Roy Mathew
InvestorAdvisor at Diagram Collective
New York, New York
Writes $100K β $5M checks Β· typically $1.5M
Find your path to Roy
4,653 people in our graph share verified history with Roy β schools, employers, funds. One of them is your warm intro.
Aydin SenkutunlockedRoy: together at The Wharton School
Roy: together at Jefferies
Γ4Roy: together at The Wharton School
Γ6Roy: together at Harvard University
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
- GumloopHead of Salescurrent2026 β presentSan Francisco, California, United States
- Diagram CollectiveInvestor / Advisorcurrent2022 β present
- RecurrencyVP of Sales2025 β 2026
- RecurrencyHead Of Sales2022 β 2025New York, United States
- AirtableSales Leader, Strategic Accounts2017 β 2021New York, United States
- First Round CapitalMentor2021
- uQuoteCo-Founder & CEO2014 β 2017San Francisco
- ElasticHead of Growth2014
- BoxManager, Strategic Planning & Analysis2013 β 2014
- BoxProduct Marketing Manager, Pricing2011 β 2013
- Jefferies & CompanySpecial Situations Derivatives Trader2009 β 2011
- Results Tutoring GroupFounder / Tutor2004 β 2006Danville, California
Skills & more
Analytics36Product Marketing32Data Analysis32Marketing Strategy19Pricing Strategy8Cloud Computing15Entrepreneurship6Competitive Analysis6Statistical Modeling4Eloqua4MicrostrategyOptions Strategies2
+12 more
Salesforce AdministratorHedgingEquitiesStart-upsFinancial ModelingStrategic PartnershipsBusiness DevelopmentStrategyStataPythonVBAMicrosoft Excel- Command of the Message β Force Management
From Roy's professional profile.
Colleagues at Diagram Collective
Allison Tan
Investor at Diagram Collective
Benjamin Clark
General Partner at Diagram Collective
Joey Brown
Investor at Diagram Collective
Joshua Steinberg
Managing Partner at Diagram Collective
Matthew Yalowitz
General Partner at Diagram Collective
Nakul Patel
Managing Partner at Diagram Collective
Richard Allen Farmer
General Partner at Diagram Collective
Thai Bui
Investor at Diagram Collective
Frequently asked questions
- Who is Roy Mathew?
- 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.
- 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 β $5M.
- Where did Roy Mathew go to school?
- Roy Mathew studied at Harvard University (AB Honors (Cum Laude), Economics); The Wharton School (Joseph A. Wharton Fellow, MBA); Monte Vista High School.
Same school
Also attended Harvard University2,000
Ron ConwayFounder of SV AngelAlfred LinPartner at Sequoia CapitalChris DixonFounder & Managing Partner of a16z crypto at Andreessen HorowitzSarah TavelVenture Partner at BenchmarkDanny RimerPartner at Index VenturesLaela SturdyManaging Partner at CapitalG
+ 1,994 more
Also attended The Wharton School2,000
Fred WilsonCo-founder & Partner at Union Square VenturesSarah GuoFounder & General Partner of ConvictionJosh KopelmanFounder and Partner at First Round CapitalAydin SenkutFounder & Managing Partner at FelicisKunal BahlCo-founder of Snapdeal; co-founder of Titan CapitalJack AbrahamFounder, CEO & Managing Partner of Atomic
+ 1,994 more
Also attended Monte Vista High School8
Ryan LongAssociate at Tri-Valley VenturesRoc SuNarrative Change | Cultural Consulting at Gold House VenturesJesse TejedaPrincipal, Investments at Summit Peak VenturesNadine FattahInvestor at CRV (Charles River Ventures)Alec ZhangInvestor at JP Morgan ChaseVishal JainFounder at Iron Leap
+ 2 more
Shared employers
Also worked at Recurrency5
Also worked at Airtable33
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
+ 27 more
Also worked at First Round Capital136
Josh KopelmanFounder and Partner at First Round CapitalMatt SacksInvestor at LightbankEmily StanfordInvestor at Notable CapitalAbdul LyInvestor at Initialized CapitalLucy BradyHead of Product at Giant Ventures Global LlpEmily KramerVenture Partner at Rackhouse Venture Management Lp
+ 130 more
Also worked at Box76
Mamoon HamidPartner at Kleiner PerkinsSam BakerInvestor Relations at Scale Venture PartnersJuliette PetitChief of Staff at Keen Venture PartnersJules GsellInvestor at IVP (Institutional Venture Partners)Roxie RumInvestor at IVP (Institutional Venture Partners)Whitney BouckA foodie who works at a venture capital firm and blogs about culinary adventures
+ 70 more

































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