In the beginning most of our challenges were just making sure we were following all the guest communicaton cadence, but that was when we did everything manually.We use Hospitable, and it has helped with all of that so really the only piece left for me to automate is rental agreement automation, but I think Hospitable is working on that too.Mike

S8 is a tool, nothing more and all an owner is doing is trading one set of challenges for another. 

We shared ideas, collaborated on projects, and provided encouragement during challenging times.Networking Opportunities: The program also offered networking events and connections with industry professionals.

Hi @John Arena, It sounds like you're experiencing some common challenges with property management that might warrant exploring other options.

@Devan Dorzokthis property seems like it might be in a challenging area... i don't know you and you don't know me so I'd never say "definitely buy" or "definitely don't buy." 

Investing in real estate always comes with challenges, but with thorough due diligence, you can mitigate risks and move forward confidently.Best of luck with your investment journey!

Networking with other professionals is crucial because it opens doors and provides insights that may not be apparent on the surface.Resilience is key, as market fluctuations and setbacks are inevitable, but those who adapt and learn from challenges come out stronger.

Navigating these kinds of challenges can be especially tought when you're just starting out as a landlord.From what you've described, it seems you've gone above and beyond to accommodate your tenant's needs.

Challenges?

I've also heard anecdotally on BiggerPockets that the concept of other States being super landlord friendly is sometimes overblown (in other words, sometimes even in the most landlord friendly states, things can get sticky)In other words, I'm not sure how much the potentially friendlier landlord laws would convince me to purchase far away in other state, when that also comes with its own challenges (the inability to self manage, property management fees, etc) This debate on whether I should locally invest vs out of state has left me wasting time so now I feel I just have to make a decision and go for it. 1.