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by Jordan Lee
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In this episode of the REalized Gains Podcast, Steven & Jordan sit down with Connor Webb, a mortgage lender in the Portland–Vancouver market who has built a growing YouTube channel centered around baseball, content creation, and long-term brand building.Connor shares how he got started in the mortgage industry right out of college and how his passion for sports led him to launch a YouTube channel that has grown into a real business asset. What started as baseball content evolved into a platform that generates opportunities, brand partnerships, and even mortgage clients.We dive into how Connor approaches YouTube strategically, including how he thinks about thumbnails, titles, retention, and monetization. He breaks down the difference between evergreen vs. trending content, why consistency matters more than perfection, and how he repurposes long-form videos into short-form content across platforms.Connor also shares behind-the-scenes insight into building a channel from scratch, getting media access with professional sports teams, and how he’s leveraged content to close real deals and grow his business.👉 Check out Connor’s YouTube channel here:https://www.youtube.com/thecouchgmWhether you’re a real estate agent, lender, or entrepreneur looking to build your brand through content, this episode is packed with actionable insight you can apply immediately.📲 Connect With UsSteven Tran📞 Call / Text: (971) 285-2002📧 Email: steven@diverserg.comJordan Lee📞 Call / Text: +1 (503) 887-3619📧 Email: jordan@jordanleemortgage.com#REalizedGainsPodcast #YouTubeForRealEstate #ContentCreation #BaseballYouTube #MortgageLender #PersonalBrand #RealEstateMarketing Hosted on Acast. See acast.com/privacy for more information.
Dr. Tony Kelly joins Steven Tran and Jordan Lee for a wide-ranging conversation on leadership, real estate, and what it really means to “give back” after building a successful career. Tony’s story spans Detroit → the Air Force Academy → serving as a nuclear launch officer → corporate sales/ops leadership with heavy travel → and eventually taking the leap into real estate with a business plan, a SWOT analysis, and a relentless commitment to execution.We dig into the fundamentals that helped him win early in real estate—branding before Zillow, nonstop open houses, postcards/mailers, and even advertising other agents’ listings to build perceived credibility. Tony shares how those systems-thinking habits (checklists, process discipline, time blocking) translated from the military and corporate life into a repeatable client experience and long-term business growth. That path ultimately led him to Keller Williams ownership, where he helped start KW Portland Premiere and has remained deeply invested in building people and platforms.From there, the conversation shifts to governance and advocacy: why Oregon REALTORS® leadership matters, how policy and legislation quietly shape our industry, and why protecting pillars like the 30-year mortgage and mortgage interest deduction is a constant fight—often invisible to producers focused only on transactions. Tony also explains how he got pulled into leadership at PMAR (Portland Metropolitan Association of Realtors), then into statewide roles, including serving as Oregon REALTORS® President (2025 and 2026) and participating in a major governance restructure—the biggest at the state level since the early 1980s.We also go personal: his doctorate journey (and why it’s one of the hardest grinds you can take on), becoming an adjunct professor, and his dissertation research on the “secret sauce” behind African-American women who make partner at top corporate law firms. Plus—burnout, balance, hobbies, and how a 20-year daily running streak and trail races keep him centered while he travels, leads, and still serves clients.If you’re a Realtor, team leader, broker-owner, or aspiring association leader, this episode is a masterclass in long-game thinking: build systems, invest in people, protect the industry, and find a mission bigger than production.#OregonRealtors #PMAR #RealEstateLeadership #RealEstateAdvocacy #MortgageRates #HousingPolicy #GenerationalWealth #KellerWilliams #PortlandRealEstate #OregonRealEstate #RealtorLife #RealEstateBusiness #LeadershipDevelopment #TimeBlocking #SystemsThinking #RealEstatePodcast #DiversityInRealEstate #NAR #30YearMortgage Hosted on Acast. See acast.com/privacy for more information.
