# Earn Your Leisure

Earn Your Leisure is an Asset Manager based in New York, United States.

## Overview

- **Organization type:** Asset Manager
- **Headquarters:** New York, United States
- **Region:** North America
- **Address:** New York, NY, United States
- **Founded:** 2019
- **Assets under management:** Undisclosed
- **Website:** earnyourleisure.com
- **LinkedIn:** https://www.linkedin.com/company/earn-your-leisure

## Regulatory record

- **Reports private funds:** No

## About

The Money Plays Behind Business, Sports, & Entertainment | The Earn your Leisure Podcast gives behind the scenes financial views into the entertainment and sports industries, highlights back stories of entrepreneurs, breakdown business models and examines the latest trends in finance. Earn Your Leisure is a college business class mixed with pop culture. We blend the two together for a unique and exciting look into the world of business.

## Sectors

- Media & Entertainment
- Education
- FinTech

## Offices

- Menlo Park, CA
- San Rafael, CA
- San Francisco, CA
- Boulder, CO
- Berkeley, CA
- Atlanta, GA

## People

- Rashad Bilal — Co-Founder
- Troy Millings — Co-Founder

## Questions

### Who founded Earn Your Leisure and what is their professional background?

Rashad Bilal is a financial advisor who built a practice in the New York area before co-founding the podcast. Troy Millings is a former educator and athletic director who brought his background in coaching and school administration into the firm's approach to community financial literacy. The two met through their shared Bronx network and recognized an unmet demand for investment and business education delivered in an accessible, culturally credible format.

### How does Earn Your Leisure source the deals it invests into?

Deal flow comes predominantly through the platform itself — founders appear on the podcast as guests, audience members surface opportunities, and the firm's event franchises create in-person networks that generate proprietary introductions. This inbound model is a structural departure from the typical GP fundraising process; companies often pursue Earn Your Leisure's audience exposure as much as its capital.

### Does Earn Your Leisure participate in fund commitments or only direct deals?

The firm invests directly into operating companies and does not publicly disclose commitments to external fund vehicles. The known posture favors equity and equity-like instruments in startups where the founders value media amplification alongside capital, rather than passive LP stakes in institutional funds.

### What is Invest Fest and how does it relate to the investment business?

Invest Fest is Earn Your Leisure's annual live event that brings together thousands of attendees for panels, keynotes, and networking focused on investing and entrepreneurship. Speakers have included fund managers, professional athletes, and corporate executives. The conference serves simultaneously as a revenue stream, a brand tentpole, and an in-person sourcing channel for investment opportunities that emerge from attendee and speaker relationships.

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Last updated: 2026-06-03T20:00:00.000Z

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