All Things Real Estate with Ari Wintraub

Ari Wintraub
  • 5.0 (3)
  • Entrepreneurship
  • Updated Weekly

Ari Wintraub is a top real estate agent and investor in Los Angeles. With over a decade of experience, he shares his journey and insights on building a successful career in real estate, offering practical advice for agents and investors.

  1. Jun 12

    LA Landlords Under Pressure: A Property Manager’s Take

    In this episode of All Things Real Estate, Ari Wintraub sits down with Daniel Glazer of Glazer Property Management for a deep dive into one of the most important and often overlooked parts of real estate: how to actually manage and operate the asset. Daniel shares how, at a young age, he built a boutique property management company that now manages more than 400 units across Los Angeles. The conversation covers older LA rent‑control buildings, why management in Los Angeles is so complex, how insurance has become one of the biggest threats to apartment owners, and why proactive communication with tenants and landlords can make or break the management experience. This episode is more of a conversation, where we take a sober, practical look at the daily realities, challenges, and rewards of owning residential real estate in Los Angeles. Daniel hits on what’s working with remote teams and vendor relationships, how to avoid emergency calls, and what today’s “accidental landlords” face as they inherit buildings that need attention. Whether you are a landlord, investor, broker, property manager, or someone considering holding rental property long term, this episode offers a practical and honest look at what it takes to operate real estate well. In This Episode: Why property management is essential to successful real estate ownershipHow Daniel grew from managing 5 units to over 400 unitsThe unique challenges of Los Angeles rent-controlled propertiesRising insurance costs and their impact on apartment ownersPreventative maintenance strategies that save money and reduce emergenciesBuilding strong vendor relationshipsUsing remote teams to improve operationsAdvice for accidental landlords and inherited propertiesEvolving tenant expectations in Los AngelesWhy rental properties should be treated like products in a competitive market#AllThingsRealEstate #AriWintraub #DanielGlaser #GlaserPropertyManagement #PropertyManagement #LosAngelesRealEstate #LARealEstate #ApartmentInvesting #RentalProperty #Landlords#RealEstateInvesting #MultifamilyRealEstate #RentControl #ApartmentOwners #RealEstatePodcast #RealEstateOperations #TenantCommunication Follow me on my Social media: 💟Website: ⁠⁠⁠https://www.ariwintraub.com/⁠⁠⁠ 💟Instagram: ⁠⁠⁠https://www.instagram.com/AriWintraub⁠⁠⁠ 💟Facebook: ⁠⁠⁠https://www.facebook.com/AriWintraubProperties ⁠⁠⁠ 💟Apple Podcast: ⁠⁠⁠https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546⁠⁠⁠ You might also like: ✅ ⁠⁠⁠https://youtu.be/_mwVMmZavxY⁠⁠⁠ ✅ ⁠⁠⁠https://www.youtube.com/watch?v=wOIKN1HA0Sk⁠⁠⁠ ✅ ⁠⁠⁠https://www.youtube.com/watch?v=Nw0Dq6lCB8I⁠⁠⁠ 🔰 My playlist: ⁠⁠⁠https://www.youtube.com/playlist?list=PL0IVJkkBL0GRnTsR2uLElHCba1tfvgnSf⁠⁠

    52 min

  2. May 25

    Bill Witte: Projects That Stand the Test of Time

    A pointed conversation with Bill Witte of Related, reflecting on nearly four decades of leading California development for one of the nation’s most influential real estate firms. Related has built some of the country’s most luxurious residential projects while also becoming the largest owner of affordable housing units in the United States. In this episode, Bill shares insights on real estate development, affordable housing, Downtown LA, and what it takes to build projects that stand the test of time. We discuss his transition from public sector urban planning into private development, navigating California housing policy, balancing Frank Gehry’s creative vision with commercial realities at The Grand, and the long-term risks developers face around entitlement, politics, and market timing. You’ll learn:• How Bill Witte transitioned from government urban planning into major real estate development• Why Related California focuses on projects designed for long-term impact• How public-private partnerships influence large-scale development strategy• What it was like working with Frank Gehry on The Grand in Downtown LA• Why Downtown LA has struggled post-COVID and what it needs to recover• How affordable housing strengthened Related’s business and reputation• Why California housing policy is slowly shifting against NIMBY resistance• How developers evaluate entitlement risk, politics, and market cycles• What Bill would — and would not — do differently after decades in the industry Follow me on my Social media: 💟Website: ⁠⁠https://www.ariwintraub.com/⁠⁠ 💟Instagram: ⁠⁠https://www.instagram.com/AriWintraub⁠⁠ 💟Facebook: ⁠⁠https://www.facebook.com/AriWintraubProperties ⁠⁠ 💟Apple Podcast: ⁠⁠https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546⁠⁠ You might also like: ✅ ⁠⁠https://youtu.be/_mwVMmZavxY⁠⁠ ✅ ⁠⁠https://www.youtube.com/watch?v=wOIKN1HA0Sk⁠⁠ ✅ ⁠⁠https://www.youtube.com/watch?v=Nw0Dq6lCB8I⁠⁠ 🔰 My playlist: ⁠⁠https://www.youtube.com/playlist?list=PL0IVJkkBL0GRnTsR2uLElHCba1tfvgnSf⁠⁠ #AriWintraub #BillWitte #AllThingsRealEstate #RelatedCalifornia #CaliforniaRealEstate #RealEstateDevelopment #AffordableHousing #DowntownLA #DTLA #LosAngelesRealEstate #TheGrandLA #FrankGehry #UrbanPlanning #HousingCrisis #MultifamilyDevelopment #RealEstateInvesting

