07-20-2025:Entrepreneurs: Making Money with AI in Media with Rob Greenlee + Others, Episode #263

Our Featured Guest for Sunday, July 20, 2025 is Rob Greenlee

Rob Greenlee is a well-known 20 year podcast SaaS and marketing executive, show host, evangelist, professional speaker, and panel moderator/keynoter inside and outside the podcasting industry globally. Rob joins us to explore how AI is revolutionizing content creation—and what that means for entrepreneurs. From AI-generated co-hosts to instant, hyper-targeted advertising, Rob shares insider insights on where media is heading and how founders can stay ahead of the curve. He is currently the Founder of Spoken Life Media, LLC, Host of “Podcast Tips with Rob Greenlee” LIVE streamed every Thursday, 7 pm EST on Rob Greenlee Channels, and Host of Spoken Life Show  and Co-Founder/Adviser, PodcastEZ.com. Rob is also the former Board Governor “Treasurer” Member and former Founding Chairperson of The Podcast Academy, and Current Chairperson, Podcast Hall of Fame and 2017 Inductee into the Podcast Hall of Fame. 

In his roles at new media, tech, and podcast SaaS platform companies like Microsoft, PodcastOne, Spreaker, Voxnest, Libsyn, Advertisecast, Podbean and StreamYard. He has managed content providers, technology, distribution, and monetization partner relationships at all levels. He also focuses on building trust in podcasting to maintain its long-held values around authenticity, openness, sharing of ideas, independent creators, and innovation.

Rob’s long and storied history on nationally syndicated terrestrial broadcast radio starting in 1999, then webcast and podcast WebCast World Radio Show was heard on XM satellite radio and is recognized as the first broadcast radio program in the world to begin podcasting on Sept 15th, 2004. To hear archived audio shows from 1999 through 2006.

He is an active three-times-a-week podcaster and video show host by co-hosting The New Media Show audio & video podcast that streams LIVE every Wednesday afternoon at Noon PST/3 pm EST. Host of Trust Factor with Rob Greenlee” 

A few years ago, he stopped publishing his three-year-old 186-episode podcast series, Spreaker Live Show on Spreaker.  He is also the former founder and lead host of the WebTalk World Radio Show and Zune Insider podcast. 

Read more at: https://robgreenlee.com/

Entrepreneur Presenters:

Tania Crawford is a Beauty Industry Strategic Business Consultant, Designer Hair Extensionist and the CEO of Tania Crawford Beauty. Tania combines her deep-rooted passion, experience and skill in the beauty industry with strategic business insights to redefine what a beauty brand can be. Under her direction, the company has become known for not only its daily excellence in hair extensions and inspiration within the beauty industry, but also advising and implementing practical business strategies grounded in innovation and out-of-the-box thinking to create unforgettable beauty experiences for clients, business associates, and partnering brands.

Tania is ranked in the top 2% of elite hair extensionist worldwide, Tania has made a name for herself as one of the most sought-after global hair experts and makeup artist who brings a unique blend of creativity and personal expression to every project. Her work is characterized by its attention to detail, innovative techniques, and the ability to capture and enhance the natural beauty of her clients. Based in Florida, Tania and her team travel worldwide to meet the needs of clients and business partners.

As a first-generation immigrant, she migrated to the United States at the age of 21. In a short period of time, she achieved big milestones, including winning a Beacon award, earning a nomination for a North American hairstyling award (NAHA), and being published in numerous national and international magazines. Her work can be seen across television, film, and print. Tania’s artistic talent has been showcased at major fashion events like Christian Siriano’s Fashion Show and Miami Swim Week, cementing her status as a leader in the beauty industry. This led her to be able to travel all over the United States for work, and clients -with all expenses paid of course. 

Tania noticed a growing need for hairstylists wanting to be successful behind the chair. She realized the need for guidance on achieving an individual income of over $100,000 or more. Tania observed that conventional styling education often falls short of providing comprehensive insights into generating multiple six figures while factoring in overhead costs and taxes. Everyone can generate six figures with simple strategies. Tania’s mission is to empower individuals to make $500,000 or more behind the chair as a sole proprietor. Simply because of the lack of information out there to make it in the hair world, Tania developed one-on-one coaching. Her coaching has a unique approach. Tania Crawford finds dream clients, creates multiple income streams, and lets her launch her transformative $100,000 and up mastermind retreat.

Unlock the path to becoming a $50,000 monthly earner and $500,000+ stylist! Tania is hosting a Luxury Hair Stylist Retreat in Destin, Florida in 2026 where participants will gain insights into corporate personality training, client identification, tailored consultations, wealth planning, social media strategies, rebranding, exclusive makeovers, networking, and business restructuring. Elevate your styling business with these comprehensive sessions. Read more at: https://taniacrawfordedu.com/

Matthew Tomao is the CEO and founder of Service Level Advisors, a company that has helped numerous security and AV integrators grow their service agreement programs from the ground up—often from $0 to over $7 million in recurring monthly revenue (RMR). By condensing more than 15 years of experience in the electronic security and AV industry into a streamlined, highly effective program, Service Level Advisors enables clients to save time and money while generating RMR quickly.

The company provides integrators with everything needed to launch a successful service agreement program, including document templates, contracts, and marketing copy. Clients typically recoup the consulting fee shortly after engagement, with many achieving a tenfold return within three months. To date, the program has empowered clients to sell over a million dollars in RMR—and that number continues to grow. Read more at: https://www.sladvisers.net/