Unsexy Businessmen

The Unsexy Businessmen

Business EN ↓ 46 episodes

Welcome to Unsexy Businessmen, the podcast that gives raw, practical advice to entrepreneurs who'd rather build something real than chase hype. Hosted by the minds behind the YouTube channel of the same name, each episode dives into the foundational — often "boring" but essential — building blocks of business:How to start an LLC, step by stepLegal & structural frameworks that too many skipReal stories from business owners doing the workTactical, no-fluff guidance you can act on todayWhether you're launching a side hustle, formalizing your small business, or refining your core systems — this sh...

Author

Unsexy Businessmen

Category

Business

Podcast website

unsexybusinessmen.com

Latest episode

Jul 9, 2026

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Episodes

Ep. 20 - If You’re Not Growing, You’re Dying: The Complacency Trap in Small Business 11.02.2026

Get The Course: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Comfort feels like winning—until it turns into complacency. In this episode of Unsexy Businessmen , Alex and Aaron break down why “everything’s fine” can be the most dangerous phase of your business: you stop selling as hard, tolerate B and C players, delay decisions, and slowly let standards slip. Then one hit lands—losing...

Bad Bunny Ended The NFL 09.02.2026

This was supposed to be football. Instead, it turned into another culture-war meltdown. In this emergency episode of the Unsexy Businessmen podcast, Alex and Aaron break down the Bad Bunny halftime show controversy, why everyone suddenly became an expert on NFL intent, and how outrage has become the easiest form of entertainment in America. The NFL didn’t make a political statement — they made a b...

Ep. 19 - Stop Overpaying Taxes: The CPA Playbook for Unsexy Business Owners With Brian Basinger 04.02.2026

Aaron and Alex sit down with Aaron’s CPA and tax strategist, Brian Basinger, to break down the tax mistakes that quietly drain small business cash—especially in home services and “unsexy” businesses. They cover the single biggest lever most owners miss: entity structure—and why the S-Corp shift is based on profit (not revenue) , with a practical rule of thumb around the $30,000 profit mark . Brian...

Ep. 18 - Ego Is The Enemy That Kills Small Businesses (And How to Spot Yours) 28.01.2026

Get The Course: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Join Our Community: https://www.skool.com/unsexy-business-group-2742/about?ref=16cfaba2d15643c690ae36a699b64ae3 Ego in small business rarely looks like arrogance. More often, it shows up as defensiveness, “I’ll just do it myself,” and refusing to hear feedback without taking it personally. In this episode, Alex and Aaron br...

Ep. 17 - Hire Slow, Fire Fast: The Simple System to Avoid Bad Hires 21.01.2026

Get The Course: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Join Our Community: https://www.skool.com/unsexy-business-group-2742/about?ref=16cfaba2d15643c690ae36a699b64ae3 Hiring your first few employees can feel like trying to fix a house fire with a garden hose—everything feels urgent, you’re overwhelmed, and you’ll hire the first person who seems “motivated” just to make the pain...

Ep. 16 - The Biggest Lie in Entrepreneurship: “Do What You Love” 14.01.2026

Everyone’s heard the quote: “Do what you love and you’ll never work a day in your life.” In this episode of the Unsexy Businessmen Podcast, Alex and Aaron Skinner break down why that advice is one of the most misleading ideas in entrepreneurship—and how it sets new business owners up for burnout, disappointment, and wasted time. They explain why turning a hobby into a business often destroys the v...

Ep. 15 - Stop Romanticizing the Grind: Real Productivity vs Fake Busy 07.01.2026

The conversation delves into the concept of the 'grind myth' and the detrimental effects of romanticizing the grind. It also explores the importance of self-validation and the negative impact of seeking external affirmation. The discussion highlights the need for efficiency in business operations and the significance of prioritizing self-care and personal growth. Takeaways Grind myth Self-validati...

Ep. 14 - Scammers, Haters, and Wins: An Unsexy Reflection on 2025 31.12.2025

August 2025. Aaron and Alex are staring at a hosting bill wondering if they should pull the plug on Unsexy Businessmen. Then the sales started coming in. 💰 This episode is different—no advice, no how-tos, just two brothers getting real about what it's been like building this company for the past year. The imposter syndrome when waiting for that first $17 sale. The validation when Greg (not his re...

Ep. 13 - The New Year's Resolution BS Stops Here 23.12.2025

It's that time of year when everyone sets goals they'll never hit. "Grow my business." "Make more money." "Hire more people." What the hell does that actually mean? Aaron built a multimillion-dollar cleaning company starting with $500 in his bank account, and he's here to tell you: if your goals aren't specific, measurable, achievable, relevant, and time-bound, you're just pissing in the wind. In...

Ep. 12 - Sexy Garbage of the Year 2025: Calling Out Fake Gurus, AI Lies, College Scams, and Get-Rich-Quick Nonsense 17.12.2025

Download The Workbook: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Join Our Entrepreneur Skool Group: https://www.skool.com/unsexy-business-group-2742/about?ref=16cfaba2d15643c690ae36a699b64ae3 In this no-holds-barred episode of the  Unsexy Businessmen Podcast , Alex and Aaron Skinner air their full list of business grievances—what they call the "sexy garbage of the year." From thou...

