Use your HELOC money if the rates are more attractive then hard-money or private money.

What terms or incentives would be appropriate to attract investors for this timeline?

Alternatively, convert your first home into a short-term rental for higher cash flow if regulations allow.

If a property management company faces a data breach, it can significantly reduce the property’s value, impact lease renewals, and affect the attractiveness of future investments.PropTech Startups:The surge in PropTech (property technology) startups has brought innovation to the real estate sector, including platforms for digital transactions, property management, and AI-powered real estate analytics.

However, there are some challenges to keep in mind:Regulatory Variations: Regulations can vary widely between locations and are constantly evolving.Active Management: STRs require more hands-on management for guest turnover and communication.Additional Costs: Don’t forget about expenses for furnishings, cleaning, and possibly hiring a property manager.If you’re looking for STR-friendly areas, consider these locations, as others can be too expensive to consider, such as Snowmass Village or Aspen:Breckenridge: The most visited ski resort in North America, attracting around 3 million tourists each year.Steamboat Springs: A popular year-round destination for winter sports and summer activities.Keystone: Great for those wanting a less crowded resort experience.Divide & Florissant: Charming mountain towns close to Colorado Springs.Fairplay: Just 30 minutes south of Breckenridge, with an impressive 82% Airbnb occupancy rate.Cripple Creek: A former mining town now known for casinos and outdoor activities.Park County: Very Airbnb-friendly, though regulations may change.Here are some strategies to help you succeed in the STR market:Hybrid Model: Consider using some units for STRs and others for long-term rentals to balance income.Research Local Regulations: Always check the current rules in your target areas before investing.Year-Round Appeal: Focus on locations that attract visitors in all seasons.Quality Furnishings: Invest in quality to justify higher nightly rates and attract better guests.Dynamic Pricing: Use pricing strategies to maximize revenue during peak seasons while maintaining occupancy in the off-season.Stay Flexible: Be ready to adapt your strategy as the market and regulations change.While Colorado’s STR market offers exciting opportunities, it’s essential to approach it strategically.

@Jason Fitzwater do find guest care more about being closer to the town of Blue Ridge and attractions like Mercier’s Orchards, or is Cherry Log/Mineral Bluff/etc. area still good?

The possibilities are endless… Anything from guests leaving a bunch of lights on, to leaving the oven on, to leaving food out on the counter to rot and attract pests…Just wondering how people deal with this situation where the guests check out and the cleaners can’t go over there for a couple of days?

Artificial Turf: If you're open to alternatives, artificial turf might be a long-term solution.

To start, I’d like to ask you a question: What is more important, purchasing real estate where you can obtain 100% return of your capital through the BRRRR investment method but otherwise break even or even worse lose money or alternatively  leave some of your capital in the deal but earn a profit when the property is sold? 

Moving from a multi-family (like your 3 units) to a single-family setup can offer attractive rents, especially when targeting college housing, but it can also be a tricky path.From what I’ve seen, success depends on local market dynamics and the specific demand for single-family vs multi-family rentals.