Why This Former Executive Bet Big on Dumpsters—and Won episode artwork

EPISODE · May 29, 2025 · 1H 9M

Why This Former Executive Bet Big on Dumpsters—and Won

from Franchise Unfiltered · host Path 2 Freedom

In this episode of the Franchise Unfiltered podcast, Wes Barefoot sits down with Larry Oglesby—a former corporate executive turned fast-scaling franchisee. Larry shares how he transitioned from a 30-year corporate career into owning two franchise businesses in just 18 months: Redbox Plus Dumpsters and Cool Bins.   We dive deep into how Larry built his franchise portfolio under the Belfor umbrella, the surprising synergy between dumpster rentals and portable storage, and why trust, leadership, and people-first hiring are his secret weapons. Larry also reveals why he believes franchise ownership, franchise scalability, and franchise opportunity are more attainable than most think—even after losing seven figures during COVID.   Whether you're a burned-out executive, a curious entrepreneur, or someone looking to buy a franchise business, this episode is packed with raw, real-world wisdom from someone who’s walked the walk.   ✅ Learn why Larry calls franchising a “second career with more freedom” ✅ Hear how he went from consulting global CEOs to hauling dumpsters (by choice!) ✅ Find out how to scale your franchise, scale your team, and scale your income   📍Larry operates Redbox Plus and Cool Bins in Greater Athens, GA. Find him by searching: Redbox Plus Dumpsters Athens, Cool Bins Athens, or connect on LinkedIn.   7 Steps to Owning a Franchise: https://path2frdm-1.hubspotpagebuilder.com/path-to-freedom-about-franchising   🔗 Want help finding the right franchise? Book a free strategy call with Wes:  https://calendly.com/wes-barefoot/introcallwithwes   Connect with Wes:   Instagram: https://www.instagram.com/path2frdm/ Facebook: https://www.facebook.com/path2frdm Linkedin: https://www.linkedin.com/in/wesleybarefoot/   👍 Like, Comment & Subscribe for more insights on business, franchising, and financial freedom!   #Franchise #Leadership #Entrepreneurship

In this episode of the Franchise Unfiltered podcast, Wes Barefoot sits down with Larry Oglesby—a former corporate executive turned fast-scaling franchisee. Larry shares how he transitioned from a 30-year corporate career into owning two franchise businesses in just 18 months: Redbox Plus Dumpsters and Cool Bins.   We dive deep into how Larry built his franchise portfolio under the Belfor umbrella, the surprising synergy between dumpster rentals and portable storage, and why trust, leadership, and people-first hiring are his secret weapons. Larry also reveals why he believes franchise ownership, franchise scalability, and franchise opportunity are more attainable than most think—even after losing seven figures during COVID.   Whether you're a burned-out executive, a curious entrepreneur, or someone looking to buy a franchise business, this episode is packed with raw, real-world wisdom from someone who’s walked the walk.   ✅ Learn why Larry calls franchising a “second career with more freedom” ✅ Hear how he went from consulting global CEOs to hauling dumpsters (by choice!) ✅ Find out how to scale your franchise, scale your team, and scale your income   📍Larry operates Redbox Plus and Cool Bins in Greater Athens, GA. Find him by searching: Redbox Plus Dumpsters Athens, Cool Bins Athens, or connect on LinkedIn.   7 Steps to Owning a Franchise: https://path2frdm-1.hubspotpagebuilder.com/path-to-freedom-about-franchising   🔗 Want help finding the right franchise? Book a free strategy call with Wes:  https://calendly.com/wes-barefoot/introcallwithwes   Connect with Wes:   Instagram: https://www.instagram.com/path2frdm/ Facebook: https://www.facebook.com/path2frdm Linkedin: https://www.linkedin.com/in/wesleybarefoot/   👍 Like, Comment & Subscribe for more insights on business, franchising, and financial freedom!   #Franchise #Leadership #Entrepreneurship

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This episode is 1 hour and 9 minutes long.

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This episode was published on May 29, 2025.

What is this episode about?

In this episode of the Franchise Unfiltered podcast, Wes Barefoot sits down with Larry Oglesby—a former corporate executive turned fast-scaling franchisee. Larry shares how he transitioned from a 30-year corporate career into owning two franchise...

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