The Earn Your Leisure Podcast

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Financial Literacy Media Platform, Founders of InvestFest

Podcast Hosts
Founders / CEOs
Business
Economy & Finance

The Earn Your Leisure Podcast: Biography at a Glance

  • Earn Your Leisure is a groundbreaking media platform and Top 20 business podcast founded by Troy Millings and Rashad Bilal, focused on democratizing financial education through a culturally relevant, pop culture-driven lens.
  • With over 50 million podcast downloads and 2 million+ social media followers, they’ve interviewed top figures from Mark Cuban and Robert Smith to Shaquille O’Neal and Tyler Perry.
  • They are the creators of InvestFest, the world’s largest financial literacy festival, which grew from 3,500 to 50,000 attendees in just three years and now includes global editions like InvestFest London at Royal Albert Hall.
  • Their live podcast tour, Market Mondays, has sold out major venues across Los Angeles, Toronto, London, Ghana, and The Theater at Madison Square Garden.
  • As speakers, they bring a dynamic mix of education, entrepreneurship, and cultural fluency, showing how financial empowerment can scale across industries, generations, and communities.

Videos

Biography

Earn Your Leisure is a revolutionary media platform co-founded by Troy Millings, a former elementary school educator, and Rashad Bilal, a former financial advisor, that is leading the charge on democratizing education in the worlds of business, investing, finance, and entrepreneurship. Their unique approach to financial literacy, often through the 'Edu-tainment' pop culture lens, has led to educating millions while collaborating with some of the biggest names in sports, media, and entertainment. The growing EYL media empire has spawned three top 100 podcasts and their own podcast network, a television series, touring properties, an annual conference, and is active in legislation to make financial literacy part of school curriculum. They’ve been featured in Forbes, Bloomberg, CNBC, CNN, Yahoo Finance, and more for their influential work in the financial literacy movement. This work has also resulted in partnerships with Ally Bank, the NBA G League, United Masters, and more.

Earn Your Leisure has amassed over fifty million downloads and is consistently ranked in the Top 20 Business Podcasts in the United States, peaking at #1 on the Apple Podcast charts. They’ve converted this success into over 2 million followers across social media, and have guests ranging from billionaires on the business side like Mark Cuban,  Robert Smith, and Don Peebles to titans of sports and media like Shaquille O’Neal, Tyler Perry, and Daymond John. With such a demand for financial literacy content, EYL began doing live events across the globe, leading to a sold out world tour of their podcast, Market Mondays, spanning Los Angeles, Toronto, London, Ghana, and a sold out show at the Hulu Theater in Madison Square Garden. They also give back to the community by doing free events and are a favorite on college campuses, most of which still do not have financial literacy courses.

More impressively, they've created what is now the biggest financial literacy festival in the world, InvestFest. InvestFest grew from 3,500 attendees in 2021 to 14,000 in 2022 and over 50,000 attendees over 3 days in 2023. They were also able to bring an iteration of it to London to the prestigious Royal Albert Hall, which has never been done before. Keynote speakers on InvestFest have included the most successful names in business, music, sports, venture capital, real estate, small business, and more. Previous keynote panelists have included Robert Smith, Chairman of Vista Equity Partners, Chris Lyons, General Partner at Andreesen Horowitz, Cathie Wood, CEO of ARK Invest,  Mike Novogratz, CEO of Galaxy Digital, Dan Cathy, former CEO of Chick-fil-a, and Rich Paul, CEO of Klutch Sports. They've brought together those names with other titans of media and entertainment, including Steve Harvey, Tyler Perry, Cam Newton, Lonzo Ball, Chris Paul, and others. Corporate sponsors have included Zillow, Fidelity Investments, and AT&T.

Additionally, Earn Your Leisure has built an educational platform, EYL University, an online interactive community that includes over 200+ archived webinars covering a range of business, finance, and entrepreneurial topics. EYL University has over 12,000 active members and is one of the fastest-growing private business education communities in existence.