    22 min

  3. Apr 10

    Xander Tertychny: Architecture, Development, and Investing with Intent

    In this episode, Xander, an architect, investor, and developer, explains how the purpose of a home should drive its design. Working across California and Florida, Xander shares insights on how architecture informs real estate investing — and how confines in development sharpen architectural thinking. We dive into the realities of building in Los Angeles — bureaucracy, shifting regulations, and hedging against the known unknowns that every developer must navigate. He compares that to opportunities in Florida’s fast-growing Gulf Coast communities that were shaped by “New Urbanism”. Reminders to "fail fast", and "do more with less”, are just a couple of lessons you will go away with. This episode is about more than architecture. It’s about thinking holistically — about land, materials, systems, and legacy. You’ll Learn: How Xander’s work as both architect and developer informs one anotherWhy architecture is ultimately about problem-solvingThe difference between designing for clients and building your own projectsThe “known unknowns” vs. “unknown unknowns” in developmentWhy LA development has become increasingly complexHow Florida’s Gulf Coast differs buildsThe three-legged stool of budget, timeline, and quality Find Xander on IG: https://www.instagram.com/alisarchitecture/ Follow me on my Social media:💟Website: https://www.ariwintraub.com/ 💟Instagram: https://www.instagram.com/AriWintraub 💟Facebook: https://www.facebook.com/AriWintraubProperties 💟Apple Podcast: https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546 You might also like: ✅ https://youtu.be/_mwVMmZavxY ✅ https://www.youtube.com/watch?v=wOIKN1HA0Sk ✅ https://www.youtube.com/watch?v=Nw0Dq6lCB8I 🔰 My playlist: https://www.youtube.com/playlist?list=PL0IVJkkBL0GRnTsR2uLElHCba1tfvgnSf #AriWintraub #XanderTertychny #AllThingsRealEstate #ArchitecturePodcast #RealEstateDevelopment #LosAngelesRealEstate #FloridaRealEstate #EntrepreneurialArchitect #DesignAndBuild #LegacyBuilding

    1h 3m

  4. Jan 30

    Architecture Without Ego: Lessons from Sonny Ward

    As the principal architect and founder of June Street Architecture, Sonny’s journey is rooted in sharpening his instincts so clients can contain theirs —and do less. A bold thinker, his boutique firm - known for preservation work - has created some of L.A.'s coolest homes. Currently wrapping up a ten-year restoration of a Richard Neutra apartment complex, we learn from Sonny what constitutes a good living space. He shares how they started working out of a garage with a handful of employees and have grown to a medium-sized office of 20. Always entertaining and to the point, we touch on the history of some of L.A.'s most iconic neighborhoods and how Hancock Park may not be as authentic as you would think. A recurring theme in my own work, we also discuss the importance of building trust with clients so that the process can unfold more smoothly. Relevant to any service-based business, we explore JSA’s first project that led to a career of referrals, the benefits of "finding your lane," and the value of removing your ego. Sonny's ambitions extend beyond serving clients; he is also focused on identifying his own real estate investment opportunities. We hear about those, including the 40-acre farm and house he and his partner took on, and the fruits of his never-ending curiosity. I left this conversation with a better understanding not only of rehab work but also of myself—and I had a ball the whole way through! You’ll learn: - Sonny Ward’s Start: evolving from into a 20 person firm, and the importance of a solid foundation. - Experience Shapes Decisions and Trust: Experience refines decision-making, enhancing client’s and your ability to do what you do. - Pressure and Growth: Sonny discusses how pressure—and sports—play a significant role in both personal and professional growth - Lessons for Newcomers: Sonny a forever teacher, shares valuable lessons for those starting today, highlighting the importance of finding your niche, and embracing a curiosity-driven mindset. - Consistency and Uniqueness: Underrated and often misunderstood; it is vital for success. Sonny's commitment to his ongoing search for unique opportunities demonstrates this. Follow me on my Social media: 💟Website: https://www.ariwintraub.com/ 💟Instagram: https://www.instagram.com/AriWintraub 💟Facebook:https://www.facebook.com/AriWintraubProperties 💟Apple Podcast: https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546 You might also like: ✅ https://youtu.be/_mwVMmZavxY ✅ https://www.youtube.com/watch?v=wOIKN1HA0Sk ✅ https://www.youtube.com/watch?v=Nw0Dq6lCB8I 🔰 My playlist : https://www.youtube.com/playlist?list=PL0IVJkkBL0GRnTsR2uLElHCba1tfvgnSf #AriWintraub #ATRE #SonnyWard @jsa.la @clw3sonny #ArchitecturePodcast #design #Architecture #HistoricPreservation #ResidentialArchitecture #LosAngelesRealEstate #DesignProcess #LongTermThinking #BuiltEnvironment

