
The Small Business Black Holes with Alan Pentz
Welcome to The Small Business Black Holes podcast show with Alan Pentz, where we help you navigate the chaos of today's world with precision. Forget the old playbook - it's toast. We’re in a new game now, and Alan Pentz is here to help you win.
Alan brings 25 years of experience working at the highest levels of business and government, from Capitol Hill to advising the federal government on cutting-edge innovation. He’s seen the old rules fall apart and knows what it takes to thrive in this brave new world.
Whether it's superpowers battling for dominance or inflation throwing everyone for a loop, Alan helps you play 4D chess while everyone else is stuck on checkers? Let’s dive in.
Latest episodes

May 6, 2025 • 17min
Monthly Check-ins Beat Quarterly Marathons: The Math Works
Explore how traditional lengthy business planning can be streamlined into productive monthly check-ins. Discover the game-changing role of AI tools in making these sessions more effective. Learn why setting clear, actionable steps within the first month is vital for success. The hosts emphasize the importance of accountability through regular updates and structured meetings. Transform your planning process with insights on how to achieve the same outcomes faster, using fewer resources, while maintaining strategic focus.

13 snips
Apr 29, 2025 • 43min
Forget Passion: Why Boring Businesses Create More Millionaires | Nick Huber of Bolt Storage
Discover how 'boring' businesses like self-storage can lead to significant wealth. Learn the art of bootstrapping versus buying existing operations. Nick Huber emphasizes the power of sales skills for entrepreneurial success and shares the innovative 'Ten Minute Market Test' for validating ideas. Explore how variable compensation can drive growth and why organic niche development beats forced positioning. Plus, delve into harnessing international talent and measuring marketing ROI for sustainable business practices.

Apr 22, 2025 • 39min
From Life Support to Long-Term Success: The Small Business Financial Journey with Simple Numbers
In this episode of Small Business Black Holes podcast, host Alan Pentz sits down with Mike Maxson and Brandon Gray from Simple Numbers, a renowned financial advisory firm, to explore how businesses evolve through different growth stages and the critical financial indicators that determine success or stagnation.What You'll Learn:How to recognize the three stages of business financial health, from "life support" to fully capitalizedWhy owners must stay involved in sales until reaching $5M+ in revenue, and how to transition responsibilities effectivelyThe Trade Capital Signature framework for understanding how much cash you need to fund growthHow to avoid the "seagull management" trap when attempting to step away from day-to-day operationsWhy proper wage structure and financial transparency are crucial for sustainable growthThe "Energy Drink Economy" principle and how it affects current market conditions for small businessesHow to identify when your business is ready for owner independence versus when it's too earlyThe key metrics for tracking business health, including days-to-close and labor efficiency ratiosWhy businesses above $5M revenue have different options for owner independence than smaller companiesThe critical balance between maintaining growth and managing increasing labor costs in today's marketIn this episode, Mike Maxson and Brandon Gray share valuable perspectives on business growth stages, common financial pitfalls, and the crucial balance between owner independence and operational control. Their expertise in helping companies navigate growth challenges from $2 million to $10 million in revenue makes this conversation particularly relevant for small business owners seeking to understand the financial and operational requirements for sustainable growth.Highlights:[12:45] The Three Stages of Business Financial Health[24:15] The Danger of Premature Owner Independence [35:15] The Current "Energy Drink Economy" [39:20] Managing Growth Through Labor and Price DynamicsEpisode Resources:Alan Pentz on LinkedInBrandon Gray on LinkedInMike Maxson on LinkedInSimple Numbers websiteOwner Institute websiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Apr 15, 2025 • 21min
Why Most Business Owners Stay Broke at $5M
In this episode of Small Business Black Holes, host Alan Pentz introduces a groundbreaking business maturity assessment tool Tonya Barenson, exploring how business owners can evaluate their personal vision against their business goals to make informed decisions about growth and lifestyle balance.What You'll Learn:How to determine your true personal vision as a business owner before making strategic decisionsWhy the "4% rule" can help define your financial goals and inform business exit strategiesThe six key factors that determine business maturity and owner independence How to identify and overcome common growth barriers between $2-10M in revenueWhy lifestyle businesses aren't a compromise but can be a strategic choice for sustainable successThe critical trade-offs between aggressive growth and work-life balance in business ownershipHow to systematically evaluate your business across strategy, operations, team, and finance domainsThe practical framework for determining whether to optimize for current lifestyle or pursue aggressive growthWhy traditional business planning approaches may need adjustment for smaller businessesHow to leverage the free assessment tool to identify your business's strengths and critical improvement areasThis is a new offering from ownerinstitute.com, featuring a free assessment that takes 6-8 minutes to complete and includes a customized report and optional follow-up consultation to discuss results and potential next steps.Episode Highlight:[02:43] The Personal Vision Assessment Framework[07:31] Trading Growth for Lifestyle Balance[15:35] The Six-Factor Business Assessment[19:37] Pain-Point Driven PlanningEpisode Resources:Alan Pentz LinkedInTonya Berenson LinkedInOwner Institute websiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Apr 8, 2025 • 35min
