Building The Business

Will Boyd

Building The Business goes behind the polished success stories to uncover how real companies are actually built. Host Will Boyd sits down with business owners for honest conversations about the struggles, breakthroughs, numbers, and lessons that shaped their journeys. No highlight reels. Just real stories and practical insights from the people doing the work.

Episodes

  1. 5d ago

    From a Broken-Down $5K Car to a 50-Car Rental Fleet w/George Madden of Car Rental Coach

    George Madden’s first rental car broke down on its very first trip. His second generated more than $27,000 in revenue before it was totaled. Those early experiences became the foundation for a 50-car rental operation and, eventually, Car Rental Coach. In this episode of Building The Business, Will Boyd sits down with George to unpack how he entered the car rental industry, learned the business through trial and error, and partnered with Peter Habib to help other entrepreneurs start and scale rental-car companies. George explains why inexpensive economy cars can outperform luxury vehicles, how he evaluates a potential market, and why buying the right vehicle matters more than simply owning the nicest one. He also shares how commercial insurance, GPS tracking, maintenance systems, financing, and co-hosting arrangements fit into the business model. They also discuss: • How George started with approximately $10,000 • The mistakes he made with his first rental car • How he grew from one vehicle to a 50-car fleet • Why he contacted a potential competitor who later became his business partner • How rental cars can work in smaller markets • The difference between building a side income and creating a full-time operation • Why George remains bullish on economy vehicles • The potential future of autonomous rental fleets Whether you are interested in starting a car rental business or simply enjoy hearing how entrepreneurs identify overlooked opportunities, this conversation offers an honest look at the risks, systems, and decisions behind building a profitable fleet. Learn more about George, Peter, and Car Rental Coach at https://carrentalcoach.com.

  2. Oct 28

    From Selling Nike Socks in Middle School to Building Leadbird.io w/Nick Abraham

    Nick Abraham’s entrepreneurial journey started in middle school, when he customized Nike socks in his school’s colors and sold them to other students. That early experiment eventually led to basketball tournaments, a faceless finance Instagram account, an unprofitable marketing agency, and the discovery of the skill that would change the direction of his career: outbound sales. Today, Nick is the founder of Leadbird.io, a B2B lead generation company specializing in cold email, cold calling, and LinkedIn outreach. In this episode of Building The Business, Nick shares how he went from struggling to find customers for his first agency to developing the outbound systems that became the foundation of Leadbird. We discuss why cold email can work especially well in industries where competitors are not using it, how to decide between a direct offer and a lead magnet, and why the success of any lead generation campaign ultimately depends on the strength of the offer behind it. Nick also explains how local service businesses can use outbound to pursue larger commercial opportunities, why founders should validate their offer before hiring a lead generation agency, and what business owners need to understand before outsourcing customer acquisition. Later in the conversation, Nick shares how Leadbird is rebuilding its internal technology with AI, improving client communication, increasing the speed at which campaigns launch, and using years of campaign data to make better decisions for customers. We also talk about leadership, taking responsibility when managing outside vendors, and why business owners cannot completely abdicate important functions like marketing or finance. This episode offers an honest look at what it takes to develop a valuable skill, turn that skill into a business, and continue improving the product even after the company has achieved meaningful growth. Learn more about Nick and Leadbird at https://leadbird.io. Follow us at www.buildingthebusiness.co

  3. Oct 21

    Building What Tenants Actually Want w/ Wills Francis, Founder of Former Colleagues

    What makes someone choose one apartment building over another? For many real estate developers, the answer is based on assumptions about location, amenities, and design. Wills Francis is helping developers replace those assumptions with actual tenant research. Wills is the founder of Former Colleagues, a tenant strategy and execution firm that works with multifamily and mixed-use developers. By combining his background in brand strategy, market research, construction, and real estate development, Wills helps developers understand what prospective tenants genuinely value before major design and investment decisions are made. In this episode of Building The Business, Wills shares how he found his niche at the intersection of branding and real estate, developed his service alongside an early client, and built a process for turning tenant insights into better-performing properties. We also discuss why the most impressive amenities do not always influence leasing decisions, how developers can allocate capital more strategically, and why differentiation has become increasingly important in competitive multifamily markets. Topics include: • Whether entrepreneurs are born or built • Finding a business opportunity at the intersection of your experience • Developing a new service with direct client feedback • Using tenant research to guide real estate decisions • Creating differentiation in multifamily developments • Improving lease-up speed and reducing concessions • How long-term renting is changing the housing market • The future of Former Colleagues Learn more about Wills and Former Colleagues at https://formercolleagues.com.

  4. Oct 15

    From Corporate Healthcare to Running a Pet Care Company | Danielle Krueger

    Danielle Krueger never expected to become an entrepreneur. She liked structure, clear expectations, and climbing the corporate ladder. But after years of working in healthcare operations, she reached a breaking point and quit her job from an airport without a detailed plan for what came next. That decision eventually led Danielle to franchise ownership and the launch of Woofie’s of South Tampa, a pet care company providing mobile grooming, dog walking, pet sitting, and other services. In this episode of Building The Business, Danielle joins Will Boyd to share how she transitioned from corporate healthcare into business ownership and what she has learned while building a local service business. She discusses choosing the right franchise, working 18-hour days during the company’s early stages, finding dependable employees, generating leads through Google and local networking, and adjusting marketing based on staffing and capacity. Danielle also explains how she has changed her leadership style to better connect with younger employees, why she believes business owners should always be recruiting, and how hiring the right support has helped her move from doing every job herself to actually leading the business. If you are considering leaving the corporate world, purchasing a franchise, or growing a service-based business, this conversation offers an honest look at the risks, challenges, and personal growth involved in becoming a business owner. Learn more about Woofie’s of South Tampa: https://www.woofies.com/south-tampa/ Connect with Danielle on LinkedIn: https://www.linkedin.com/in/danielle-krueger-45693017/

About

Building The Business goes behind the polished success stories to uncover how real companies are actually built. Host Will Boyd sits down with business owners for honest conversations about the struggles, breakthroughs, numbers, and lessons that shaped their journeys. No highlight reels. Just real stories and practical insights from the people doing the work.