All Episodes

March 27, 2025 48 mins

In this episode, I sit down with Shideler Bennett, a multi-unit Crumbl Cookies franchisee, SaaS founder, and business builder who scaled a $12 million portfolio by the age of 30. From cold-calling insurance agencies to building a 10-unit franchise empire and launching a software company that’s changing how franchisees operate — Shideler shares the gritty, behind-the-scenes truth of what it really takes to grow fast, take risks, and build a business that lasts.

 

Whether you're looking to buy a franchise, start a SaaS business, or just get inspired by someone who took massive action during uncertain times, this episode is packed with insights you don’t want to miss.

 

🔑 What We Cover in This Episode:

 

How Shideler started with Crumbl Cookies during the pandemic

Scaling from 1 to 10 Crumbl locations across 3 states

Raising capital through creative funding (friends, family, investors)

Why he launched a SaaS platform for franchisors & franchisees (CoverPanda)

The emotional toll of rapid growth and how he pushed through doubt

Practical tips for franchise funding, scaling, and operations

What to know about owning a franchise in California

Why he believes franchising is the best fast track to entrepreneurship

 

🎯 Who This Episode Is For:

 

Aspiring franchise owners

Entrepreneurs in their 20s & 30s

Founders scaling multi-unit businesses

SaaS startup builders

Anyone looking for business growth inspiration

 

📈 Connect with Shideler Bennett: 🔗 LinkedIn: https://www.linkedin.com/in/scheidlerbennett

💼 CoverPanda (SaaS for Franchises): https://coverpandaco.com

 

7 Steps to Owning a Franchise:

https://path2frdm-1.hubspotpagebuilder.com/path-to-freedom-about-franchising

 

If you would like to learn more about this particular franchise opportunity or discuss franchise ownership in general - feel free to use the link to my calendar below to schedule a free, no-obligation introductory meeting. 

 

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!

 

#Franchising #BusinessGrowth #Entrepreneurship

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Boysober

Boysober

Have you ever wondered what life might be like if you stopped worrying about being wanted, and focused on understanding what you actually want? That was the question Hope Woodard asked herself after a string of situationships inspired her to take a break from sex and dating. She went "boysober," a personal concept that sparked a global movement among women looking to prioritize themselves over men. Now, Hope is looking to expand the ways we explore our relationship to relationships. Taking a bold, unfiltered look into modern love, romance, and self-discovery, Boysober will dive into messy stories about dating, sex, love, friendship, and breaking generational patterns—all with humor, vulnerability, and a fresh perspective.

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.