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Ted Leonsis, Founder, Chairman, Majority Owner, Chief Executive Officer at Monumental Sports & Entertainment

Ted Leonsis

Founder, Chairman, Majority Owner, Chief Executive Officer @ Monumental Sports & Entertainment

Washington, United States

Ted Leonsis is a Series B investor at Monumental Sports & Entertainment in Washington focused on Sports and E-Commerce. Ted Leonsis is based out of Washington, DC and is the Founder, Chairman, Principal Partner, and Chief Executive Officer of Monumental Sports and Entertainment. Ted previously worked at AOL as a President and Vice Chairman Emeritus. Ted Leonsis attended Georgetown University.

Total investments:
44
Last investment:
Lead investor:
14%

Last updated:

Industries Ted Leonsis invests in

SportsE-CommerceInternetSoftwareAnalytics

Stages Ted Leonsis invests in

Series BFunding RoundSeries CSeries ASeries D

Countries Ted Leonsis invests in

United StatesUnited Kingdom

Round sizes

Series B $5.5M–$50MSeries C $8M–$50M

Contacts

TypeContactValidation
Work email
Personal email
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Round size

Series B
$5.5M–$50M
Series C
$8M–$50M

Investment Focus

Industry

  • Sports 5 (11%)
  • E-Commerce 5 (11%)
  • Internet 4 (9%)
  • Software 4 (9%)
  • Analytics 4 (9%)
See all 75 industries →

Stage

  • Series B 8 (18%)
  • Funding Round 7 (16%)
  • Series C 6 (14%)
  • Series A 4 (9%)
  • Series D 4 (9%)
See all 11 stages →

Country

  • United States 25 (57%)
  • United Kingdom 1 (2%)

Investments

CompanyDescriptionRoundLinks
Proxy Foods Proxy Foods
Proxy Foods is the first of its kind AI platform and toolkit for the R&D Food Scientist and Food Product Developer to create and optimize recipes better, faster, cheaper. Proxy Foods’ platform brings together AI and Machine Learning with a rich ingredient database to help users better understand their recipes in terms of flavor, sensory,nutrition, and cost attributes, and create or optimize recipes to meet their targets. Proxy Foods delivers enterprise-grade analytics, workflow management, security, and highly trained LLMs to innovate with speed, precision and accuracy. $6M / Seed / Aug 05, 2026
OxiWear OxiWear
OxiWear ear-wearable devices for continuous oxygen monitoring and emergency alerting to detect and prevent silent-hypoxia caused by pulmonary hypertension, high altitude & high cardio activities, and COVID-19. Oxiwear's patented, a novel ear-worn pulse oximeter is intended for use in clinical and consumer settings. $1.3M / Pre-Seed / Nov 17, 2021
Kiswe Kiswe
Kiswe is an award-winning technology company that enables the biggest brands in sports and entertainment to reliably reach their fans anywhere on any screen. Whether delivered directly to their audiences or distributed through third parties, Kiswe’s two flagship products, Kiswe Connect and Kiswe Core, provide partners with the tools to engage withtheir community, streamline their distribution process, and scale their brands.Kiswe is headquartered in the U.S. and has offices in Europe and Asia. Venture - Series Unknown / Oct 29, 2021
HumanFirst HumanFirst
HumanFirst accelerates the adoption of patient-centered clinical trials using precision digital measures (e.g., digital biomarkers and eCOA).At HumanFirst, we offer a precision measures platform - the world’s largest AI-powered SaaS platform trusted to improve human outcomes. We provide insights, intelligence, and accuracy with validated evidencedata to precisely guide and accelerate human-centric drug development. Twenty-two of the 25 largest pharmaceutical companies in the world have used the HumanFirst platform to evaluate and enable the deployment of digital health technologies (DHTs). $12M / Series A / May 31, 2021
Professional Fighters League Professional Fighters League
Professional Fighters League is a mixed martial arts league. $50M / Series C / Jan 17, 2020
OxiWear OxiWear
OxiWear ear-wearable devices for continuous oxygen monitoring and emergency alerting to detect and prevent silent-hypoxia caused by pulmonary hypertension, high altitude & high cardio activities, and COVID-19. Oxiwear's patented, a novel ear-worn pulse oximeter is intended for use in clinical and consumer settings. $175K / Pre-Seed / Dec 01, 2019
Professional Fighters League Professional Fighters League
Professional Fighters League is a mixed martial arts league. $30M / Series C / Apr 29, 2019
StockX StockX
StockX operates a live bid/ask marketplace for buying and selling limited edition and high demand sneakers. Its marketplace enables users to anonymously buy and sell limited edition consumer products with stock market-like visibility. StockX’s platform allows users to create their own personalized sneaker portfolio by uploading their currentcollection and compare and contrast their sneaker collection to other users on the platform. The company was founded in March 2015, with its headquarters in Detroit in Michigan. $44M / Series B / Sep 13, 2018
Optoro Optoro
Optoro is a technology company that connects a seamless online returns experience with efficient supply chain processing and resale. From providing an online portal to improve customer returns to technology that streamlines processing by routing inventory to its next best home, the company offers solutions for retailers and brands looking toimprove outcomes across all points in the returns process. $75M / Series E / Jul 30, 2018
Uptake Technologies Uptake Technologies
Uptake Technologies develops a predictive analytics platform. Its platform analyzes data to predict and prevent failures, uncover hidden profits, and discover new opportunities to healthcare, insurance, locomotives, construction, manufacturing, and other industries. Uptake Technologies offers a platform for equipment monitoring, diagnostictroubleshooting, event and condition prediction, and task management to improve uptime, streamline operations, and spot growth opportunities. Brad Keywell and Eric Lefkofsky founded Uptake Technologies in July 2014, with its headquarters in Chicago in Illinois. $117M / Series D / Nov 30, 2017
See all 44 investments →

Co-Investors

Monumental Sports & Entertainment

About Monumental Sports & Entertainment

VC Fund · Washington, United States

Monumental Sports & Entertainment owns and operates three professional sports teams: the NBA's Washington Wizards, the NHL's Washington Capitals, and the WNBA's Washington Mystics. Monumental, which merged Lincoln Holdings and Washington Sports & Entertainment on June 10, 2010, also owns and operates Verizon Center, thepremier sports and entertainment venue in Washington, D.C. Additionally, the group operates Kettler Capitals Iceplex, the Capitals' state-of-the-art training facility in Arlington, Va., and George Mason University's Patriot Center, located in Fairfax, Va.

Monumental Sports & Entertainment Contacts

NameEmailPhoneSocials
Ted Leonsis
Ted Leonsis Founder, Chairman, Majority Owner, Chief Executive Officer
Zach Leonsis
Zach Leonsis Senior Vice President, Strategic Initiatives & General Manager of Monumental Sports Network
Andrew McNeill
Andrew McNeill Director of Esports
Christine Brooks-Cropper
Christine Brooks-Cropper Producer
Keith Weldon
Keith Weldon VP, GLOBAL PARTNERSHIPS

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FAQ

What does Ted Leonsis invest in?

Ted Leonsis invests primarily in Sports, E-Commerce and Internet startups, most often at Series B and Funding Round stage. Most of the 44 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

What is Ted Leonsis's check size?

Ted Leonsis typically joins rounds of $5.5M–$50M at Series B and $8M–$50M at Series C. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Ted Leonsis participates in.

How do I contact Ted Leonsis?

Public channels for Ted Leonsis 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 Ted Leonsis last invest?

The most recent investment recorded for Ted Leonsis closed in Aug 2026. Shizune tracks 44 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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