The tenant is paying their portion of the rent (the majority is coming from city) but the tenant has been difficult to deal with and I'd like to find an new tenant once their lease is up.

I am not an admin, but you don't look like you are a Pro Member.

That being said, when they launch their next fund, they are strongly considering a 506(c) offering.https://lastmileinvestments.com/While this is not a list of people I have invested with, I will say a lot of 506(b) operators hide in plain site:- Podcast hosts and guests (talking about what they have done past tense, not current offerings)- The gurus often also syndicate deals- Rise48, per their website, has primarily (if not exclusively) 506(b) offeringsThe thing is, depending on how conservative the compliance attorney is, you can have 506(b) operators advertising like there is no tomorrow.  

What is likely to happen is you try to solve HER problem - just to have it repeat.You really cannot evict one person w/o evicting ALL OCCUPANTS.Know you think you are doing the right thing, but you are NOT.The only way you can/should assist the mother is if she files a police report on the other occupant.If mother is not willing to do this, do NOT get involved!

The market of bank real estate asset wholeselling for example is very closed to a select few companies that invest millions of dollars, but when you see that big names like credit suisse invested over 150 million euros last year with one local bank's properties you have to wonder why these guys are puting so many eggs in this basket. 

Also, to make your money go farther, cutting down closing costs is a great way to do that, We can help with that, which is why we offer 1 point Origination Fix and Flip loans.Is sounds like you already have a portfolio, you may want to look at refinancing your existing portfolio to free up cash for future purchases, the buyer's market is only going to last so long as these interest rates are being cut.

An investor-friendly lender will help you devise a plan for savings and debt paydown.I'd also begin looking into which areas you'd like to invest in as well as strategies to utilize (i.e. househacking). 

Especially because I have my eye on a few more just like this one! 

However once we started making improvements to the property, the idea of converting this to a STR (like the one we did a year ago), started to be a consideration.

Where I invest, there is quarterly garbage fees LL pays, which get billed back to tenant.Sounds like this model would work for you too.