Never Perfect

Casey Ryan Quinn
  • 5.0 (2)
  • Entrepreneurship
  • Updated Weekly

Are you an entrepreneur obsessed with scaling your business to the next level? Welcome to Never Perfect, the podcast for founders, innovators, and business leaders who are in the trenches, building and scaling their ventures. Hosted by serial entrepreneur Casey Ryan Quinn, this show cuts through the noise to deliver raw, unfiltered, and actionable strategies for exponential business growth. If you're ready to accelerate your growth, learn from those who have done it before, and embrace the "progress over perfection" philosophy, then this is the podcast for you. Subscribe to Never Perfect.

  1. 1d ago ·  Bonus

    Introducing the Hump Day Huddle: Business, Life, No Filter

    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 transaction year on record, what real estate agents and teams are doing to survive a historic slowdown, and why having clean financials and back-office systems is the difference between businesses that adapt and businesses that fail when the market turns. They also dig into the economics of professional golf — including a 94% pay increase over the past decade, the real financial impact LIV Golf had on PGA Tour purses, and why golf may be the smartest sport (financially) to put your kids in. Plus: David Allen's 10th annual fashion show, Duquesne Athletics community events, and why "being omnipresent" is the leadership playbook Casey's building SteelPoint and its portfolio companies around.What you'll learn:- Why Pittsburgh real estate transactions have hit historic lows — and what it means for agents and investors nationally- Why clean bookkeeping and financial reporting function as a business "insurance policy" during market downturns- How LIV Golf reshaped PGA Tour economics and player pay- Why golf offers more revenue diversity for young athletes than traditional team sports- Why women's golf may be the next major growth marketCasey's leadership philosophy on staying visible and building community relationshipsConnect with me: https://linktr.ee/caseyryanquinn1Learn more about me:caseyryanquinn.comJoin our Skool Community: https://www.skool.com/steelpointfoundry/aboutNew episodes of Hump Day Huddle drop every Wednesday on the Never Perfect Podcast. Lets go!

  2. 6d ago

    The BRRRR Method, DSCR Loans, and Why Leverage Builds Real Wealth

    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 like Penn Hills, Carrick, and McKees Rocks. Casey and Evan unpack why leverage — not cash flow — is what builds generational wealth in the early years of a real estate portfolio, and Casey breaks down a real example of using a HELOC to earn a fixed 10-12% return through Steel Point Capital, a passive strategy built for busy professionals and high-net-worth individuals who want real estate exposure without tenants or renovations. The conversation closes with Evan's move from property management into lending, and what's next for Local First Lending as they scale hard money and DSCR products for investors. Topics covered: the BRRRR method explained, DSCR loan basics, buy box criteria for rental properties, using home equity for passive income, and building wealth through leverage. Follow the Never Perfect Podcast so you don't miss an episode — and if this one was useful, a rating and review helps more entrepreneurs find the show.

  3. Aug 15

    Marketing Isn’t About Leads, It’s About Revenue | How to Build a Marketing System That Works

    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, measuring conversions, and ultimately growing revenue.They start by tackling one of the biggest decisions growing companies face: Should you hire an in-house marketer or outsource your marketing to an agency?Rebecca explains why an in-house marketing team can create stronger brand consistency, understand the customer more deeply, and stay connected to what the business is actually trying to accomplish.But having someone in-house creates another problem: marketing involves a LOT.PPC advertising. Email marketing. Copywriting. Landing pages. Website design. Social media. YouTube. Follow-up campaigns. Brand strategy. Analytics. Testing.So what should you actually prioritize?The conversation breaks down how to build a marketing funnel from the ground up, starting with understanding the real problem your offer solves, identifying your ideal customer, getting their attention, creating the next step, building trust, and ultimately moving them toward becoming a customer.Then Casey and Rebecca tackle an even bigger question:Is marketing's job to generate leads, or is marketing's job to grow revenue?Because 100 new leads mean very little if only two become customers.Meanwhile, an existing customer who already knows, likes, and trusts your company could purchase again, upgrade, or refer another customer.The episode also dives into marketing KPIs and why views, likes, followers, and engagement can become dangerous vanity metrics when they aren't connected to an actual business outcome.If your marketing isn't being tracked from attention to click to opt-in to booked call to customer to revenue, you're missing a huge part of the picture.Finally, the conversation shifts from marketing the business to marketing yourself.Casey shares what building a personal brand actually feels like when friends, family, employees, and strangers can see what you're doing online. He talks about criticism, confidence versus ego, surrounding yourself with people who pull you forward, making difficult leadership decisions, and accepting that growth isn't always comfortable.If you're a business owner, entrepreneur, founder, marketing leader, or small business owner trying to understand how marketing actually contributes to business growth, this episode gives you a practical look at marketing strategy without the vanity metrics and fluff.