Beyond Cannabis: Why Smart Money is Betting on Psychedelic Wellness | Tiffany Hurd and Rachel Pastor
In this episode of Small Business Black Holes, host Alan Pentz speaks with Rachel Pastor and Tiffany Hurd, representatives of Golden Rule, about their innovative approach to psychedelics as wellness products and their journey building a business in a rapidly evolving legal landscape.What You'll Learn:How microdosing protocols work for business performance, from dosage amounts to frequencyThe science behind neuroplasticity and accessing flow states through controlled substance protocolsWhy psychedelic businesses face unique banking and tax challenges similar to the cannabis industryHow to navigate regulatory compliance while building a sustainable business modelThe future landscape of psychedelics in healthcare, from FDA approval to therapeutic applicationsWhy education and community support are crucial elements for success in the psychedelics industryHow to maintain profitability despite tax limitations and regulatory hurdlesThe strategic advantage of early market entry in an industry projected to reach $3.3 billionListeners can learn more at goldenrulemushrooms.com or reach out with questions at hello@goldenrulemushrooms.com.Highlights:[07:04] Microdosing Protocol for Peak Business Performance[22:03] Navigating Complex Business Regulations in Emerging Markets[24:26] Building Long-Term Value Through Mission-Driven Business[33:20] Learning from Cannabis Industry EvolutionEpisode Resource:Alan Pentz LinkedInTiffany Hurd LinkedInRachel Pastor websiteGolden Rule websiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Apr 1, 2025 • 39min
The End of Generic Agencies? Why Niche Focus Drives 3X Growth | John Ghiorso
In this episode of Small Business Black Holes, host Alan speaks with John Giorso, founder of VantaFive venture studio, about identifying high-ROI marketing opportunities and building scalable agency businesses. They explore practical approaches to marketing strategy, resource allocation, and finding the right expertise for different business models.What You'll Learn:How to identify your most effective marketing channels instead of spreading resources too thinWhy B2B companies should focus on LinkedIn content, outbound messaging, and community buildingThe "Seeking Alpha" framework for selecting marketing strategies that deliver above-market returnsHow to properly test marketing channels with adequate budget and timeframes (5-10K per channel for 3 months)Why most agencies hit natural growth limits around specific revenue milestonesHow to find and evaluate specialized marketing agencies that truly match your business needsThe importance of measuring Customer Acquisition Cost (CAC) to Lifetime Value (LTV) ratios before scaling marketing spendWhy attempting too many marketing channels simultaneously often leads to poor results across all of themHighlights:[17:51] The "Seeking Alpha" Framework for Marketing Strategy[35:01] The CAC-to-LTV Testing Method[41:13] Finding the Right Marketing Partner[08:01] The Power of Extreme SpecializationEpisode Resources:Alan Pentz LinkedInJohn Ghiorso LinkedInOwner Institute websiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Mar 25, 2025 • 24min
From Bootstrap to $100M: How Lion Energy Built an Energy Revolution | Tyler Hortin
In this episode of Small Business Black Holes, host Alan Pentz sits down with Tyler Hortin, Co-founder of Lion Energy, who shares his journey of growing a bootstrapped emergency power solutions company from its founding in 2012 to $100 million in revenue, focusing on sustainable growth, product innovation, and strategic decision-making.What You'll Learn:How to scale a bootstrapped business through disciplined reinvestment and strategic product developmentThe essential balance of managing growth while maintaining profitability in a capital-intensive businessWhy quality control and extensive product testing are crucial for maintaining customer trust and reducing returnsHow to navigate the transition from product-focused to technology-driven business modelThe framework for making strategic decisions about product development and R&D investmentWhy distributed power storage solutions are becoming critical infrastructure beyond environmental benefitsHow to manage the crucial challenge of scaling your team alongside rapid business growthThe importance of balancing multiple sales channels while maintaining product quality and customer experienceHighlights:[5:12] Disciplined Bootstrapped Growth Strategy[09:52] Product Development Funding Framework [13:17] Quality-First Testing Protocol[20:36] People-Centric Growth ManagementEpisode Resources:Alan Pentz LinkedInTyler Hortin LinkedInOwner Institute websiteLion Energy websiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Mar 18, 2025 • 28min
