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Tim O'Shaughnessy, President, Founder & CEO at Graham Holdings

Tim O'Shaughnessy

President, Founder & CEO @ Graham Holdings

Washington, United States

Tim O'Shaughnessy is a Series A investor at Graham Holdings in Washington focused on E-Commerce and Internet. Tim O'Shaughnessy is the President, Founder & CEO of Graham Holdings & he Attended Georgetown University in 2000.Timothy O’Shaughnessy became president and chief executive officer of Graham Holdings, effective November 2015. O'Shaughnessy joined the Company as president in 2014 to oversee investments and acquisitions, and to helpset a new direction following the sale of The Washington Post. Previously, he served as chief executive officer of LivingSocial, which he co-founded in 2007. During his tenure, the e-commerce and marketing company grew sales to nearly $2 billion.A native of Minnesota and the youngest of four children, O’Shaughnessy was born in 1981. Following his graduation from Georgetown University in 2004 with a BSBA in Marketing, Operations and Information Management, he joined AOL as a product manager. In 2006, he moved to Revolution Health, where he rose to vice president of product development. During that time, he and three others developed a successful series of apps for Facebook. That company grew into LivingSocial, where O’Shaughnessy was CEO for seven years. O’Shaughnessy is a member of the Executive Committee of the Federal City Council. He is married to Laura Graham O’Shaughnessy, a daughter of Donald E. Graham. She is CEO of SocialCode, a social marketing technology company, wholly owned by Graham Holdings. The O’Shaughnessys live in Washington, DC, and have two young children.

Total investments:
10
Last investment:
Lead investor:
20%

Last updated:

Industries Tim O'Shaughnessy invests in

E-CommerceInternetMarketplaceNewsSaaS

Stages Tim O'Shaughnessy invests in

Series ASeedAngelSeries B

Countries Tim O'Shaughnessy invests in

United States

Round sizes

Seed $1.3M–$2.8MSeries A $750k–$7.7M

Round size

Seed
$1.3M–$2.8M
Series A
$750k–$7.7M

Investment Focus

Industry

  • E-Commerce 4 (40%)
  • Internet 2 (20%)
  • Marketplace 2 (20%)
  • News 1 (10%)
  • SaaS 1 (10%)
See all 22 industries →

Stage

  • Series A 5 (50%)
  • Seed 2 (20%)
  • Angel 1 (10%)
  • Series B 1 (10%)