  4. Jul 31

    The Operations Playbook: How We Run & Optimize a Scaling Business

    ► 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 everything moving without too much chaos.Jil shares how a "fast-paced" culture isn't about rushing decisions, but about making clear, scalable decisions quickly and executing with confidence. We dig into how EOS creates accountability through quarterly planning, weekly check-ins, and a simple but powerful "issues list" system that turns roadblocks into solutions instead of excuses.WHAT YOU'LL LEARN: ►What to do with your current spreadsheets and how centralized systems can create a single source of truth for reporting, forecasting, and sales.►How to effectively use AI-integrated tools to automate manual tasks and free up your team's time.►How to prioritize and time-block to stay focused amid competing demands.►How to build trust as a new leader by showing teams how automation helps them grow, not replace them.►How to live in the EOS system and stay accountable.Whether you're a founder, operations leader, or just trying to bring more structure to a scaling business, this conversation is packed with practical takeaways on clarity, accountability, and building systems that scale.ABOUT MEI'm Casey Quinn, entrepreneur, investor, and founder of SteelPoint. Through acquisitions, partnerships, and operational leadership, I help founder-led businesses scale through accountability, strategy, leadership development, and long-term value creation.Subscribe for more conversations on entrepreneurship, leadership, personal growth, communication, accountability, investing, and building businesses that create lasting impact.🔗 RESOURCES & LINKS► Learn more about me at www.caseyryanquinn.com► Subscribe to the Never Perfect Podcast: https://www.youtube.com/@caseyryanquinn► Casey's links:Facebook: https://www.facebook.com/share/1TwCw8ewFf/?mibextid=wwXIfrInstagram: https://www.instagram.com/caseyryanquinn?igsh=MTdqeGU2M2Vnb2R5cA==LinkedIn: https://www.linkedin.com/in/caseyryanquinn

  5. Jul 24

    How Our Charity Gala Delivered for Business & Community I Impact Is EVERYTHING!

    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 stories of the impact our donations will make, this event exceeded every expectation; even when the unexpected happened. Midway through the night, we faced a full power outage, but thanks to the quick thinking and teamwork of our staff, volunteers, and guests, the show went on without missing a beat. Moments like these remind us what community and resilience truly look like.We are beyond grateful for the opportunity to host an event like this. All of the work will directly support the work of Animal Friends and The Martha Fund. Every ticket, donation, and auctioned off item in that room helps provide love to every animal that Animal Friends sees, and A new playground thanks to the Martha Fund.Thank you to our sponsors, donors, and every guest who showed up and gave generously. This gala wouldn't be possible without YOU.WHAT YOU'LL LEARN:✔ How to make the most of unexpected issues that pop up during an event✔ Why doing something bigger than yourself is important✔ How to look at past events to see how you can improve✔ Why impact is everything✔ How helping give back to the community you're apart of is good for everyone► Want to learn more about what we do at Steelpoint Foundation? get information here: https://steelpointfoundation.orgABOUT MEI'm Casey Quinn, entrepreneur, investor, and founder of SteelPoint. Through acquisitions, partnerships, and operational leadership, I help founder-led businesses scale through accountability, strategy, leadership development, and long-term value creation.ABOUT TJ BENCHOTJ Bencho is a business leader, entrepreneur, and leadership coach focused on helping people build stronger relationships, develop accountability, and live with greater purpose.Subscribe for more conversations on entrepreneurship, leadership, personal growth, communication, accountability, investing, and building businesses that create lasting impact.🔗 RESOURCES & LINKS► Learn more about me at www.caseyryanquinn.com► Subscribe to the Never Perfect Podcast: https://www.youtube.com/@caseyryanquinn► Casey's links:Facebook: https://www.facebook.com/share/1TwCw8ewFf/?mibextid=wwXIfrInstagram: https://www.instagram.com/caseyryanquinn?igsh=MTdqeGU2M2Vnb2R5cA==LinkedIn: https://www.linkedin.com/in/caseyryanquinn► TJ's links:Facebook: https://www.facebook.com/thomas.benchoInstagram: https://www.instagram.com/t.j.bencho/LinkedIn: https://www.linkedin.com/in/t-j-bencho-880661197/