Ep. 11 - Stop Saying You Can't Afford to Start a Business (Here's Proof) 10.12.2025

Think you need tens of thousands of dollars to start a business? Aaron started his cleaning company with $500 in his bank account and sold it for over $5 million. Alex has worked with guys making $20K a month detailing cars who started with equipment they bought for $1,500. In this episode, we break down five businesses you can literally start tomorrow with minimal capital. We're talking window cl...

Ep. 10 - How AI Protects Blue-Collar Businesses While Destroying White-Collar Jobs 03.12.2025

Think AI is coming for your cleaning business? Good news—it's not. But it IS coming for the white-collar workers who are about to flood into trades entrepreneurship. If you get ahead of this now, you'll dominate while everyone else scrambles to catch up. Alex and Aaron break down why unsexy businesses are basically AI-proof and how you can use these tools to save massive amounts of time and money....

Ep. 9 - From Parties to Profit: Using the Holidays to Build Culture & Loyalty 26.11.2025

$17 Workbook: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Running an "unsexy" business during the holidays can either be a chaotic mess or a massive advantage. In this episode, Alex and Aaron break down exactly how they handled holiday schedules, employee time-off requests, staff appreciation, client gifts, premium pricing, and end-of-year planning while scaling a cleaning business....

Ep. 8 - How to Sell Like You: Door-to-Door Mastery with Erik Pyper 19.11.2025

Download The Workbook: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Join Our Entrepreneur Skool Group: https://www.skool.com/unsexy-business-group-2742/about?ref=16cfaba2d15643c690ae36a699b64ae3 Follow Erik:  Instagram: @mediocresalesman Instagram: @breaksnotbroken Sales doesn't have to be loud or slick—it has to be you . In this episode, Aaron and Alex sit down with door-to-door vet...

Ep. 7 - Why Your Business Will Fail Without SOPs (And How to Build Them) 12.11.2025

Want to know the real difference between a business that scales and one that keeps you trapped as an employee? Standard Operating Procedures. In this episode, Aaron breaks down how losing his first major client taught him the hard way why SOPs are non-negotiable—and how documenting every process in his cleaning business eventually led to a $5 million exit. We're talking about the nuts and bolts: h...

Ep. 6 - Staring Down Self-Doubt (and Shipping Nightmares) 05.11.2025

Self-doubt hits everyone—new founders, seasoned owners, and yes, even the loud confident ones. In this episode of Unsexy Businessmen, Alex and Aaron break down how they've handled doubt at critical moments (quitting jobs, starting companies, taking risks), and the simple habits that keep momentum going when your brain wants to stall. They also get real about internet "gurus," why vetting advice ma...

Ep. 5 - Working With Family and Friends: When Business Gets Personal 29.10.2025

Ever wondered if you should go into business with your best friend or family member? Aaron and Alex Skinner get brutally honest about the messy reality of mixing business with personal relationships. From dealing with underperforming relatives to firing a friend who's stealing, they share hard-earned lessons from managing family businesses and working with friends. Learn when shared trust becomes...

Ep. 4 - Boundaries, Discounts, and Day-Ones: Navigating Relationships as a Founder 22.10.2025

Alex and Aaron map out six friend/family archetypes every entrepreneur runs into—from the ones who don't care, to the ones who want free work, to the "how much do you make?" comparers, the quiet haters, fellow founders, and the true supporters. They get real about why discounts backfire , how to set clean boundaries without drama , when to prune your circle , and how to keep your head down and bui...

Ep. 3 - What Sucks About Owning A Business And Listener Submitted Questions 16.10.2025

Get The Workbook: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout In this candid Unsexy Businessmen episode, Alex and Aaron strip away the highlight-reel and talk through the  real grind of entrepreneurship—finding those first customers, living with uncertainty for months, managing employees (and your own standards), drawing boundaries with clients, and carrying stress on "vacation." Th...

Ep. 2 - Our Favorite Parts About Building Businesses 08.10.2025

Get The Workbook: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Tired of office politics, capped pay, and goals that make no mathematical sense? In this episode, brothers Alex and Aaron get real about why entrepreneurship is worth it—beyond the highlight reel. From owning your output (and upside) to designing a politics-free culture, they break down the freedom, wealth-building, and m...

Ep. 1 - Balancing a Day Job with Your Startup (Without Wrecking Your Life) 01.10.2025

Get The Business Startup Guidebook and Checklist: https://www.unsexybusinessmen.com/offers/4VxHyQbf/checkout Alex and Aaron Skinner—brothers, founders of Unsexy Businessmen, and veterans of the "build it after hours" grind—get real about juggling full-time work while launching a new venture. Alex shares how getting fired, taking a job he hated, and later quitting a cushy teaching gig sharpened his...

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