Topics

Financial Fluency as a Driver of Performance, Equity, and Culturearrow-down

Earn Your Leisure co-founders Troy Millings and Rashad Bilal challenge companies to rethink financial education not as a personal side project for employees, but as a business imperative. When employees understand how money works in their own lives, they make better decisions, show up with more confidence, and feel more connected to opportunity. That mindset shift doesn’t just impact individuals—it improves performance, retention, and trust across the organization.

Troy Millings and Rashad Bilal break down the economic systems most people were never taught and explain how to navigate them with clarity and control. Their approach is rooted in cultural context, plain language, and practical strategies that meet people where they are. With a background that spans education, financial advising, and building one of the most influential business platforms in the country, they speak directly to the gaps in access and understanding, and how to close them.

FAQs

How do I book The Earn Your Leisure Podcast for my event?

Contact CAA Speakers at (424) 288-2898 or speakers@caa.com to book The Earn Your Leisure Podcast to speak at corporate or private events, keynote speeches, speaking engagements, workshops, fireside chats, motivational speaking, or virtual appearances. 

Quick booking process
  1. Email CAA Speakers with event details
  2. Get availability confirmation within 24 hours
  3. Review speaking fee and contract terms
  4. Sign agreement and finalize logistics

As one of the most influential talent agencies in the world, CAA handles all speaking engagements from contract to event day coordination.

Who is The Earn Your Leisure Podcast's booking agent?

CAA Speakers is the preferred booking agency to contact for The Earn Your Leisure Podcast’s speaking engagements. Contact speakers@caa.com for all The Earn Your Leisure Podcast in-person appearances and keynote speaking requests.

Contact The Earn Your Leisure Podcast's agent

CAA Speakers can check The Earn Your Leisure Podcast's speaking calendar with direct access to availability and official pricing. While many websites may list The Earn Your Leisure Podcast, CAA Speakers is the direct source for authentic information about availability and pricing.

What is The Earn Your Leisure Podcast's speaking fee?

The Earn Your Leisure Podcast's speaking fee varies by event type, location, and requirements. As a top keynote speaker, The Earn Your Leisure Podcast's fee reflects their expertise and market demand.

Speaking fee factors:
  • Event type and audience size
  • Travel distance and logistics
  • Presentation length and customization
  • Virtual vs. in-person delivery

Additional costs: Travel, accommodation, A/V requirements, and optional meet-and-greets.

Contact CAA Speakers at speakers@caa.com for The Earn Your Leisure Podcast's current speaking fee and detailed cost breakdown.

How much does it cost to book The Earn Your Leisure Podcast as a keynote speaker?

The cost to book The Earn Your Leisure Podcast as keynote speaker includes their speaking fee plus travel and logistics expenses.

Total booking cost includes:
  • The Earn Your Leisure Podcast's keynote speaking fee
  • Travel and accommodation
  • Technical requirements and A/V setup
  • Optional add-ons like book signing and meet & greets
Cost-saving options:
  • Virtual presentations
  • Local/regional events
  • Off-peak booking periods
  • Flexible event dates

Email speakers@caa.com for The Earn Your Leisure Podcast's exact booking cost and customized pricing proposal.

How to contact The Earn Your Leisure Podcast for speaking engagements?

Contact CAA Speakers at speakers@caa.com for all The Earn Your Leisure Podcast speaking engagements.

Official contact for The Earn Your Leisure Podcast bookings:

Include your event date, location, audience size, and budget when contacting CAA about booking The Earn Your Leisure Podcast.

Is The Earn Your Leisure Podcast available for virtual speaking events?

Yes, The Earn Your Leisure Podcast speaks at virtual events with professional-grade equipment and interactive presentation style.

The Earn Your Leisure Podcast's virtual event options:
  • Live virtual keynotes with Q&A
  • Interactive workshops and breakouts
  • Hybrid events (in-person + virtual)
  • Pre-recorded presentations

Virtual events offer global reach, flexible scheduling, and reduced travel costs while maintaining The Earn Your Leisure Podcast's engaging presentation quality.

Contact CAA Speakers for The Earn Your Leisure Podcast's virtual event availability and technical specifications.

