His team does intense data analysis of STR markets to determine the best markets to invest in.

It’s a much smoother way to start building a rental portfolio without the intense competition and high purchase prices you see near the Bay.

These projects are capital-intensive, long-term, and tied to physical assets—the kind of work that tends to persist across cycles.Career paths aren’t linear anymore.

It is a data-intensive area of real estate, which is highly competitive, and takes quite a bit of time to see any payoff. 

Competition is slightly less intense in the $500k+ bracket, easing as you get above the $2M trade price mark. 

The biggest thing I’ve seen is that the returns can look great on paper, but you’re really signing up for an operating business, not a passive rental.A few high-level observations based on what I’ve seen others experience:- Management intensity is meaningfully higher than traditional SFR or small MF.

Underwriting must account for course capex, staffing, and weather-driven revenue cycles.Ski HotelsWhat defines them:Ski hotels offer onsite or immediate slope access, positioning the asset directly within the ski experience.Investor considerations:• Premium ADRs during peak winter season• Strong appeal to destination travelers and group bookings• Limited competitive supply due to geographic constraintsKey risks:• Highly seasonal revenue concentrated in winter months• Dependence on snowfall and climate patterns• Capital-intensive infrastructure and maintenanceInvestor takeaway:Ski hotels are high-yield, high-risk assets.

On the other hand, a multi-family property (MF) could provide higher income potential and diversification of tenant risk, though it may require more intensive management and a larger initial investment.Think about the real estate market trends in your area and the potential for property appreciation.

Wholesaling is a less capital intensive alternative but it entails a lot of networking and learning the ropes.

That alone puts you ahead of true remote investors.The cons people don’t mention in the $50k fantasy1) The cheapest houses are management-intensive$50k properties are usually in areas where:turnover is higherfraud risk is highermaintenance calls are highercollections/evictions happen moreYour “cap rate” looks great until you run real reserves and vacancy.2) Insurance is real and getting worseOlder roofs, older plumbing, older wiring = higher premiums and more non-renewals.