Michael Hudson of Praised Media joins the REalized Gains Podcast to break down what actually works for real estate content in 2026: how to choose the right content goals (leads vs. viral vs. brand), how to define your ideal avatar, and how to create educational + lifestyle content that converts without feeling “salesy.” We talk through Michael’s path from acting in LA to commercial mortgage brokering, then building a real estate-first media company serving Seattle, Portland, Vancouver, WA (and even Arizona).We get tactical on batching shoots, filming with just a phone, building repeatable systems (scripts, research, editing workflows), and hiring for character + communication. Michael also shares his POV on SEO for YouTube (titles, descriptions, using transcripts), why he prefers running Meta ads vs. boosting posts, and how consistent DM + comment responses turn views into real conversations and clients.If you’re a realtor, lender, investor, or service pro trying to grow with content—this episode is a roadmap for creating videos that build trust, show social proof, and generate inbound leads over time.#RealEstateMarketing #ContentCreation #VideoMarketing #YouTubeSEO #InstagramReels #SocialMediaMarketing #PersonalBranding #RealtorTips #MortgageMarketing #PortlandRealEstate #VancouverWA #SeattleRealEstate #Entrepreneurship #BatchContent #ContentStrategy Hosted on Acast. See acast.com/privacy for more information.
Affordability isn’t just about prices — it’s about what we build, where we build, and whether the numbers actually pencil.In this episode of the REalized Gains Podcast, Steven Tran and Jordan Lee sit down with Mike Nuss (Rarebird, Investor Lab, Deal Junkies) for a deep dive into Portland real estate development, middle housing, and why the future of housing in Oregon is being shaped by zoning code, cost-to-build realities, and market psychology.Mike shares his journey from real estate appraisal to development, lessons from the Great Recession and a failed partnership, and why he built businesses around education-driven investing. Then we get tactical: how Rarebird evaluates projects, why cottage clusters and smaller detached homes can be an affordability solution (without government subsidy), and what most investors misunderstand about cash flow vs. P&L vs. balance sheet.You’ll also hear Mike’s perspective on:Why “highest and best use” and zoning code drive everythingWhat a “cottage cluster” actually is (and why neighbors push back)Build-to-sell vs. build-to-rent underwriting in today’s marketHow interest rates changed the affordability equationWhy most developers fail: running out of money + misjudging absorptionScaling with systems like EOS / Traction and the “right people, right seats” conceptIf you’re investing in Oregon, curious about Portland infill, or trying to understand what middle housing laws mean for your lot — this one is packed.Guest: Mike NussCompanies: Rarebird, Investor LabHost handles: (add your links)Watch / listen / subscribe for more Oregon + Washington real estate & investing conversations.#PortlandRealEstate #RealEstateInvesting #OregonRealEstate #RealEstateDevelopment #MiddleHousing #CottageCluster #ADU #InfillDevelopment #HousingAffordability #InvestorLab #Rarebird #MultifamilyInvesting #BuildToRent Hosted on Acast. See acast.com/privacy for more information.
Airbnb isn’t “easy money” anymore — competition is real, and standing out takes an actual system.In this episode of the REalized Gains Podcast, Steven Tran and Jordan Lee sit down with Don Luong (Portland native; lending professional turned short-term rental operator) to break down what it really takes to build and manage a profitable Airbnb portfolio in the Portland metro.Don shares his playbook for evaluating a new Airbnb market (including how he studies comparable listings, upgrades the guest experience, and validates demand with tools like AirDNA), plus the operational reality of running 6–7 listings across Beaverton, Hillsboro, and beyond. You’ll hear how he scaled from using a 25% property manager to self-managing with systems, cleaners, and dynamic pricing (PriceLabs), why interior design + pro photos matter more than most hosts admit, and how minimum-night rules + pricing strategy can reduce party risk while improving guest quality.We also get into Portland’s STR regulations vs. Washington County flexibility (one reason Don focused on Beaverton), the types of guests that actually book suburban Airbnbs (family visits, remodel displacement, insurance stays, visiting colleges), and the difference between short-term rentals vs. mid-term rentals for steady cashflow.If you’re thinking about buying your first Airbnb, turning a primary residence into a short-term rental, or hiring a co-host/property manager — this episode will save you months of trial and error.Guest: Don Luong — Stumptown Rental HomesWebsite: StumptownRentalHomes.comTopics covered: Airbnb strategy, Beaverton & Hillsboro short-term rentals, pricing, cleaning ops, reviews, risk management, and scaling a co-hosting business. Hosted on Acast. See acast.com/privacy for more information.