  6. Jul 17

    Your Mastermind Guide: What to Expect and How to Get The Most Out of The Event

    ► 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 with them. In this episode, Alex Orosz and I break down the reality of being in these business masterminds groups; from their true purpose to the metrics you should be tracking to measure success.It’s time to get smart about being at these events; we want to make sure you are getting the most out of events like Investor Fuel. So we're here to help you evaluate if the rooms you pay to be in are truly accelerating your business growth or just draining your resources. Because Investor Fuel and similar masterminds bring a lot of opportunities to learn. Things like "hot seats" where members present challenges quarterly, peer feedback, and the opportunity to execute action items.We go to network, provide value like education and back office clarity, and build long-term trust rather than hard-sell. These are just a few things we can do to get and give value at these events. You can strategically leverage your group to get more clients, increase your revenue, and scale effectively. But it's also important to identify when it's time to cut your losses and pivot toward more effective resources for your specific stage of growth. Plus some interesting stories along the way.WHAT YOU'LL LEARN✔ What a business mastermind is and How its helpful for your business✔ Why being in the room with the right people matters✔ How to decide if you're getting enough out of business masterminds✔ How to Pivot and Reevaluate what you're doing at these events✔ Why building a client relationship is important✔ Learn to identify when it's time to cut your losses and pivot toward more effective resources for your specific stage of growth✔ AI's Role: it can be helpful, but it cannot replace communityABOUT MEI'm Casey Quinn, entrepreneur, investor, and founder of SteelPoint. Through acquisitions, partnerships, and operational leadership, I help founder-led businesses scale through accountability, strategy, leadership development, and long-term value creation.Subscribe for more conversations on entrepreneurship, leadership, personal growth, communication, accountability, investing, and building businesses that create lasting impact.🔗 RESOURCES & LINKS► Learn more about me at www.caseyryanquinn.com► Subscribe to the Never Perfect Podcast: https://www.youtube.com/@caseyryanquinn► Casey's links:Facebook: https://www.facebook.com/share/1TwCw8ewFf/?mibextid=wwXIfrInstagram: https://www.instagram.com/caseyryanquinn?igsh=MTdqeGU2M2Vnb2R5cA==LinkedIn: https://www.linkedin.com/in/caseyryanquinn

  7. Jul 10

    If Giving Back Isn't A Part Of Your Business Model, You're Missing The Mark

    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 brand reputation and employee morale to attracting loyal customers and networking with Investors, charity for business is more than just feeling good, it's smart strategy.WHAT YOU'LL LEARN✔ Why CSR is one of the most underrated growth levers for entrepreneurs and business owners✔ How to plan and launch your own charity event from scratch, even on a small budget✔ First steps toward starting a nonprofit organization or partnering with an existing cause✔ Why corporate social responsibility isn't just for big brands, and how small businesses can lead the charge✔ The link between business ethics, sustainability, and long-term brand trust✔ Building trust through accountability✔ Growing your business beyond social media✔ Long-term lessons for entrepreneurs and investorsWhether you've never thought about giving back or you're ready to build something bigger than your business, this episode gives you the mindset shift AND the practical roadmap to get started.ABOUT MEI'm Casey Quinn, entrepreneur, investor, and founder of SteelPoint. I help founder-led businesses scale through leadership, accountability, acquisitions, and operational excellence.Subscribe for more conversations on entrepreneurship, leadership, investing, communication, business growth, and building companies that create lasting impact.🔗 RESOURCES & LINKS► Learn more about me: www.caseyryanquinn.com► Subscribe to the Never Perfect Podcast:https://www.youtube.com/@caseyryanquinn► Casey's links:- Facebook: https://www.facebook.com/share/1TwCw8ewFf/?mibextid=wwXIfr- Instagram: https://www.instagram.com/caseyryanquinn?igsh=MTdqeGU2M2Vnb2R5cA==- LinkedIn: https://www.linkedin.com/in/caseyryanquinnJoin our Skool Community: https://www.skool.com/steelpointfoundry/aboutLearn more about me at caseyryanquinn.com

  8. Jun 26

    What Is An Investment Club? I Hiring Our President I Has a Prospect Ghosted You?

