About
Diana Tsai is the cofounder and CEO of Upwage, where she leads the development of AI tools for hiring, upskilling, and reskilling workers, serving companies ranging from Inc. 1000 firms to Fortune 500s. Over a decade across her ventures, she has worked on job creation for military veterans and support for jobseekers in transition. A graduate of Georgetown University's School of Foreign Service, she is an author and speaker and has been named to the Forbes 30 Under 30 list.
Co-Founder and CEO at Upwage
Intro paths
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In turn, Diana can intro founders to Upwage's investors below.
Upwage's investors · 7
Alley Robotics VenturesCohasset · $500K – $2M checks · since 2023AlleyCorpNew York · $1M – $5M checks · since 2023BBG VenturesNew York · $350K – $1.5M checks · since 2023Bloomberg BetaSan Francisco · $25K – $1M checks · since 2023Core Venture CapitalLos Angeles · $1M – $5M checks · since 2023J4 VenturesNew York · since 2023Moai CapitalSan Mateo · $25K – $100K checks · since 2023
Co-founders at Upwage
GC

Greg CallCo-Founder and COO
SL

Santiago LeonProduct Manager and Founding Member
Experience
- Upwagecofounder & CEOcurrent2022 — present
- Good Unicornsauthor, speaker, researcher2021 — 2022
- twinecofounder2019 — 2022San Francisco Bay Area
- Veteraticofounder2015 — 2022Greater New York City Area
- VeteratiCEO2015 — 2018Greater New York City Area
- Spiralchief editor, head of community2021 — 2022
- ForbesForbes contributing writer2018 — 2022
- DoubleDutchVP of Growth & Innovation2018 — 2019San Francisco Bay Area
Skills & more
Social Entrepreneurship99Creative Branding99Entrepreneurship99Social Media99Brand Implementation99Marketing Strategy99Market Research99New Business Development99Military Recruiting75Sales99International Relations99User Experience Design54
+12 more
ResearchAdvertisingBusiness PlanningStart-upsProduct DevelopmentPublic RelationsBusiness DevelopmentProject ManagementEnglishSpanishSaaSMentoringFrom Diana's professional profile.
Frequently asked questions
- Who is Diana Tsai?
- Diana Tsai is the cofounder and CEO of Upwage, where she leads the development of AI tools for hiring, upskilling, and reskilling workers, serving companies ranging from Inc. 1000 firms to Fortune 500s. Over a decade across her ventures, she has worked on job creation for military veterans and support for jobseekers in transition. A graduate of Georgetown University's School of Foreign Service, she is an author and speaker and has been named to the Forbes 30 Under 30 list.
- Where does Diana Tsai work?
- Diana Tsai is Co-Founder and CEO of Upwage.
- What companies did Diana Tsai found?
- Diana Tsai founded Upwage.
- Where did Diana Tsai go to school?
- Diana Tsai studied at Georgetown University (BA, International Political Economy); Georgetown University, Walsh School of Foreign Service (Bachelor of Arts, International Political Economy; International Business Diplomacy).
Same school
Also attended Georgetown University538
Trae StephensPartner at Founders Fund and co-founder of AndurilLuciana LixandruPartner at Sequoia CapitalKatherine BoyleGeneral Partner at Andreessen Horowitz (American Dynamism)Tobi CokerDeal Partner at Felicis VenturesAna AndreescuInvestor at Index VenturesThanachat Tangsriwongタイオフィス代表 (Thailand Office Representative) at CyberAgent Capital
+ 532 more
Shared employers
Also worked at Upwage2
Also worked at Veterati1
Also worked at Spiral2
Also worked at Forbes162
Morgan CheathamPartner and Head of Healthcare and Life Sciences at Breyer CapitalMichel AbadiManaging Partner at Maverick Ventures IsraelJosh WolfePartner and Co-Founder at Lux CapitalDeena ShakirPartner at Lux CapitalChris KraeuterHead of Communications at ParadigmAvantika DaingFounding Partner at Plum Alley Investments
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