    1h 11m

  5. Jan 16

    From Bank-Owned Agent to Billionaire’s Agent - Dusty Baker on Selling Luxury

    Never before have I spent so much time in the following week reflecting on an interview and constant reminders of the conversation with a guest. Dusty Baker, who started at a young age selling foreclosed and bank-owned properties in Santa Barbara, did something very distinct. After a few years in the business, he changed everything he was doing, reinventing himself to become one of the top luxury agents, and now selling nearly $200 million of real estate per year. How does one achieve this? The mindset to stay the course, makes this episode with Dusty packed with strategy, stories, and inspiring ways to reach one's goals. Dusty shares how he got started, the countless broker price opinions he completed, the skills he learned, and what helped him transition from selling $600,000 properties to those with a couple of extra zeros. We discuss where the opportunities come from, the ethos behind building trust, and how to remain hands-on while growing. In this episode, we hear fascinating facts about Santa Barbara and how its population has shifted. We compare Montecito to the Palisades, both of which have experienced devastation from natural disasters, examining how rebuilding in those communities will differ. Whether you’re new to being an agent, or engaged in any entrepreneurial pursuit, this episode offers a sobering look at what it really takes to grow and reposition oneself. It’s Dusty’s discipline, habits, and attitude that I know you will learn from most, setting him apart from the pack and placing him regularly among the top 100 agents globally at Sotheby’s International Realty. You’ll learn: - How Dusty Baker entered the real estate business selling foreclosures & REOs. - Where the opportunities come from, - The ethos behind building trust, and how to remain hands-on while growing. - Who lives and buys in Santa Barbara today—including Rick Caruso - Why relationships matter when in a small city - Advice for new investors and agents Follow me on my Social media: 💟Website: https://www.ariwintraub.com/ 💟Instagram: https://www.instagram.com/AriWintraub 💟Facebook:https://www.facebook.com/AriWintraubProperties 💟Apple Podcast: https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546 You might also like: ✅ https://youtu.be/_mwVMmZavxY ✅ https://www.youtube.com/watch?v=wOIKN1HA0Sk ✅ https://www.youtube.com/watch?v=Nw0Dq6lCB8I 🔰 My playlist : / @ariwintraub #AriWintraub #DustyBaker #RealEstatePodcast #RealEstateInvesting #PropertyInvesting #InvestorMindset #RealEstateJourney #WealthBuilding #Entrepreneurship #HousingMarket

    1h 6m

  6. 12/12/2025

    Career Change at 50: Michael Abraham on Year One as a Realtor

    Nearing mid-life, and after selling his ad agency, Michael took a leap of faith and reinvented himself by becoming a residential realtor in Los Angeles. In this competitive industry, where most don’t make it past year one, Michael’s story is different. In this episode, we learn how he did it, including where his prospects come from, the benefits of a partnership, and how he landed at his brokerage. Michael’s mindset of having no fear and trying it all has resulted in success. We break down the numbers on what year one income looked like, what deals they have done, and what it takes to close. Hear how Michael’s own investments have informed him when guiding clients and how he turned a small happy hour get-together into Haps LA, now one of LA’s coolest nights out. You’ll learn: How to Transition Your Career: Michael's background before entering residential real estate and why he decided to make the shift despite early struggles. - Building a Brand: Discover the importance of social media in growing his brand and how consistent posting has enhanced his connection with clients. -Client Relationships: Understand how Michael connects with clients authentically and the emotional aspects of buying and selling homes that he navigates. - Differentiation in the Market: Gain insights into what separates good agents from average ones, including the significance of trust, honesty, and local knowledge. -Advice for Aspiring Agents: Receive practical advice for new real estate agents on staying focused, managing stress, and handling buyer expectations versus market realities. Follow me on my Social media: 💟Website: https://www.ariwintraub.com/ 💟Instagram: https://www.instagram.com/AriWintraub 💟Facebook:https://www.facebook.com/AriWintraubProperties 💟Apple Podcast: https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546 You might also like: ✅ https://youtu.be/_mwVMmZavxY ✅ https://www.youtube.com/watch?v=wOIKN1HA0Sk ✅ https://www.youtube.com/watch?v=Nw0Dq6lCB8I 🔰 My playlist : / @ariwintraub #AriWintraub #michaelabraham.realtor #RealEstatePodcast #ResidentialRealEstate #RealEstateAgentLife #NewAgentTips #HomeBuying #ListingAgent #RealEstateStories #AgentMindset

