Never Perfect

Most first-year charity golf outings struggle to fill the course. This one sold out 144 golfers, turned away four groups, and kept 100 people around long after the last putt. Casey Ryan Quinn, Alex, and TJ recap the first annual Pat Quinn Memorial Golf Outing at Chartiers Country Club in Pittsburgh. They cover how a long-time family idea finally became real, how the team lined up sponsors and dona...

Real estate is math. People are the hard part. Casey Ryan Quinn and Alex get into why leading a team of 70+ is the hardest thing in business, why face-to-face relationships are a competitive edge in the social media era, and why they passed on a golf course investment fund despite a great trip. Plus: what Rich Paul’s negotiating playbook and the Lakers’ front office teach about scaling, how to cho...

Marc McLaughlin went from construction and design work for another investor to 10+ fix and flips with SteelPoint in about 18 months, and he lost 100 pounds along the way. He joins Casey Ryan Quinn to talk about what changed his mindset, how he got burned by private lenders before finding the right partner, and what the last year taught him about risk. He also explains why a $9,000 flip might have...

Should you hire your friend? Casey Ryan Quinn and Alex Orosz mark two years of working together at SteelPoint Capital. They cover leaving a 24/7 corporate job, the real risk of mixing business and friendship, and why the business has to be bigger than any one person. They also explain why relationship selling beats high-pressure tactics after an interesting experience with a famous podcast team. P...

Successful owners keep starting new businesses without knowing why, and it's costing them. Casey Ryan Quinn and TJ Bencho break down why your why isn't enough, vision clarity vs. shiny object syndrome, and why most owners never implement EOS. Subscribe to the Never Perfect Podcast so you don't miss one. 🔗 Links Start Investing:  ⁠⁠⁠steelpointcapital.net⁠⁠⁠ Learn More About Me:  ⁠⁠⁠cas...

Casey Ryan Quinn and Alex Orosz debate whether business owners should share their family online. Casey argues that authenticity is what builds trust with investors and clients, while Alex explains why he keeps his family private in the age of AI. They break down Accruity's EOS quarterly planning session, where an AI-assisted prep document helped the team finish about two hours early, and talk...

Two months ago, Casey Ryan Quinn hired Kelly DeAngelo as President of SteelPoint Capital — after using AI to build a profile of exactly who he needed before the job was ever posted. Kelly spent 21 years climbing from floor engineer to running a $600M budget at the world's largest sugar refiner. Casey Ryan Quinn talks with him about the Visionary vs. Integrator dynamic in EOS, what it feels like fo...

Brady McDonald just finished a 50K in every state over 50 straight days, ending in Hawaii and raising $1 million for Make-A-Wish. Casey Ryan Quinn and TJ Bencho unpack why the fundraising may be the more impressive feat, and what his stop in Pittsburgh looked like from the inside. Then they get into how high performers stay consistent. TJ walks through the daily non-negotiables he's built over...

With Casey traveling, Alex Orosz brings SteelPoint Chief of Staff Leandra Watson in from the bullpen to recap a packed week at SteelPoint Capital. They break down the leadership team's EOS quarterly session and why Q4 planning is the most important planning of the year. They also share how to tell real alignment from avoided conflict, and how growing companies adjust L10 meetings for small tea...

Three years ago, Josh and Jess Varga were running a hair salon and working a union job with five real estate deals to their name. Today they run a full-time real estate investment business together — doing 3-4 deals a month and managing 23 rental doors. Casey Ryan Quinn talks with them about leaving stable jobs to bet on themselves, building a business as a married couple, and the boundaries and c...

This week on Hump Day Huddle, Casey and Alex recap a business trip gone sideways, a Steelers 1-0 start with TJ Watt back and Aaron Rodgers making his debut, and a fantasy football lineup call that cost more than bragging rights. They close out with a pro-am heartbreak on the greens and updates on the sold-out SteelPoint Foundation golf outing. Hump Day Huddle is part of the Never Perfect Podcast a...

Casey Ryan Quinn honors his late father with the First Annual Pat Quinn Memorial Golf Outing, a new SteelPoint Foundation charity event in Pittsburgh. Co-host Alex Orosz flips the script and interviews Casey on the "Legion League" history behind the idea, why the timing finally worked this year, and the partnership with a Pittsburgh Steelers player's foundation supporting local kids...

