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T. Trent Gegax, Angel Investor

T. Trent Gegax

Angel Investor

New York, United States

T. Trent Gegax is a seed investor in New York focused on News and SaaS. T. Trent Gegax currently works as the Co-Founder and CEO of The Gramercy Fund. Trent has held operational roles inside Gramercy portfolio companies and served on numerous boards. He honed his due-diligence skills as a correspondent for Newsweek where assignments included George W. Bush’s 2000 presidential campaign, the 2003 U.S. invasion of Iraq,and Hurricane Katrina. Trent assisted Al Gore with his New York Times bestseller, “The Assault on Reason” (Penguin, 2007). He attended University of Minnesota.

Total investments:
8
Last investment:
Lead investor:
0%

Last updated:

Industries T. Trent Gegax invests in

NewsSaaSEdTechBig DataSoftware

Stages T. Trent Gegax invests in

SeedSeries AAngelSeries BSeries C

Countries T. Trent Gegax invests in

United States

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Investment Focus

Industry

  • News 1 (13%)
  • SaaS 1 (13%)
  • EdTech 1 (13%)
  • Big Data 1 (13%)
  • Software 1 (13%)
See all 24 industries →

Stage

  • Seed 3 (38%)
  • Series A 2 (25%)
  • Angel 1 (13%)
  • Series B 1 (13%)
  • Series C 1 (13%)

Investments

CompanyDescriptionRoundLinks
Decent offers more affordable healthcare by aligning incentives to improve health, reduce costs, and put members at the center of their care. $8M / Seed / May 18, 2018
hellotoken enables publishers to earn 10x more per visitor than ads and paywalls through a native, one-click question that serves as a micropayment. For marketers, we leverage the readership networks of online publications to instantly target and distribute survey questions to hard-to-reach demographics. We help startups and companies validatetheir ideas, products, logos, and other concepts through our platform's reach of millions of blog readers. $500K / Angel / Aug 14, 2015
Mattermark is a data platform for venture capital companies to quantify signals of growing and potentially lucrative start-ups.Mattermark offers deal intelligence to the world's leading dealmakers - venture capital, private equity, corporate development, sales, and marketing professionals looking to take a data-driven approach to dealsourcing and due diligence.The company was launched in 2012 as a data platform for VCs with hopes of becoming the go-to software for firms to use when quantifying signals of growing and potentially lucrative startups. $6.5M / Series A / Dec 16, 2014
Seattle-based Porch Group, the vertical software platform for the home, provides software and services to more than 20,000 home services companies such as home inspectors, mortgage companies and loan officers, title companies, moving companies, real estate agencies, utility companies, and warranty companies. Through these relationships and itsmultiple brands, Porch provides a moving concierge service to homebuyers, helping them save time and make better decisions on critical services, including insurance, warranty, moving, security, TV/internet, home repair and improvement, and more. $6.3M / Seed / Jun 05, 2013
Chirpify is a social media loyalty platform that offers social engagement and loyalty solutions for marketers. It enables brands to convert mobile and social actions into rewards and brand loyalty by activating consumers for "in-stream" marketing and commerce, participation, and conversion. The platform allows brands to generate acurrency exchange between social media and loyalty programs to enhance member acquisition and engagement as well as provide lifetime value for customers. It allows consumers of various brands to peruse items being sold on Instagram or Twitter and enter “buy” in the comments to facilitate a transaction. Launched in 2011, Chirpify is based in Portland, Oregon. $1.3M / Seed / Apr 24, 2012
Knewton's mission is to personalize learning for the world. Teachers, schools, and education companies around the world use Knewton to power digital course materials that dynamically adapt to each student’s unique needs. Knewton provides students with tailored recommendations for exactly what to study, teachers with analytics to bettersupport each student, and publishers with content insights to develop more effective digital products.Knewton was founded in 2008 and has offices in New York City, London, Tokyo, Singapore, and Dubai. Knewton has been recognized globally as a “Technology Pioneer” (World Economic Forum in Davos) and several times as one of the top 10 most innovative companies in education (Fast Company). $12.5M / Series C / Apr 19, 2010
Knewton's mission is to personalize learning for the world. Teachers, schools, and education companies around the world use Knewton to power digital course materials that dynamically adapt to each student’s unique needs. Knewton provides students with tailored recommendations for exactly what to study, teachers with analytics to bettersupport each student, and publishers with content insights to develop more effective digital products.Knewton was founded in 2008 and has offices in New York City, London, Tokyo, Singapore, and Dubai. Knewton has been recognized globally as a “Technology Pioneer” (World Economic Forum in Davos) and several times as one of the top 10 most innovative companies in education (Fast Company). $6M / Series B / Apr 07, 2009
Knewton's mission is to personalize learning for the world. Teachers, schools, and education companies around the world use Knewton to power digital course materials that dynamically adapt to each student’s unique needs. Knewton provides students with tailored recommendations for exactly what to study, teachers with analytics to bettersupport each student, and publishers with content insights to develop more effective digital products.Knewton was founded in 2008 and has offices in New York City, London, Tokyo, Singapore, and Dubai. Knewton has been recognized globally as a “Technology Pioneer” (World Economic Forum in Davos) and several times as one of the top 10 most innovative companies in education (Fast Company). $2.5M / Series A / May 27, 2008

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FAQ

What does T. Trent Gegax invest in?

T. Trent Gegax invests primarily in News, SaaS and EdTech startups, most often at Seed and Series A stage. Most of the 8 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

How do I contact T. Trent Gegax?

Public channels for T. Trent Gegax include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.

When did T. Trent Gegax last invest?

The most recent investment recorded for T. Trent Gegax closed in May 2018. Shizune tracks 8 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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