I am new to real estate investment and planning to start ramping up long term rental properties in 2025, however my first two primary residences were both converted into MIL's and rented within months after closing which effectively followed the House-Hack tactic (we currently rent our furnished basement to primarily traveling nurses for 3-6 months at a time which covers 70% of our mortgage).

I'm always conflicted with whether I should leverage my primary residence for the sake of investment properties.

Did you know that you can acquire your a primary residence from up to 1-4 units for as low as 5% with conventional.

.: There are companies that provide this and I even believe some do a revenue share with apartments.We had looked into this a while back for some of our properties.Not a bad revenue stream and a nice little perk to have new EVs charging near the clubhouse/office where new prospective residents can also see them. 

They might be lower-cost options, but in standardized, commoditized transactions, their UX quality and excellent customer service set them apart from other direct-to-customer carriers and agents.It would have been ad hominem had I offered proctologist referrals to assist with dislodging your head from the rectum it resides....I did not do that, I ignored it's placement.

The best strategy depends on your goals, but here’s a breakdown:Selling outright would result in paying capital gains tax and depreciation recapture, but since the appreciation is minimal, the tax impact may be relatively low.Gifting the property to your son could potentially allow him to sell it with a lower tax rate, but since he hasn't used it as a primary residence, he won’t qualify for the exclusion of capital gains tax on a primary residence, and you'd need to account for gift tax implications.1031 exchange could defer taxes, but you would need to purchase a like-kind property of equal or greater value and meet all the IRS requirements.

A steady annual growth rate, diverse industries, and affordable living attract residents.

This way you can fix up your primary residence to build equity and also add a cash flowing rental.

There are another 20-30 questions I could ask before I could even begin to advise.EDIT - It looks like in Aurora, it needs to be your primary residence if you want to STR the property.https://www.auroragov.org/resi...

My question is, can I do a study on a home that is currently my primary residence and not yet a rental but will become a rental and I use the paper loss in the future when I need it but have captured the 100% bonus depreciation by doing the cost segregation study in 2022?