The Commercial Real Estate Investor Podcast

Tyler Cauble
  • 5.0 (45)
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  • UPDATED WEEKLY

Welcome to The Commercial Real Estate Investor Podcast where your host, Tyler Cauble, covers the ins and outs building wealth and passive income through investing in commercial real estate. Tune in for investing strategies, leasing & management tips, market updates, and more.

  1. 12H AGO

    How this Real Estate Developer Raised $1M from ONE Email

    Key Takeaways: Building Trust and Relationships is Essential: Evan Holiday was able to raise $1M in 24 hours not by chance, but by spending years building trust, credibility, and relationships with his audience. Start Building Your Brand Early: Successful fundraising starts long before the ask; by consistently sharing your journey, highlighting others, and demonstrating your values publicly. Lead with Value, Not Just the Ask: Evan created value for his network by focusing on others and providing insights, rather than only talking about his own business needs. Communicate Your Mission Clearly: People invest in individuals whose values and missions they understand and align with. Evan’s focus on impact and community attracted like-minded investors. Raise Trust Before Raising Capital: The most effective fundraising happens when you’ve established trust first, so your network is ready to support you when opportunities arise. Consistency Matters: Showing up consistently with integrity builds a reputation that encourages people to work with and invest in you.

    8 min

  2. 4D AGO

    Commercial Real Estate Outlook 2026 | Office Hours

    Key Takeaways: Market Sentiment & Outlook: Commercial real estate is facing uncertainty into 2026, primarily due to macroeconomic volatility, interest rates, and capital availability. While capital was readily available previously, concern about raising funds or qualifying for loans is now considered the top risk by industry leaders. Most investors still expect to increase real estate holdings to hedge against inflation and diversify portfolios. Sector Performance & Trends: Some sectors like digital economy properties (i.e., data centers), logistics, warehousing, and industrial are performing well and attracting attention. Office investments are regaining traction, contrary to recent trends suggesting office decline. The hotel sector has struggled, with deal value down significantly year-over-year. Retail, especially malls, continues to be challenged, with shifting consumer behavior and design shortcomings cited as reasons. Development Climate: Rising construction costs, interest rates, and property taxes are obstacles for developers. Flex space development continues where supply is low. Affordable, "missing middle" housing and zoning reform are needed to address shortages and promote multi-use developments. Investment Strategy: Investors are more cautious, screening deals more carefully and not as aggressive as previous years. Preference for acquiring properties to hedge against inflation and for portfolio diversification. U.S. remains a preferred market, but interest in other countries (India, Germany, UK, Singapore) is rising, especially among larger firms. Audience/Participant Concerns: Questions targeted real estate taxes, staffing, capital raising, and partnership selection. Equity/capital raising remains a perennial challenge, given market dynamics and investor situations. Mixed-Use Development Advocacy: Strong views were expressed favoring conversion of single-use malls into mixed-use, live-work-play communities to revitalize retail real estate.

    46 min

  3. NOV 10

    How to Build Wealth Without Leaving Your Neighborhood

    Key Takeaways: Embrace an Entrepreneurial Mindset: Viewing downturns as opportunities and having determination are crucial for breaking into a new field like real estate. Apply Past Experience: Skills from other industries, such as hospitality, can be valuable—especially when focusing on meeting client needs and delivering exceptional personalized experiences. Focus Local for Impact: Building wealth and lasting business success can be achieved by investing in and serving a specific neighborhood, building deep roots, and understanding the unique opportunities and needs of that area. Listen to the Community: Community input is essential for successful development—projects thrive when local concerns and feedback shape the design and intent. Balance Financials with Neighborhood Needs: The best developments serve both investors (by being financially viable) and residents (by fulfilling real, evolving community needs). Learn from Mistakes: Being willing to admit when you’re wrong and adapt quickly can make or break a project, especially in community-focused real estate. Plan Your Exit Strategy Early: When developing mixed-use or unique projects, it’s important to consider the needs of both large and small investors and to plan for how you’ll successfully exit or sell the project in the future. Authenticity Over Appearance: True, lasting success comes from being authentic in dealings and interactions—not by focusing on superficial indicators like driving a nice car. Community Engagement Yields Stronger Brands: Integrating business with community (e.g., combining a coffee shop and real estate brokerage) can build both business success and community goodwill.