What events can I book The Earn Your Leisure Podcast for?

Book The Earn Your Leisure Podcast for corporate conferences, industry events, private functions, and virtual presentations. The Earn Your Leisure Podcast customizes content for any audience size or event type.

Event types:
  • Corporate meetings and conferences
  • Industry summits and trade shows
  • Private executive retreats
  • Educational institution events
  • Virtual and hybrid conferences

The Earn Your Leisure Podcast engages audiences from private executive meetings to large conferences with thousands of attendees.

Contact CAA Speakers to discuss how The Earn Your Leisure Podcast can customize their presentation for your specific event.

The Earn Your Leisure Podcast booking information and availability

Check The Earn Your Leisure Podcast's speaking availability through CAA Speakers at speakers@caa.com. Book 3-6 months in advance for best date selection during peak seasons (September-November, March-May).

Availability factors:
  • Event date and location
  • Speaking fee and budget
  • Lead time for booking
  • Peak conference seasons
Booking timeline:
    3-6 months: Best availability
  • 3-6 months: Best availability
  • 2-3 months: Good availability
  • 1-2 months: Select availability
  • Under 30 days: Limited availability

Contact CAA early in your planning process to secure The Earn Your Leisure Podcast for your preferred event date.

Book The Earn Your Leisure Podcast keynote speaker through CAA

Book The Earn Your Leisure Podcast through CAA Speakers for guaranteed authentic representation and professional event coordination. CAA is the preferred booking agent for The Earn Your Leisure Podcast, with direct access to their speaking availability and decades of experience representing the world’s top keynote speakers.

CAA booking advantages:
  • Direct access to The Earn Your Leisure Podcast's calendar
  • 24-hour availability confirmations
  • Professional contract negotiation
  • Full logistics coordination
  • Industry-leading client service

Trusted by Fortune 500 companies for their most important speaking engagements. Contact speakers@caa.com to book The Earn Your Leisure Podcast for your next event.

Will The Earn Your Leisure Podcast speak at private events?

Yes, The Earn Your Leisure Podcast speaks at private corporate events, executive retreats, board meetings, and exclusive functions.

Private event types:
  • Executive retreats and board presentations
  • Client entertainment and VIP gatherings
  • Corporate celebrations and award ceremonies
  • Private dinners and exclusive functions

Private event benefits: Customized content, enhanced interaction, complete confidentiality, and flexible scheduling.

Contact CAA Speakers for The Earn Your Leisure Podcast's private event availability and confidential pricing proposals.

How quickly will I get a response about booking The Earn Your Leisure Podcast?

CAA Speakers responds to The Earn Your Leisure Podcast booking inquiries within 24 hours during business days. Complex requests or international events may take up to 48 hours for detailed proposals.

Response timeline:
  • Initial acknowledgment: Within 24 hours
  • Availability confirmation: 24-48 hours
  • Detailed pricing proposal: 48-72 hours
  • Urgent requests: Same-day priority response

Include complete event details (date, location, audience size, budget) for fastest response times.

How far in advance should I book The Earn Your Leisure Podcast?

Book The Earn Your Leisure Podcast 3-6 months in advance for best availability, especially during peak speaking seasons. Early booking ensures better date selection and rate negotiations.

Recommended booking timeline:
  • 3-6 months: Optimal availability and pricing
  • 2-3 months: Good availability
  • 1-2 months: Select availability
  • Under 30 days: Limited availability

Peak seasons: September-November and March-May book fastest. Contact CAA Speakers early for priority consideration.

How do I get The Earn Your Leisure Podcast pricing information?

Get The Earn Your Leisure Podcast pricing information by contacting CAA Speakers at speakers@caa.com with your event details. Receive detailed cost breakdown within 24-48 hours with no obligation to book.

For accurate pricing, include:
  • Event date and location
  • Audience size and type
  • Event format and duration
  • Budget parameters

CAA provides transparent pricing with all costs included - speaking fee, travel, accommodation, and technical requirements.

Check Availability

For speaker-related inquiries, email speakers@caa.com, or send us a message using the form below.