MasonGeneral Partner at Episode1Danielle AbdelahadInvestor at Third Rock VenturesSiddharth RamakrishnanPrincipal at Scale Venture PartnersTroy A. LeMaile-StovallCEO at Maryland TEDCO
+ 231 more