In this episode of the REalized Gains Podcast, Steven & Jordan sit down with Jayselle Poblete to talk about her journey from working in real estate development in Washington, D.C. to relocating to Portland and ultimately starting her own HVAC company, Stellar HVAC.Jayselle shares what it was like transitioning between markets, continuing her career in development, and making the pivotal decision to build a business that gave her more flexibility and time with her daughter. She walks through the realities of starting an HVAC company, from learning the technical side of the industry to managing operations, hiring, and growth.This conversation dives into the intricacies of the HVAC business, the challenges of entrepreneurship, and the mindset required to step away from a traditional career path to build something of your own. Jayselle’s story offers valuable insight for anyone considering starting a service-based business or balancing career ambition with family priorities.Whether you’re an entrepreneur, real estate professional, or someone curious about building a business from the ground up, this episode is packed with real-world lessons and honest perspective you won’t want to miss.#REalizedGainsPodcast #Entrepreneurship #HVACBusiness #SmallBusinessOwner #WomenInBusiness #PortlandOregon #BusinessOwnership Hosted on Acast. See acast.com/privacy for more information.
In this episode of the REalized Gains Podcast, Steven & Jordan sit down with Portland-area real estate agent Tiana Javier of eXp Realty. Tiana shares her journey from starting in Beaverton to now building a thriving business in Ridgefield, WA. As a mom and full-time Realtor, she talks about being the “school bus agent” for local families, helping clients through life transitions like divorce, and guiding new agents as a mentor.Whether you’re a parent balancing career and family, a new agent finding your footing, or just curious about what it takes to build a meaningful real estate business, Tiana’s story is full of inspiration and practical wisdom.#REalizedGainsPodcast #PortlandRealEstate #RealtorLife #eXpRealty #RealEstateTips #WashingtonRealEstate #WomenInRealEstate #RealEstateMentor Hosted on Acast. See acast.com/privacy for more information.
In this episode of the REalized Gains Podcast, Steven & Jordan sit down with Ian Murdock, mortgage broker at Mortgage Trust. Ian shares his unique journey from pursuing a career in music to becoming a trusted mortgage professional. He opens up about navigating the 2008 housing crisis, the lessons he learned from that turbulent time, and how those experiences shaped his approach to helping clients today. Ian also dives into the topic of reverse mortgages—clearing up common misconceptions and explaining when they can be a smart financial tool.Whether you’re a first-time homebuyer, real estate investor, or just curious about the lending side of the business, Ian’s story offers valuable insights into resilience, reinvention, and the power of financial education.#REalizedGainsPodcast #MortgageBroker #MortgageTrust #ReverseMortgage #MortgageTips #RealEstateFinance #HomeLoans #MortgageAdvice Hosted on Acast. See acast.com/privacy for more information.
Realized Gains Podcast is where real estate, investing, and wealth-building strategies come together with real-world experience.Hosted by Portland real estate professionals Steven Tran and Jordan Lee, the show features conversations with investors, industry leaders, and entrepreneurs who are actively building wealth through real estate — from first deals to large portfolios.Whether you’re a new investor trying to get started, a homeowner looking to make smarter financial decisions, or an experienced operator scaling your portfolio, this podcast breaks down the strategies, numbers, mistakes, and mindset behind successful investing. Expect practical insights, honest lessons learned, and actionable advice you can apply immediately.Steven brings an investor-first perspective as an Oregon real estate broker, entrepreneur, and property owner across Oregon and Washington.Jordan adds the financing len
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