Brian O'Reilly

Head of Innovation

📍 Cayman Islands, Cayman Islands🔄 Updated September 2026💼 7 investments📅 8 years investing🗓 Last invested Jan 2021
VC🌍 Cayman Islands
7
Total investments
6
Early stage
0
Mid stage
1
Late stage
8y
Years active

Portfolio

7 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Board Observer
Jan 2021
Players Health is a risk services and insurance firm that protects athletes and sports organizations with a comprehensive risk management platform. We use an interactive mobile and web-based platform designed to allow sports organizations to track and manage everything including compliance, injuries, misconduct, and insurance. Our products are built to walk alongside each and every amateur athlete and sports organization with accessibility that is in the palm of their hand. Through our technology offerings, we provide insights needed to better manage risk and to create a safer environment for athletes.
late stageInsurance
Board Observer
Jun 2019
Leap is a provider of innovative occupancy and risk management solutions for the multifamily, single-family, and student housing rental markets. Its products serve to make apartment and single-family leases more affordable, providing insurance alternatives to security deposits and guarantors. It is Leap’s mission to improve the financial performance of landlords while making renting more accessible. Leap’s products mitigate the need for landlords to take security deposits, thereby streamlining the leasing process, reducing move-in costs for renters, and driving higher occupancy rates. Leap currently serves clients who own and operate over 1,000,000 homes across 50 states. For more information, visit Leapeasy.com.
early stageReal Estate
Board Observer
Jun 2019
Coterie Insurance puts insurance agents and brokers first, delivering instant business insurance across the United States. Coterie uses a partnership-based approach to help insurance professionals unlock untapped revenue in the small commercial space. With an innovative quoting platform that delivers accurate pricing and bindable quotes in less than one minute, Coterie is making small business insurance effortless.   
early stageInsurance
Board Observer
May 2019
battleface, Inc. is a full-stack global company enabling customers and partners to easily select travel insurance products and services that perfectly fit their needs. Access to custom built embedded products, relevant benefits and responsive customer service from any device, any time, any place —welcome to a better insurance experience. Welcome to battleface!
early stageInsurance
Board Observer
May 2019
battleface, Inc. is a full-stack global company enabling customers and partners to easily select travel insurance products and services that perfectly fit their needs. Access to custom built embedded products, relevant benefits and responsive customer service from any device, any time, any place —welcome to a better insurance experience. Welcome to battleface!
early stageInsurance
Board Observer
May 2019
Cove is a New Zealand company bringing a touch of innovation and simplicity to the insurance industry. We are a new digital-first company launching in New Zealand in 2017. We are a team of insurance veterans and innovation enthusiasts. We know how insurance works inside-out and we are now building a digital platform on which New Zealanders will soon be able to buy, manage, and claim insurance on.
early stageInsurance
Board Observer
Sep 2018
Sana is on a mission to make healthcare understandable, accessible, and affordable for all. The first step: better health plans for small businesses. We help small businesses offer high-quality benefits, save on healthcare costs, and avoid expensive employee turnover. Our members get comprehensive medical, dental, and vision coverage, plus access to over a dozen $0 healthcare options — such as virtual pediatrics, mental health, and maternity care. By bringing healthcare innovation downmarket to the generally neglected small business sector, Sana is laying the groundwork for a healthcare revolution. Sana is hiring in Operations, Product, Engineering, Sales and more - APPLY TODAY! http://bit.ly/joinsana
early stageInsurance
Experience · 9 entries
All (9)
Investments (7)
Board (7)
2021
Board Observer
Jan 2021
Players Health is a risk services and insurance firm that protects athletes and sports organizations with a comprehensive risk management platform. We use an interactive mobile and web-based platform designed to allow sports organizations to track and manage everything including compliance, injuries, misconduct, and insurance. Our products are built to walk alongside each and every amateur athlete and sports organization with accessibility that is in the palm of their hand. Through our technology offerings, we provide insights needed to better manage risk and to create a safer environment for athletes.
late stageInsurance
2019
Board Observer
Jun 2019
Leap is a provider of innovative occupancy and risk management solutions for the multifamily, single-family, and student housing rental markets. Its products serve to make apartment and single-family leases more affordable, providing insurance alternatives to security deposits and guarantors. It is Leap’s mission to improve the financial performance of landlords while making renting more accessible. Leap’s products mitigate the need for landlords to take security deposits, thereby streamlining the leasing process, reducing move-in costs for renters, and driving higher occupancy rates. Leap currently serves clients who own and operate over 1,000,000 homes across 50 states. For more information, visit Leapeasy.com.
early stageReal Estate
Board Observer
Jun 2019
Coterie Insurance puts insurance agents and brokers first, delivering instant business insurance across the United States. Coterie uses a partnership-based approach to help insurance professionals unlock untapped revenue in the small commercial space. With an innovative quoting platform that delivers accurate pricing and bindable quotes in less than one minute, Coterie is making small business insurance effortless.   
early stageInsurance
Board Observer
May 2019
battleface, Inc. is a full-stack global company enabling customers and partners to easily select travel insurance products and services that perfectly fit their needs. Access to custom built embedded products, relevant benefits and responsive customer service from any device, any time, any place —welcome to a better insurance experience. Welcome to battleface!
early stageInsurance
Board Observer
May 2019
battleface, Inc. is a full-stack global company enabling customers and partners to easily select travel insurance products and services that perfectly fit their needs. Access to custom built embedded products, relevant benefits and responsive customer service from any device, any time, any place —welcome to a better insurance experience. Welcome to battleface!
early stageInsurance
Show all 9 entries ↓
Investment activity
2018–2021 · 7 investments
201812019520211
Recent (last 2 years)Earlier