    37 min

  4. NOV 6

    What Do You Do When A Property Just Won't Sell? | Office Hours

    Key Takeaways: Strategies for Hard-to-Sell Properties: If a property (like a restaurant in Miami) won’t sell, don’t just focus on price; consider marketing it differently (e.g., as an event venue or multi-tenant investment). Address non-price obstacles—such as lack of parking and negative owner reputation—possibly by bringing in a neutral negotiator. Retail Market Challenges & Outlook (2025): Retail remains resilient but faces major headwinds: tariffs have increased costs, consumer sentiment is softening, and lay-offs/store closures are rising. Local, neighborhood-serving strip centers are considered more stable than big-box retail. Mixed-use developments in urban cores are the future; suburban power centers may struggle. Brokerage & Investment Advice: For brokers—especially new associates—focus on adding value during cold calls instead of asking for business immediately. Build relationships by sharing market insights. Use drone technology for thorough roof/property inspections. Market Adaptation: Consider creative repositioning or adaptive reuse for stubborn or distressed properties. Target a broader or alternative set of buyers, including investors from outside the immediate market area. Action Items: Bring in a neutral third party for difficult sales negotiations. Explore alternative uses and marketing strategies for unsold properties. Analyze the property for new value propositions.

    33 min

  5. NOV 3

    Commercial Real Estate Isn’t Just for Millionaires

    Key Takeaways: Commercial real estate isn't just for millionaires - it's about how you structure deals, not how much money you have. Successful investment strategies include: Finding overlooked properties Building the right capital stack Partnering with someone who has a unique edge Focusing on operational improvements rather than major renovations Underwriting conservatively Specific example: Tyler and his partner Jacob bought a failing self-storage facility for $1.7 million by: Raising capital from a small investor group Leveraging Jacob's moving company for built-in tenant pipeline Improving operations instead of doing expensive renovations Increasing occupancy from 58% to nearly full within 90 days Key investment principles: Look for small deals in transitioning areas Build relationships with potential investors Identify your unique competitive advantage Underwrite based on realistic expectations Keep the investment strategy simple

    10 min

  6. OCT 30

    Navigating Real Estate Partnerships | Office Hours

    Key Takeaways: Value Creation Over Cash Flow Focus on creating equity, not just collecting monthly rent Potential to make more money by improving property value than through steady cash flow Example: Tyler's land deal generated $900,000 in three years versus minimal annual cash flow Partnerships Partnerships can be powerful for scaling your business Always have a clear operating agreement Avoid 50/50 partnerships; ensure someone has decision-making control Choose partners with complementary skills Underwriting Strategy Consistently analyze different property types Learn to evaluate markets and assets systematically Be open to various commercial real estate sectors (flex space, storage, mixed-use) Raising Capital Start with friends and family (506(b) offerings) Build relationships and trust Demonstrate expertise through consistent content and market knowledge Investment Approach Don't just chase cash flow Look for opportunities to create significant value Be willing to invest time in property improvement

    28 min

  7. OCT 28

    Let's Review a Couple Value-Add Commercial Deals | Office Hours

    Key Takeaways: Value-Add Commercial Real Estate Strategy Look for properties with potential for improvement Opportunities exist in buildings needing work, like roof or HVAC upgrades Potential to increase value by raising rents and converting to triple net leases 30-Day Challenge Launch Free challenge for learning commercial real estate deal underwriting Starts October 22nd Provides access to deal analysis toolkit and AI underwriting tools Leasing Commercial Spaces Importance of detailed marketing materials Create comprehensive listings with floor plans, pictures, and property details Consider finishing out spaces to make them more attractive to potential tenants Cap Rate Considerations Not a single metric for evaluating deals Varies based on property type, location, and potential Look at multiple factors beyond just cap rate Broker Relationships Brokers are motivated by commissions Sometimes owners need to take initiative in leasing their own properties Be prepared to market spaces independently if brokers are not effective

    46 min

  8. OCT 27

    The 3 Most Dangerous Mistakes in Commercial Real Estate

    Key Takeaways: Avoid Overpaying Value in commercial real estate is based on income (NOI), not comparable sales Always verify the actual trailing 12-month financials Know the market's cap rate Never buy on potential alone, pay for current earnings Understand True Operating Expenses Don't trust the broker's pro forma Carefully check: Actual property taxes Deferred maintenance costs Management expenses Necessary reserves Match Financing to Your Business Plan Ensure loan terms align with property stabilization timeline Avoid short-term debt for long-term investments Don't over-leverage Build sufficient reserves for unexpected challenges Due Diligence is Critical Verify every number independently Understand the property's current performance Plan for realistic timelines and potential setbacks

    13 min
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About

Welcome to The Commercial Real Estate Investor Podcast where your host, Tyler Cauble, covers the ins and outs building wealth and passive income through investing in commercial real estate. Tune in for investing strategies, leasing & management tips, market updates, and more.

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