I am the first in my family to do REI and my goal is to break the tradition of working for a salary for 40+ yrs only to retire on what I hope will be enough to start living freely.

One tip: focus on areas with year-round demand and check local regulations early—they can make or break a deal. 

if you do it right, you'll break even.not trying to be negative, just realistic.

So I may be okay breaking even the first year or two. 

Airbnb will send you a free Minut noise monitoring system (they did before) that can help monitor noise and parties as well. 100%I would add that your rates are too low if you are attracting these types of guests. 

This post is spot on—those critical dates can make or break a deal.

We will own the other lot free and clear.

if something breaks, could 'resolution' mean 'thank you for your complaint - we will fix tomorrow,' and the guest is satisfied? 

Which is very complex and costly and likely warrants professional help.Now, if it's just you and your spouse, then your 2024 tax preparation is likely relatively straightforward:- you will create a Schedule C on your personal tax return- you will NOT report any costs of purchasing the property or its rehab, not in 2024- you will report your business overhead expenses such as marketing, driving, technology etc- you will end up with a business schedule showing zero income and some expenses - not breaking the rules but potentially raising an audit flagCan you do it yourself?

.- Tenant Accountability: Many programs have strict guidelines for tenants, and breaking those rules (e.g., property damage) could jeopardize their assistance, encouraging them to be responsible.- Inspections: Some programs require annual property inspections to ensure compliance with their standards, which can occasionally be demanding.- Damage Risk: As with any tenant, there’s potential for property damage.