    1h 6m

  7. 11/21/2025

    Date The Cap Rate, Marry The Basis” and other Commercial Real Estate Tips

    In this episode, Ari gets to know Morgan McMullin, who shares how he geared up to be an owner by putting in reps as a broker. Morgan also breaks down the investing mindset behind “Date the cap rate, marry the basis,” the one metric you can control when trying to buy good deals, and how he sets yearly investment goals that actually move his career forward. Ari and Morgan also dig into what raising capital really takes, how to stay balanced while growing fast, and the brutal story of an Escrow that took a full year to close a deal that had been a six-year headache. Whether you’re new to commercial real estate or looking to multiply your output, this episode is a blueprint for momentum. You’ll learn: - How Morgan broke into CRE with zero prior experience - Why “date the cap rate, marry the basis” is critical for investors - The one metric he focuses on to buy better deals - What you actually need before raising capital - How he sets yearly investment targets - How he maintains work–life balance during growth - Lessons learned from the six year headache Follow me on my Social media: 💟Website: https://www.ariwintraub.com/ 💟Instagram: https://www.instagram.com/AriWintraub 💟Facebook:https://www.facebook.com/AriWintraubProperties 💟Apple Podcast: https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546 You might also like: ✅ https://youtu.be/_mwVMmZavxY ✅ https://www.youtube.com/watch?v=wOIKN1HA0Sk ✅ https://www.youtube.com/watch?v=Nw0Dq6lCB8I 🔰 My playlist : / @ariwintraub #AriWintraub #MorganMcMullin #CommercialRealEstate #CREBroker #RealEstatePodcast #CapRate #DealFlow #RealEstateCareer #CREProspecting #EntrepreneurMindset #MultiFamily #RealEstateInvesting

    1h 26m

  8. 09/19/2025

    When Start Ups Need Storefronts: The Bridge between Entrepreneurship and Real Estate

    What does it really take to build, scale, and sustain a startup in today’s fast-changing market? In this episode of All Things Real Estate, Ari Wintraub hears from Diego Torres-Palma, how he has leveraged his start up mindset to to grow companies and own buildings. He shares candid insights on the highs and lows of entrepreneurship — from early failures to raising capital, scaling teams, and using problem solving as a guiding light for what business to start. Through discovery of voids in the market, Diego has rescued failing coffee shops, launched successful breweries and now is about to open another establishment, which stands to be the best of its kind. Hint, it’s a in former pawn shop. You’ll learn: - The importance of failing fast. - Lessons from opening bars in LA, and how it’s about politicians “falling in love with you”. - The importance of consistency in providing something special. - Strategies for raising capital and working with investors - And the role that entrepreneurship plays in self discovery. Whether you’re a founder, aspiring entrepreneur, or someone with a dream to own a building, this episode gives you a behind-the-scenes look at what it takes to thrive in the startup world. Follow me on my Social media: 💟Website: https://www.ariwintraub.com/ 💟Instagram: https://www.instagram.com/AriWintraub 💟Facebook:https://www.facebook.com/AriWintraubProperties 💟Apple Podcast: https://podcasts.apple.com/us/podcast/all-things-real-estate-with-ari-wintraub/id1799328546 You might also like: ✅ https://youtu.be/_mwVMmZavxY ✅ https://www.youtube.com/watch?v=wOIKN1HA0Sk ✅ https://www.youtube.com/watch?v=Nw0Dq6lCB8I 🔰 My playlist : / @ariwintraub #NoVacancyPodcast #AriWintraub #DiegoTorresPalma #StartupLife #Entrepreneurship #TaylorAvakian #Fundraising #Leadership #StartupJourney #BusinessGrowth

    1 hr
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Ratings & Reviews

5
out of 5
3 Ratings

About

Ari Wintraub is a top real estate agent and investor in Los Angeles. With over a decade of experience, he shares his journey and insights on building a successful career in real estate, offering practical advice for agents and investors.

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