Exposed: Why Most Business Coaches Are Financially Illiterate—And What It Costs You
In this episode of the Small Business Black Holes, Alan Pentz and Tonya Berenson discuss the critical importance of proper accounting practices for small businesses, drawing from Alan's experience as a business coach and founder of Owner Institute to highlight common financial oversight pitfalls and their solutions.What You'll Learn:Why basic accounting is the "language of business" and how to master the seven fundamental metrics every business owner must trackHow to properly structure your accounting by separating direct labor costs from administrative expensesThe crucial timing principle: why financial data should be available within two weeks of month-endWhy most business coaching fails to address financial fundamentals and how to ensure you're getting complete guidanceHow to identify when it's time to hire a bookkeeper (typically around 20 monthly transactions)The essential difference between managing to bank balance versus proper accrual accountingHow to break down labor costs between Cost of Goods Sold (COGS) and administrative expenses for accurate profitability trackingWhy tracking key metrics on a trailing twelve-month basis provides crucial business intelligence for decision-makingHighlights:[03:10] The Critical Revenue Threshold for Professional Bookkeeping[11:21] Properly Categorizing Labor Costs for Accurate Profitability Analysis [14:23] The Million-Dollar Lesson in Financial Literacy[27:41] The Hidden Danger of Poor Financial UnderstandingEpisode Resources:Alan Pentz LinkedInTonya Berenson LinkedInOwner Institute websiteCorner Alliance LinkedInThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Mar 11, 2025 • 42min
Congress in Crisis? Prof. Matt Green on Why Today's Politics Feel Unprecedented
In this episode of the Small Business Black Holes, host Alan welcomes Professor Matthew Green, a political science scholar at Catholic University and congressional expert, as they:Examine how Congress has evolved since the 1990s, particularly focusing on increased polarization and partisan divisionExplore the changing dynamics of congressional leadership, including how social media and attention-seeking behavior have impacted legislative effectivenessDiscuss the current challenges facing House Speaker Mike Johnson, including managing a narrow majority and dealing with potential government shutdownsAnalyze the historical parallels between current congressional dynamics and previous eras, particularly the late 19th century and Woodrow Wilson administrationDelve into the impact of Trump and MAGA movement on the Republican Party, including the transformation of the Freedom CaucusConsider the constitutional implications of presidential impoundment powers and their current relevanceHighlight how various factions within Congress are responding to economic pressures and policy changes, from farm subsidies to tariffsThe conversation provides deep insights into the current state of Congress, exploring both historical context and potential future scenarios while examining the complex interplay between party politics, presidential power, and legislative function.Highlights:[04:38] Understanding Incentive Structures in Organizations[20:43] Strategic Candidate Selection and Team Building [29:22] Navigating Limited Options Under Constraints[38:09] Managing Through Volatility and Uncertainty Episode Resources:Alan Pentz LinkedInMatthew Green ProfileOwner Institute WebsiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers

Mar 4, 2025 • 30min
Energy vs. Value: A Revolutionary Matrix for Business Owner Success
In this episode of the Small Business Podcast, Alan and Tonya explore innovative approaches to business ownership and strategic planning. Together, they:Examine the launch of new tools at Owner Institute designed to help business owners align their personal vision with business strategyDelve into why traditional business optimization models don't fully serve small business owners' unique needsDiscuss the importance of intentionally choosing between different business growth paths based on personal goalsExplore the concept of energy management in business ownership, identifying activities that drain versus energize ownersConsider the two-by-two matrix approach to analyzing business activities based on energy impact and value creationHighlight how proper alignment between personal vision and business strategy can lead to more successful outcomesShare insights from Alan's personal experience about how earlier access to these tools might have changed his business trajectoryThe conversation offers practical frameworks for business owners to evaluate their current situation and make intentional choices about their future direction, while maintaining a healthy balance between business optimization and personal fulfillment.Highlights:[00:00] Intro[06:45] Personal Vision Before Business Strategy[17:30] The Energy-Value Matrix Framework[22:45] Strength-Based Role Alignment[30:15] Creating Business Optionality Episode Resources:Alan Pentz LinkedInTonya Berenson LinkedInOwner Institute websiteThe Small Business Black Holes Podcast is handcrafted by our friends over at fame.so Check out our three most downloaded episodes:Defining and Tracking Outputs: The Key to Employee Performance with John SeifferSmall Business Strategies and Market Dynamics with Jon Matzner, President at Lazy LeverageFranchising: The Best Business Model with Brian Beers