On this episode of the Never Perfect Podcast, Casey Ryan Quinn and Alex Orosz break down a wild story: a competitor scraped Alex's tax webinar — slides, script, even his jokes — straight off a YouTube recording using AI, then rebranded it as their own. They walk through how they caught it and proved it with dated files, and the hard lesson every business owner needs about protecting proprietar...

Volume is down, deals are stalling, and agents are jumping ship — so what separates the real estate businesses that are thriving from the ones that are bleeding out? Casey Ryan Quinn sits down with Jeff Boscaino to unpack the real strategy shifts happening in recruiting, retention, and revenue right now, why LTV to CAC is the metric nobody's tracking correctly, and how real-time financial data...

Casey Ryan Quinn and Alex Orosz sit down for another Hump Day Huddle to unpack what they actually learned from a company AI strategy summit — including a framework called the "Human AI Sandwich" — and why the top two use cases for AI in America (companionship and counseling) are a warning sign, not a win. From there, Alex shares how one direct conversation turned around a struggling real...

Most businesses don't fail from a lack of ideas — they fail because the same issues keep coming back. Casey Ryan Quinn and TJ Bencho break down IDS (Identify, Discuss, Solve), the EOS issue-solving framework from Traction by Gino Wickman, and share how they actually run their own leadership meetings to find root causes, prioritize what matters, and get real buy-in from their teams. If you'...

Welcome to the first-ever Hump Day Huddle on the Never Perfect Podcast. Every Wednesday, Casey Ryan Quinn and Alex are bringing you unfiltered, real-time conversation on what's actually happening in business and life — because in today's world, they're the same thing. In this launch episode, Casey and Alex break down why Pittsburgh's real estate market is having its worst transacti...

What happens when a home sale falls through the morning of closing? Casey Ryan Quinn sits down with Evan, Co-Visionary at Local First Lending, to talk through it — then dig into the real estate strategy that's built his portfolio: the BRRRR method (Buy, Rehab, Rent, Refinance, Repeat), DSCR financing, and a disciplined "buy box" for evaluating rental properties in Pittsburgh markets...

Learn more about me at caseyryanquinn.comWhat actually makes marketing work? It isn't more posts, more followers, more likes, or even more leads. In this episode of the Never Perfect Podcast, Casey sits down with Rebecca from Accruity to break down what marketing actually looks like behind the scenes, from building an in-house marketing function to creating funnels, generating qualified leads,...

EP 42

► Join our FREE Skool Community: https://www.skool.com/steelpointfoundry/aboutWhat does it actually take to run day-to-day operations at a fast-growing company? In this episode, I sit down with Jil, Director of Operations at SteelPoint Capital, to break down how she manages operations across the parent company and its subsidiaries; and how the Entrepreneurial Operating System (EOS) keeps everythin...

What an incredible night! This year's Charity Gala for Animal Friends and The Martha Fund brought together generous supporters, dedicated volunteers, and our incredible investors for an unforgettable evening of giving back. I talk with TJ Bencho to recap the night, and look at what's ahead for Steelpoint Foundation. From a delicious dinner with a crunchy crust on the steak to heartfelt sto...

► Join our FREE Skool Community: https://www.skool.com/steelpointfoundry/aboutAre you investing time and money into a business mastermind but questioning the actual return on investment? Maybe you're just curious how to actually get something out of them. Or maybe you're noticing the same things we notice: people paying for friendship and getting nothing valuable from the minds in the room...

Join our Skool Community: https://www.skool.com/steelpointfoundry/aboutCan giving to charity actually grow your business? The answer might surprise you; and it could be the most strategic decision you make this year. In this episode of The Never Perfect Podcast, we're diving into the world of corporate social responsibility (CSR) and what it truly means for your bottom line. From boosting bran...

-►More info on the SteelPoint Collective: https://www.fractional.app/p/steelpointcollective What happens when one of your biggest business launches gets completely derailed by something you can't control? In this episode of the Never Perfect Podcast, TJ and I take you behind the scenes of the SteelPoint Collective Investment Club, why we built it, and the unexpected challenge that forced us to...