    -►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 postpone its launch. Before we dive in, here's an important update. When this episode was recorded, we were preparing to officially launch the SteelPoint Collective Investment Club. Shortly afterward, TJ's Facebook and Instagram accounts were unexpectedly disabled by Meta during launch week. Since social media is one of our primary ways of educating our audience, we've decided to postpone the launch until his accounts are restored and we can give the launch the attention it deserves. We'll announce a new date soon. Although the launch has been delayed, the conversation is more relevant than ever. We explain why we created the SteelPoint Collective Investment Club and how it was designed to provide more than passive investing. Our goal is to give entrepreneurs and investors the opportunity to learn directly from experienced operators while understanding how professional hard money lenders evaluate deals, protect investor capital, assess borrower risk, and make lending decisions. We also discuss one of the biggest lessons every entrepreneur should learn: never build your business entirely on platforms you don't own. TJ shares what it was like having his Meta accounts shut down without warning and how that experience reinforced the importance of building email lists, CRM systems, genuine relationships, and multiple marketing channels instead of relying solely on social media. Later in the episode, I share lessons from our executive search for a President at SteelPoint. We discuss hiring great leaders, protecting company culture, conducting transparent interviews, and why many hiring conversations become long-term business relationships even when someone isn't selected for the role. Finally, we dive into communication, accountability, follow-up, and one of the biggest frustrations every entrepreneur experiences: people not doing what they say they're going to do. We talk about respecting people's time, following through on commitments, improving communication, and why consistency remains one of the greatest competitive advantages in business. If you're interested in real estate investing, entrepreneurship, passive income, leadership, hard money lending, private lending, investor education, communication, business growth, and raising capital, this episode is full of practical lessons you can immediately apply to your business and life. WHAT YOU'LL LEARN ✔ Why we created the SteelPoint Collective Investment Club ✔ Why the launch has been postponed ✔ Passive investing vs. investor education ✔ How professional lenders evaluate deals ✔ Why entrepreneurs should own their audience ✔ Leadership lessons from executive hiring ✔ Better communication and follow-up strategies ✔ Building trust through accountability ✔ Growing your business beyond social media ✔ Long-term lessons for entrepreneurs and investors WHO THIS EPISODE IS FOR → Entrepreneurs → Business owners → Real estate investors ABOUT ME I'm Casey Quinn, entrepreneur, investor, and founder of SteelPoint. I help founder-led businesses scale through leadership, accountability, acquisitions, and operational excellence. ABOUT TJ BENCHO TJ Bencho is an entrepreneur, investor, and Director of Investor Relations at SteelPoint Capital. He helps investors build wealth while educating entrepreneurs on leadership, investing, and relationship building. 🔗 RESOURCES & LINKS ► Learn more about me ► Subscribe to the Never Perfect Podcast ► Casey's links: - Facebook - Instagram - LinkedIn ► TJ's links: - Facebook - Instagram - LinkedIn

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Ratings & Reviews

5
out of 5
2 Ratings

About

Are you an entrepreneur obsessed with scaling your business to the next level? Welcome to Never Perfect, the podcast for founders, innovators, and business leaders who are in the trenches, building and scaling their ventures. Hosted by serial entrepreneur Casey Ryan Quinn, this show cuts through the noise to deliver raw, unfiltered, and actionable strategies for exponential business growth. If you're ready to accelerate your growth, learn from those who have done it before, and embrace the "progress over perfection" philosophy, then this is the podcast for you. Subscribe to Never Perfect.

Information

  • Creator
    Casey Ryan Quinn
  • Years Active
    2026
  • Episodes
    41
  • Rating
    Explicit
  • Copyright
    © Casey Ryan Quinn
  • Show Website
    Never Perfect

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