@Lilach AdoniMany of the properties attached to country clubs have restrictions on rentals and/or transferring your membership amenities.It is worth looking into the financial viability of the country club itself; the developments with many houses and forced membership with mandatory transfer fees seem to do better than the boutique clubs with far fewer homes and/or optional membership.Also, keep in mind when you go to sell, the buyer pool is drastically reduced and generally makes these properties less liquid.

"Little" is relative to your market... for example in many California markets, you will pay to live in your  house hack, but your cost of living is reduced significantly.

He's exceptional at proactively creating terms that mitigate our risk and protect our investors AND getting all parties to come to the table, work through challenges, and get the deal done (it's no surprise that not all deals are smooth haha!) 

"Proactive investors get rich. 

To clarify, if I set up a mortgage account (liability) and a property account (asset) for one rental property, is there a way to ensure that a transaction (such as making my mortgage payment) will impact both accounts (reducing my liability and increasing my equity in the property? 

You ideally want a fiduciary financial planner that not only provides investment management, but year-round proactive planning that helps you reduce your taxes, increase cash flow, protect your liabilities, etc.

Teaser: How to reduce the cost of PPC from $12k to 22k, while maintaining the effectiveness of the advertising company.

Depreciation and interest are two of your biggest expenses that reduce taxes, so don't forget to factor this into your numbers.Ultimately an exchange defers taxes.

The seller reduced their price some but not all the way to the appraised value so my buyer came up with more cash to fill the gap. 

Starting with the right group will reduce unnecessary friction and get you to your personal goalsWell done on taking action in what is your business.