However, I have some reservations about buying a house before seeing how things shake out after Feb 2nd for a few reasons: - Towns seem very unclear about how they will adopt this new law.

I have property that has about 100k in equity, I was thinking of selling  it and buying a newer one with a 100k down payment.

@Joshua DunlapRecommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a Class A property in Class D area, what quality of tenant will you get?

The people who will be staying in your unit may be different than your point of contact at the company booking who may be different than the individual responsible for paying the rent.

Investment Info:Large multi-family (5+ units) buy & hold investment.

I might be eating these words later, but as far as I can tell, at least here on the Oregon Coast and beyond the market crash everyone is waiting has not materialized. 
The pandemic fueled low interest rate boom deman...

Don't you have investor friends who want to buy your overage?

That’s what you recommend they buy? 

Both are great ways to build wealth.I have no problem stating directly - Building a business is absolutely a faster path to financial freedom than buying rentals. 

Looking to purchase one and struggling with the right calculators to determine the real metrics.As I understand it (recently looked at buying a former bnb) you need to treat it like any other STR with your extra costs such as food, etc  baked in to the expenses.