Two entrepreneurs. Two completely different worlds. One thing in common, neither of them planned to be here.
Sharrin Fuller built and sold two seven-figure accounting firms without a business degree, a roadmap, or anyone telling her it was possible. Brock Holyoak went from blue-collar trades to construction CEO and real estate investor the same way by figuring it out as he went.
Together they talk straight about what it actually takes to build something real. The hires that went sideways. The pricing mistakes. The moment you realize the business is running you instead of the other way around. The decisions nobody warns you about before you make them.
Experience is expensive.
Real Estate, Risk, Squatters, and the Billionaire OnlyFans Tenant
Brock and Sharrin get into the messy side of real estate investing, from building homes and stacking rental properties to leveraging debt, calculating risk, and figuring out when it actually makes sense to put your money to work. Brock breaks down how he went from construction to owning nearly 30 units, why he prefers leverage on investment properties, and why he thinks calculated risk beats playing it safe.
Then things take a hard left into the reality of being a landlord. There’s the tenant who was convinced God told her she was going to become a billionaire on OnlyFans, the tie-dyed couch incident, a property walkthrough involving a stripper pole and drug deals, and the very real question of whether rent can be paid in weed and pussy.
They also get into squatters, questionable property management companies, lockbox security, co-living properties, and why Brock is looking at turning homes into mini-suites with private bathrooms and kitchenettes. Warning: unfiltered language, questionable landlord stories, and absolutely no financial advice from the billionaire OnlyFans tenant.
27 Aug 2026
Pricing Yourself Wrong, $1 Million Walls, and the Hills We Die On
Brock and Sharrin have priced themselves wrong in completely opposite ways. Brock overthought every bid because he was terrified of losing money. Sharrin underpriced herself because she didn't know her value and couldn't stop trying to save broke businesses. They break down what changed, why exclusivity can turn a $40 job into a $100 one, and how paying more can actually save you money. Then, naturally, they spiral into $80 pedicures, $350 steaks, $14 burritos, mandatory tips, tariffs, AI-built houses, and why Sharrin would rather die on the gel polish hill than pay an extra $20.
Warning: unfiltered language throughout. This one's not for headphones at work.
20 Aug 2026
The Grass Isn't Greener, It's Just Better Turf: Employee vs. Employer Mindset
Brock and Sharrin dig into the trade-off nobody wants to admit: the freedom of owning your own thing comes at the cost of a workload employees never see. Sharrin only works three days a week now, but that's the payoff after years of nonstop grinding, not the starting point. Brock breaks down why "are you busy" is the wrong question when the real one is "are you making money," and tells the story of a partner who nearly sank a concrete business trying to keep crews busy instead of profitable.
From there it turns into a bigger conversation about earning versus deserving, why purpose matters more than money, and Sharrin's blunt "do it right the first time" philosophy, passed down from her father, one of the few things he got right. Plus a COVID tangent neither of them apologizes for, and a hard case for living "whole-assed" instead of half-assed, at work and at home.
Warning: unfiltered language throughout. This one's not for headphones at work.
13 Aug 2026
First Hires, Corn Dogs, and Cease-and-Desists: The Employee Stories Nobody Tells
Brock's first real hire was an 18-year-old who didn't know what a corndog was and threw up in a parking lot from not knowing when to stop eating. Sharrin's first hire was her now-husband, roped in for bookkeeping help, it lasted about as long as you'd expect two Type-A people to survive working together. From there: building crews out of guys who don't speak English and kids fresh out of high school, and learning that "20 years of experience" can be the worst hire you'll ever make.
This episode is where the two of them stop comparing notes and start comparing wars. Sharrin breaks down the non-solicit clause that's cost clients tens of thousands, and the trusted employee who trashed her on a recorded call after staying in her house. Brock talks through the buyer who tried to sneak a $65-a-day fee into a closing at 1am, and why he'll walk from a deal on principle before he lets someone roll over him. Plus: stylists vs. salon rookies, and the corndog incident that still haunts Brock.
Warning: unfiltered language throughout. This one's not for headphones at work.
6 Aug 2026
Fired From Everywhere, Fired Up Anyway: Sharrin's Accidentally Qualified Story
Sharrin grew up on construction sites, poor, evicted, packing up the family's stuff in trash bags more than once. She hated school, ditched constantly, and figured out early that she was "unemployable." She wasn't exaggerating: by her own count she's been fired from around 70% of the jobs she's ever had, including two separate stints at Costco (she eventually gamed the attendance policy so well they had to change the rules to get rid of her).
So she bought a nail salon with zero business experience and nearly ran it into the ground. Then, at 26, broke and figuring it out as she went, she built a mobile bookkeeping business off Craigslist, driving around San Diego picking up shoeboxes full of receipts and working from the beach. That "fake it till you learn it" hustle turned into a real skill nobody taught her: she could see numbers differently than everyone else. That skill built an accounting firm, and eventually got her to fractional CFO work for ultra-wealthy families, board seats, a business community, and now a franchise of her own model.
This episode is Sharrin's whole arc (https://glasswalletventures.com/): the chaos, the getting fired on purpose, the accidental discovery of a gift, and the blunt, say-it-to-your-face approach that made corporate life impossible and entrepreneurship inevitable.
Warning: unfiltered language throughout. This one's not for headphones at work.
6 Aug 2026
Concrete, Crashes, and Comebacks: Brock's Accidentally Qualified Story
Before the fitness app, the book, and the home-building company, Brock was a 14-year-old getting woken up at 5am to pour concrete because his dad wanted to teach him a work ethic the hard way. By 19 he was running crews and pocketing $35–40K on a single house. By his late 20s he'd built a construction business exclusive to major builders, then watched it get wiped out when the 2008–2010 crash left him holding over half a million dollars in unpaid work, drained a trading account through what turned out to be a Ponzi scheme, and left him with about five grand to his name.
This episode is the whole rebuild: how Brock clawed back to zero debt and a house paid for in cash, why he doesn't exist in any credit system for over a decade, the mindset shift that got him through it, and how he's now bringing his own son into the business he built twice. Plus: mullets, high school reunions, and why Sharrin thinks Brock's wife created a monster.
Warning: unfiltered language throughout. This one's not for headphones at work.
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