I do not use PL or Hospitable but have had similar issues with our software and integrations. 

There's software that can tell even which blocks has the highest appreciation per zip code. this is for rehab or buy-and-hold long term.The inside factor that really makes higher appreciation is good school districts as parents wouldn't need to pay private schools for their kids. 

HOA prices and restrictions is probably the next biggest thing to pay attention to as they will have a lot of influence on your profit margin and growth potential.

The only issue I have is that there are so many real estate investor influencers selling mentorships and everyone has their own niche.

Hostaway is a short term rental software but with enough finagling you can get it to work for mid-term as well.

@Sumiya Mahmud Have you looked into some of the self managed software options?

Have you observed any emerging trends or shifts in tenant preferences that might influence investment strategies in the multi-family sector?

Curious if anyone has had any luck managing all these aspects in one singular software?

It should be handled by your tax software or, better yet, by an accountant.You also have an option of paying the entire capital gain upfront, which is usually not to your advantage, however in some situations it could be.

It doesn’t take long with tax software but if you can save current tax dollars today, many think its worth it (not considering the strategies to avoid recapture as well).