Earn Your Leisure
5 Granada Cres Apt 20, White Plains, New York, 10603, United States
Overview
Earn Your Leisure gives behind the scenes financial views into the entertainment and sports industries as well as highlighting back stories of entrepreneurs.
- Total investments
- 2
- Lead investments
- 1
- Investments · 12mo
- 1
- Active investors
- 1
Sector focus
- Podcast
Investment portfolio
- Path Intelligence
Led · Equity · Aug 2026
Path Intelligence has recently been active in the startup competition and grant circuit, winning the Open Pitch at Invest Fest. Over the past six months the company secured a $50,000 NC IDEA SEED grant and subsequently a $125,000 investment from Open Opportunity Fund and Earn Your Leisure. Coverage emphasizes the team’s fundraising momentum and competition successes. The articles do not provide details about the company’s product, revenue, users, or specific plans for growth. No founding year, location, or valuation information was disclosed.
- LOOP
Participated · Series A · Oct 2021
Loop is building an equitable auto-insurance platform that replaces traditional demographic factors like credit score and education level with real-time roadway conditions and driver behavior. Operating as a managing general agent (and certified B-corp), the company vertically integrates with carriers while owning customer acquisition, underwriting, and servicing. Its proprietary dataset of more than 100 million crashes across 27 states, combined with traffic, infrastructure, and weather inputs, powers AI models that generate personalized quotes via a smartphone app. Telematics continuously tracks driving to refine pricing and reward safe habits, targeting millennial and Gen Z drivers comfortable with data sharing. Loop earns a gross commission on every policy it sells. The service is slated to launch—pending regulatory approval—in Ohio, Illinois, Pennsylvania, and New York. Seed capital is being directed toward hiring and expanding its data-science infrastructure ahead of market entry.
Team
Troy Millings
Co-Founder
LinkedIn