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Benjamin Sun, Co-Founder and Board Member at Ollie

Benjamin Sun

Co-Founder and Board Member @ Ollie

New York, United States

Benjamin Sun is a seed investor at Ollie in New York focused on E-Commerce and Internet. Ben is a co-founder and General Partner at Primary. Forbes' Midas List ranks him as one of the top 100 tech investors in the world. His founder-first approach originates from having been one: His experiences co-founding Community Connect, one of the first social networking companies, and LaunchTime, an incubator, inform how he supportsfounders in the portfolio.Ben focuses his investing activities on primarily consumer-facing companies. Ben has been active in the NYC tech community for over 20 years. Prior to becoming an entrepreneur and investor, Ben worked at Merrill Lynch in the Technology Investment Banking Group.He earned a BA degree in Economics from the University of Michigan.

Total investments:
11
Last investment:
Lead investor:
9%

Last updated:

Industries Benjamin Sun invests in

E-CommerceInternetPetSaaSEdTech

Stages Benjamin Sun invests in

SeedSeries ASeries BFunding RoundSeries C

Countries Benjamin Sun invests in

United StatesSouth Korea

Investment Focus

Industry

  • E-Commerce 3 (27%)
  • Internet 2 (18%)
  • Pet 1 (9%)
  • SaaS 1 (9%)
  • EdTech 1 (9%)
See all 23 industries →

Stage

  • Seed 3 (27%)
  • Series A 3 (27%)
  • Series B 2 (18%)
  • Funding Round 2 (18%)
  • Series C 1 (9%)

Country

  • United States 5 (45%)
  • South Korea 1 (9%)

Investments

CompanyDescriptionRoundLinks
Small Door Small Door
Small Door provides veterinary services that are elevated, customer-centric, and hospitality-infused. The company provides superior care, unrivaled transparency, and tech-enabled convenience to help pets and pet parents live better lives together. Founded in 2017, Small Door is headquartered in New York. Jul 29, 2025
Small Door Small Door
Small Door provides veterinary services that are elevated, customer-centric, and hospitality-infused. The company provides superior care, unrivaled transparency, and tech-enabled convenience to help pets and pet parents live better lives together. Founded in 2017, Small Door is headquartered in New York. $35M / Series C / Jul 29, 2025
Small Door Small Door
Small Door provides veterinary services that are elevated, customer-centric, and hospitality-infused. The company provides superior care, unrivaled transparency, and tech-enabled convenience to help pets and pet parents live better lives together. Founded in 2017, Small Door is headquartered in New York. $40M / Series B / Dec 14, 2022
Small Door Small Door
Small Door provides veterinary services that are elevated, customer-centric, and hospitality-infused. The company provides superior care, unrivaled transparency, and tech-enabled convenience to help pets and pet parents live better lives together. Founded in 2017, Small Door is headquartered in New York. $20M / Series A / Apr 15, 2021
CozyKin CozyKin
CozyKin provided personal care by matching families to share a Montessori-trained nanny with modern tools. The platform raised over $8 million in venture capital and was acquired by Higher Ground Education in 2020.“Who will take care of my baby when I go back to work?” Millions of new mothers in America asked this question every year as theyincreasingly plan to return to the workforce earlier and earlier. Millennial families struggle to find the right care due to the shortage of childcare, complexity of the search and their increasing desire for cognitively-appropriate care. CozyKin ran the two-sided market between new families and great nannies. Families were grouped based on location, schedule and preferences. CozyKin-employed nannies cared for 2-3 infants at the same time in the private home of these families.For parents, we delivered better quality, convenience, socialization and value than daycares or nannies. We backed this up with easy-to-use tech, 24/7 customer support and our 100% satisfaction guarantee. $6M / Series A / May 20, 2019
Kindred Kindred
Kindred is a professional network built to prepare executives for the future of socially responsible business. Organizations are being held accountable for action on issues that include diversity, equity, inclusion, allyship, sustainability, violence, poverty, nutrition, education, and mental health. Kindred helps its members more intelligently andurgently close the gap between intent and action by providing access to a collaborative network of their peers, to renowned experts and training, and to the information, analysis, data, and research they need to make increasingly important decisions.Launched in 2020, Kindred’s membership has quickly grown to include leaders from companies such as Allbirds, B Lab, Casper, Chobani, Facebook, HBO, LinkedIn, Macy's, MassMutual, Meredith, Salesforce, Spotify, Twitter, Verizon, The Washington Post, and Wells Fargo. $3M / Seed / Feb 28, 2019
SimpleReach SimpleReach
SimpleReach is the #1 way for brands to measure and improve content ROI. By bringing together hundreds of data sources across websites, social channels, and publishers into the world's largest content data cloud, SimpleReach enables brands to understand how their content drives business outcomes everywhere. Leading content marketers likeIntel, Chase, and Home Depot rely on the SimpleReach platform to generate actionable insights that improve the impact of their content creation and distribution. Learn more at www.simplereach.com $13.6M / Series B / Apr 21, 2017
SimpleReach SimpleReach
SimpleReach is the #1 way for brands to measure and improve content ROI. By bringing together hundreds of data sources across websites, social channels, and publishers into the world's largest content data cloud, SimpleReach enables brands to understand how their content drives business outcomes everywhere. Leading content marketers likeIntel, Chase, and Home Depot rely on the SimpleReach platform to generate actionable insights that improve the impact of their content creation and distribution. Learn more at www.simplereach.com $9M / Series A / Jul 11, 2014
Coupang Coupang
Coupang offers an e-commerce platform that is powered by innovative technology and operations. It offers its customers possible prices and product selection within a convenient and personalized shopping environment.Powered by technology and operations, Coupang has set out to transform the end-to-end customer experience from revolutionizinglast-mile delivery to rethinking how Customers search and discover on a truly mobile-first platform. It was founded in 2010 and headquartered in Seoul, Seoul-t'ukpyolsi. $100M / May 28, 2014
Fashion Project Fashion Project
Fashion Project is the first designer shopping experience featuring exclusive apparel, shoes, and accessories that are generously donated by style icons, celebrities, and philanthropists from around the world. The majority of each sale is donated to charity. It was founded in 2011 and headquartered in Boston, Massachusetts. $1.8M / Seed / Apr 09, 2013
See all 11 investments →

Co-Investors

Ollie

About Ollie

VC Fund · Reno, United States

Ollie is a national service that delivers freshly cooked, human-grade food tailored to each dog’s nutritional needs. Ollie’s personalized meals are free of any by-products and are portioned, packaged, and delivered directly to your door for your best friend. By working with a specialized veterinarian to formulate their AAFCO-compliant recipes,Ollie is able to derive each dog’s exact nutritional needs based on a proprietary algorithm. The recipes are made of natural sources like sweet potato and cod liver oil, instead of heavy use of supplements, which makes it easier for the dog to absorb and get true nutritional benefits. Through these initiatives and Ollie’s carefully crafted diets, dogs can truly live their healthiest and happiest lives.

Ollie Contacts

NameEmailPhoneSocials
Nicholas Stafford
Nicholas Stafford CEO
Benjamin Sun
Benjamin Sun Co-Founder and Board Member
Joshua David Cotton
Joshua David Cotton VP, Engineering
Matt Cantatore
Matt Cantatore President/COO
William Powers
William Powers Senior Manager, Growth

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FAQ

What does Benjamin Sun invest in?

Benjamin Sun invests primarily in E-Commerce, Internet and Pet startups, most often at Seed and Series A stage. Most of the 11 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

When did Benjamin Sun last invest?

The most recent investment recorded for Benjamin Sun closed in Jul 2025. Shizune tracks 11 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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