Investments

CompanyDescriptionRoundLinks
N2K Networks N2K Networks
N2K Networks provides a stream of news and information to professionals and businesses. The company was founded in 2022 and is based in Fulton, Maryland, United States. $5.4M / Series A / Oct 26, 2022
Framebridge Framebridge
Framebridge is a custom framing startup that provides an online custom framing service. The company has tackled the painful, inconvenient and costly process of custom framing an item, replacing it with an experience that places the customer first. Through a tech-forward experience and an obsessive focus on quality and materials, they haveintroduced a new generation of customers to the tradition of custom manufacturing.Framebridge customers can choose from a curated selection of on-trend frame styles, then upload their photos to the Framebridge website, or ship their items directly to Framebridge in prepaid packaging. The expert team at Framebridge will receive their items and handcraft beautiful custom frames to each customer's exact specifications. The finished pieces ship directly to consumers, arriving in days, ready to hang. Framebridge's transparent pricing, which is determined by the size of each item, begins at $39 and includes free shipping.Framebridge launched in 2014 as a solution to founder Susan Tynan’s ongoing frustration over getting her travel art custom framed. Framebridge investors include New Enterprise Associates (NEA), Revolution Ventures, and SWaN & Legend Venture Partners, as well as seasoned retail and technology executives with industry experience at Crate & Barrel, Rent the Runway, and LivingSocial.The company is headquartered in Washington, DC and operates manufacturing facilities in Richmond, KY, and Lanham, MD. $7.7M / Series A / Jun 18, 2015
tote tote
tote is a beautiful social shopping app that is entirely curated by people - notably stylists and fashion bloggers. Bloggers and stylists use tote's publishing platform to curate collections that can be shopped by their clients and followers. From a publishing perspective, tote is a bit like Medium built for fashion blogging. Some stylists atbig retailers are using it for clienteling. Angel / Feb 15, 2015
Scout RFP Scout RFP
Scout is a sourcing and supplier engagement platform trusted by Procurement teams to streamline their process, manage a unified pipeline of projects, and collaborate with stakeholders and suppliers. Scout’s platform drives profitability and makes enterprise commerce faster, less risky, and more transparent, giving CPOs the tools they need totransform their organizations. Global brands trust Scout to provide greater visibility across stakeholders and suppliers, centralize core processes, measure effectiveness, and make Procurement teams crazy successful by delivering better business outcomes. Scout RFP was founded in 2014. Headquartered in San Francisco, CA, Scout is funded by Scale Ventures, Menlo Ventures, Workday Ventures, Salesforce Ventures, New View Capital, and GV. $2.8M / Seed / Jan 27, 2015
Framebridge Framebridge
Framebridge is a custom framing startup that provides an online custom framing service. The company has tackled the painful, inconvenient and costly process of custom framing an item, replacing it with an experience that places the customer first. Through a tech-forward experience and an obsessive focus on quality and materials, they haveintroduced a new generation of customers to the tradition of custom manufacturing.Framebridge customers can choose from a curated selection of on-trend frame styles, then upload their photos to the Framebridge website, or ship their items directly to Framebridge in prepaid packaging. The expert team at Framebridge will receive their items and handcraft beautiful custom frames to each customer's exact specifications. The finished pieces ship directly to consumers, arriving in days, ready to hang. Framebridge's transparent pricing, which is determined by the size of each item, begins at $39 and includes free shipping.Framebridge launched in 2014 as a solution to founder Susan Tynan’s ongoing frustration over getting her travel art custom framed. Framebridge investors include New Enterprise Associates (NEA), Revolution Ventures, and SWaN & Legend Venture Partners, as well as seasoned retail and technology executives with industry experience at Crate & Barrel, Rent the Runway, and LivingSocial.The company is headquartered in Washington, DC and operates manufacturing facilities in Richmond, KY, and Lanham, MD. $2.5M / Seed / Dec 08, 2014
OrderUp OrderUp
OrderUp is the most complete food delivery marketplace focused on delivering from the restaurants outside of the top metros. With feet on the street nationwide, OrderUp provides easy access to great food from locals’ favorite restaurants. Headquartered in Baltimore, Maryland, with an office in New York City, OrderUp has a dual-distribution model,with some locations owned and operated by the company, and others franchised. $7M / Series A / Aug 20, 2014
Framebridge Framebridge
Framebridge is a custom framing startup that provides an online custom framing service. The company has tackled the painful, inconvenient and costly process of custom framing an item, replacing it with an experience that places the customer first. Through a tech-forward experience and an obsessive focus on quality and materials, they haveintroduced a new generation of customers to the tradition of custom manufacturing.Framebridge customers can choose from a curated selection of on-trend frame styles, then upload their photos to the Framebridge website, or ship their items directly to Framebridge in prepaid packaging. The expert team at Framebridge will receive their items and handcraft beautiful custom frames to each customer's exact specifications. The finished pieces ship directly to consumers, arriving in days, ready to hang. Framebridge's transparent pricing, which is determined by the size of each item, begins at $39 and includes free shipping.Framebridge launched in 2014 as a solution to founder Susan Tynan’s ongoing frustration over getting her travel art custom framed. Framebridge investors include New Enterprise Associates (NEA), Revolution Ventures, and SWaN & Legend Venture Partners, as well as seasoned retail and technology executives with industry experience at Crate & Barrel, Rent the Runway, and LivingSocial.The company is headquartered in Washington, DC and operates manufacturing facilities in Richmond, KY, and Lanham, MD. $1.3M / Seed / Aug 07, 2014
410 Labs 410 Labs
410Labs produces a suite of socially productive tools and applications that people use to improve communication and access to information. The first two products are Replyz, which makes it easier for people to find and interact with helpful people, and Shortmail, which makes email a simpler, more effective and happier experience. $750K / Series A / Jul 11, 2011
LivingSocial LivingSocial
LivingSocial operates an online local marketplace to buy and share things to do. It deals in various categories, such as restaurants, events and activities, sports and fitness, health and beauty, and services, travel, shop that includes beauty, fashion, gadgets, home, jewelry, learning, wellness, and coupons, gifts for housewarming,congratulations, thank you, birthday, wedding, and anniversary, and coupons. LivingSocial serves various businesses, such as local merchants, national brands, merchant centers, and affiliates. Aaron Batalion, Eddie Frederick, Tim O'Shaughnessy, and Val Aleksenko founded Hungry Machine in 2007 that later became LivingSocial. LivingSocial has its headquarters in the District of Columbia. It operates as a subsidiary of Groupon as of October 31, 2016. $5M / Series B / Jan 04, 2010
LivingSocial LivingSocial
LivingSocial operates an online local marketplace to buy and share things to do. It deals in various categories, such as restaurants, events and activities, sports and fitness, health and beauty, and services, travel, shop that includes beauty, fashion, gadgets, home, jewelry, learning, wellness, and coupons, gifts for housewarming,congratulations, thank you, birthday, wedding, and anniversary, and coupons. LivingSocial serves various businesses, such as local merchants, national brands, merchant centers, and affiliates. Aaron Batalion, Eddie Frederick, Tim O'Shaughnessy, and Val Aleksenko founded Hungry Machine in 2007 that later became LivingSocial. LivingSocial has its headquarters in the District of Columbia. It operates as a subsidiary of Groupon as of October 31, 2016. $5M / Series A / Jul 21, 2008

Co-Investors

Graham Holdings

About Graham Holdings

VC Fund · Arlington, United States

Graham Holdings Company delivers quality products and services to today’s students, viewers, customers and advertisers. It owns magazines Slate and Foreign Policy, several local TV stations and other businesses.

Graham Holdings Contacts

NameEmailPhoneSocials
Nicole M. Maddrey
Nicole M. Maddrey Senior Vice President, General Counsel & Secretary
Stacey Halota
Stacey Halota Vice President, Information Security & Privacy
Tim O'Shaughnessy
Tim O'Shaughnessy President, Founder & CEO
Andrew S. Rosen
Andrew S. Rosen Vice President
Anthony Lyddane
Anthony Lyddane Vice President–Tax

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FAQ

What does Tim O'Shaughnessy invest in?

Tim O'Shaughnessy invests primarily in E-Commerce, Internet and Marketplace startups, most often at Series A and Seed stage. Most of the 10 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 Tim O'Shaughnessy's check size?

Tim O'Shaughnessy typically joins rounds of $1.3M–$2.8M at Seed and $750k–$7.7M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Tim O'Shaughnessy participates in.

When did Tim O'Shaughnessy last invest?

The most recent investment recorded for Tim O'Shaughnessy closed in Oct 2022. Shizune tracks 10 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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