Roll Up & Roll Out

Hosted by Paul Childers

Business Investing

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Latest episode

Jun 2026

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About the show

Husband and father to 2 kids 11 and 6 business owner and educator. I work to help business owners understand lending better and get them access to loans that benefit them financially and personally by not abusing their personal credit and protecting their personal assets. I believe lending when used properly with the correct credit systems can be a huge boost to your business.

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43 recent

June 11, 202618 min

How AI Can Help You Compete Against Companies 10X Your Size

Matt Shepard, a business owner with a background in real estate investment and general contracting, discusses his journey into AI and automation, and how he helps other business owners implement AI solutions to improve their operations and compete with larger businesses.TakeawaysReal estate investment and general contracting backgroundTransition from real estate investing to AI and automationHelping small and medium-sized businesses compete with larger businesses using AIChapters00:00 Engaging with Matt Shepard

April 14, 202645 min

How Chuck the Plumber Built a $22M Business from Nothing

Chuck Staszkiewicz, also known as Chuck the Plumber, shares his journey of starting a plumbing company from his garage with zero capital and growing it to $22 million a year in revenue. He discusses the importance of setting up the right environment for success and the mindset of taking risks and making bold decisions in entrepreneurship. The conversation covers Chuck's journey as a business owner, the challenges he faced, and the lessons he learned. It also delves into the importance of mentorship, learning from mistakes, and the value of networking and relationships in business.TakeawaysEnvironment for successTaking risks and making bold decisions Sales will winBe ready to receive informationUnderstanding business finances is crucialMentorship can accelerate business growthRelationship building is essential for business ownersChapters00:00 Introduction and Journey to Utah06:11 Starting a Business with Zero Capital12:01 Taking Risks and Making Bold Decisions17:56 Clarity and Direction in Entrepreneurship23:26 Early Business Challenges29:24 Learning and Understanding Every Position in the Business36:04 The Role of Relationships and Networking in Business Growth

April 7, 202626 min

Stop Doing It All: How Smart Owners Leverage People

The conversation delves into Nathan's entrepreneurial journey, from his early life experiences to the challenges and lessons learned in business ownership. It explores the transition from business ownership, the importance of hiring and managing employees, and the significance of compartmentalizing business ventures. Additionally, it highlights personal productivity, networking, leveraging human equity, hiring based on character, and venturing into the cannabis industry.TakeawaysEntrepreneurial JourneyBusiness Ownership ChallengesChapters00:00 Early Life and Introduction to Business08:21 Hiring and Managing Employees15:32 Leveraging Human Equity21:30 Venturing into the Cannabis Industry

April 7, 202630 min

Built on Discipline: A Veteran’s Approach to Business

The conversation delves into the challenges of transitioning from military to business life, the importance of accountability and culture in business operations, the significance of documentation and processes, and the value of mentorship and learning from experiences. The guest shares insights from his own journey and highlights the need for adaptability, accountability, and a strong company culture in the business world.TakeawaysAdaptation to civilian life after military serviceImportance of accountability and culture in businessThe significance of documentation and processes in business operationsThe value of mentorship and learning from experiencesChapters00:00 Transition from Military to Business10:21 Accountability and Culture in Business21:00 Mentorship and Learning from Experiences

April 7, 202622 min

The 90-Day Shift That Can Transform Your Business

The conversation with Anthony Moses covers the journey of a firefighter turned flooring contractor and business consultant. It delves into the challenges of the contracting industry, the transition to 90-day clarity sessions, the role of virtual assistants, and the impact of systems and processes on business growth. The importance of proactive preparation and the value of virtual assistants in reducing stress and offloading tasks are key takeaways from the discussion.TakeawaysVirtual assistants provide valuable support for business owners in the contracting space.The importance of implementing systems and processes to offload tasks and reduce stress.Chapters00:00 Introduction and Background05:05 Virtual Assistant and Business Growth13:17 Impact of Systems and Processes19:25 Importance of Proactive Preparation

April 7, 202622 min

The Hidden Cost of Bad Bids

The conversation with Chase Hennessey, owner of Home and Grounds, covers the journey of starting and growing a business, focusing on quality over quantity, the role of design in client engagement, lessons in business growth and collaboration, employee management, seasonal business challenges, and the importance of quality bidding and client satisfaction.TakeawaysQuality over quantityCollaboration and networkingChapters00:00 Quality Bidding and Client Satisfaction

April 7, 202624 min

If You’re Not Tracking This, You’re Losing Sales

The conversation delves into the significance of sales processes for small business owners and the importance of understanding and leveraging data for sales success. It also explores the complexity of sales and leadership, as well as the role of metrics and data in sales.TakeawaysSales processes are crucial for small business ownersUnderstanding and leveraging data is essential for sales successChapters00:00 Metrics and Data in Sales

April 7, 202621 min

Building It Right Before It Starts: Lessons from North Star Earthworks

The conversation with Andy Pittman from North Star Earthworks LLC covers his journey into construction, the unique perspective of combining tree work and land clearing, coaching and guiding homeowners, pre-planning and cost savings, valuing people and business integrity, implementing systems and processes, learning from past experiences, business and marriage, and understanding self-worth and collaboration.TakeawaysCombining tree work and land clearing provides a unique perspective on the build processEffective communication and partnership with customers and contractors lead to successful projectsChapters00:00 The Journey into Construction05:31 Pre-planning and Cost Savings14:23 Learning from Past Experiences

May 2, 2024Episode 2330 min

That Time When Overcoming Business Blues Ignited a Customizing Firestorm with Jarrod Muck

How does one keep their spark amidst the oil spills of everyday tasks and business challenges? Our guest lights the way by sharing the importance of focusing on what drives you, alongside the nuts and bolts of business mechanics. Feeling stuck in neutral on your own entrepreneurial road? Gear up for a story that might just kick you into overdrive. Your next pit stop could be this inspiring episode – get ready, set, and listen for an engine-revving revelation!

April 18, 2024Episode 1318 min

That Time When Honest HVAC Work Triumphed Over Unethical Industry Practices with Joe Leistico

Uncover the secret sauce behind a brand that's heating homes and hearts with honesty. From navigating the icy grip of financial winters to sparking a flame of loyalty in customers, this episode drops golden nuggets on thriving without the high-pressure upsell. It's a masterclass in cultivating a crew that rivals the most robust HVAC systems, proving that even in the cutthroat service sector, warmth can still win the day.