Once you get a mortgage later, that home would have to be bought personally since only people can get mortgages. 

So, you  know, fundamentally change my outlook and approach to life...I'll let you know when that happens.Our mid term rentals have been better for personal use.

My office manager tracks them on a spread sheet but personally I don't think that is necessary if you have good key box inventory.

In general I say its a personal preference and there is no right or wrong here, just what works best for you. 

Personally I think both are important.

If you build to 50 at some point, you can hire a part-time or later full-time person to manage as you grow.

Just not a big fan of the ups and downs personally 

I have purchased many homes in the past as personal residences and always with the help of an agent.  

I use quicken for personal and WAVE for my businesses.  

Intangible assets like goodwill or tangible personal property (e.g., equipment) are excluded from 1031 treatment and are taxed separately—goodwill is typically taxed as a capital gain, while equipment may be subject to depreciation recapture taxed as ordinary income.To minimize taxes on the sale of the business, consider strategies such as Opportunity Zone investments, which defer gains until 2026 if proceeds are reinvested in a Qualified Opportunity Fund (QOF), or structuring the sale as an installment agreement to spread taxable income over multiple years.