Fundraising Fox

Roy Mathew

Investor

Advisor at Diagram Collective

New York, New York

Writes $100K – $5M checks · typically $1.5M

About

Roy Mathew is Head of Sales at Gumloop. He brings over 15 years of experience in sales leadership, go-to-market strategy, and scaling high-growth companies, with previous roles including VP of Sales at Recurrency, early employee at Airtable, and founder and CEO of uQuote. He has also held positions at public companies including Elastic and Box.

Experience

  1. GumloopHead of Salescurrent2026 — presentSan Francisco, California, United States
  2. Diagram CollectiveInvestor / Advisorcurrent2022 — present
  3. RecurrencyVP of Sales2025 — 2026
  4. RecurrencyHead Of Sales2022 — 2025New York, United States
  5. AirtableSales Leader, Strategic Accounts2017 — 2021New York, United States
  6. First Round CapitalMentor2021
  7. uQuoteCo-Founder & CEO2014 — 2017San Francisco
  8. ElasticHead of Growth2014
  9. BoxManager, Strategic Planning & Analysis2013 — 2014
  10. BoxProduct Marketing Manager, Pricing2011 — 2013
  11. Jefferies & CompanySpecial Situations Derivatives Trader2009 — 2011
  12. Results Tutoring GroupFounder / Tutor2004 — 2006Danville, California

Education

  1. Harvard UniversityAB Honors (Cum Laude), Economics2006 — 2010
  2. The Wharton SchoolJoseph A. Wharton Fellow, MBA2014 — 2016
  3. Monte Vista High School2002 — 2006

Skills & more

Analytics36Product Marketing32Data Analysis32Marketing Strategy19Pricing Strategy8Cloud Computing15Entrepreneurship6Competitive Analysis6Statistical Modeling4Eloqua4MicrostrategyOptions Strategies2
+12 moreSalesforce AdministratorHedgingEquitiesStart-upsFinancial ModelingStrategic PartnershipsBusiness DevelopmentStrategyStataPythonVBAMicrosoft Excel
  • Command of the Message — Force Management

From Roy's professional profile.

Colleagues at Diagram Collective

Allison Tan
Investor at Diagram Collective
Joey Brown
Investor at Diagram Collective
Joshua Steinberg
Managing Partner at Diagram Collective
Nakul Patel
Managing Partner at Diagram Collective
Paola Cordovez Cereceda
Investor at Diagram Collective
Thai Bui
Investor at Diagram Collective

Frequently asked questions

Where does Roy Mathew work?
Roy Mathew is Advisor at Diagram Collective.
What check size does Roy Mathew write?
Roy Mathew typically writes checks of $100K – $5M.

Same school

Also attended Harvard University1,457

Alfred LinPartner at Sequoia CapitalChris DixonFounder & Managing Partner of a16z crypto at Andreessen HorowitzSarah TavelVenture Partner at BenchmarkDanny RimerPartner at Index VenturesLaela SturdyManaging Partner at CapitalGRyan IsonoDeal Partner at Felicis Ventures

+ 1,451 more

Also attended The Wharton School1,481

Fred WilsonCo-founder & Partner at Union Square VenturesSarah GuoFounder & General Partner of ConvictionJosh KopelmanFounder and Partner at First Round CapitalAydin SenkutFounder & Managing Partner at FelicisKatie RiesterPartner, Head of Investor Relations at Felicis VenturesTrevor OelschigInvestment Team at General Catalyst

+ 1,475 more

Also attended Monte Vista High School7

Ryan LongAssociate at Tri-Valley VenturesJesse TejedaPrincipal, Investments at Summit Peak VenturesDylan BoydManaging Director, OEBVS at R/GA VenturesNadine FattahInvestor at CRV (Charles River Ventures)Alec ZhangInvestor at JP Morgan ChaseStefan MituVenture Partner at VU Venture Partners

+ 1 more

Shared employers

Also worked at Recurrency5

Paola Cordovez CerecedaInvestor at Diagram CollectiveNakul PatelManaging Partner at Diagram CollectiveSam OshayFounder at RecurrencySteve RogerFounder at ScanbasePeter ZhuFounder at Minerva

Also worked at Airtable29

Peter FentonGeneral Partner at BenchmarkEllie HinkenInvestor at Khosla VenturesDavid BeyerPartner at Amplify PartnersMax GazorInvestor at Striker Venture PartnersSam WerboffHead of Digital Native Enterprise GTM, Anthropic at EMERGENT VENTURESAkshay NathanEngineering Manager at Asymmetric Capital Partners

+ 23 more

Also worked at First Round Capital107

Josh KopelmanFounder and Partner at First Round CapitalMatt SacksInvestor at LightbankAlex MarshallPartner & General Counsel at Generation Investment ManagementEmily StanfordInvestor at Notable CapitalAbdul LyInvestor at Initialized CapitalLucy BradyHead of Product at Giant Ventures Global Llp

+ 101 more

Also worked at Box63

Mamoon HamidPartner at Kleiner PerkinsByron DeeterPartner at Bessemer Venture PartnersRory O'DriscollPartner at Scale Venture PartnersSam BakerInvestor Relations at Scale Venture PartnersJuliette PetitChief of Staff at Keen Venture PartnersJules GsellInvestor at IVP (Institutional Venture Partners)

+ 57 more