Those records not only helped with tax filing but also guided future projects by showing what provided the best ROI.

Landlords can enter a tenant's property for a variety of reasons, including: Making repairs or replacements Responding to a tenant's request Removing unauthorized window coverings Preventing waste of utilities Changing filters, testing, or replacing smoke detector batteries Inspections Helping with an emergency inside the unit Posting a notice of eviction"Research your state laws because some of your comments indicate a lack of understanding of the landlord/tenant laws where you are operating (like threatening the tenants to keep the security deposit if they don't respond to you, I doubt that is actually a valid reason to keep their deposit, or evicting for late payments, or charging the tenants for your warranty repairs because you missed your 11 month inspection window which was your responsibility, and it looks like your lease says you can charge up to 18% interest for unpaid fees, is that actually legal?).

From a credit perspective, house hacking also helps you build strong cash flow, which can make it easier to secure financing for future deals.Additionally, if you're targeting high-appreciation markets, you could also look into cash-out refinancing down the line to pull equity and fund additional investments.

After a few candid conversations, they realized they could negotiate slightly higher rents by offering small improvments..things like better loading dock access or upgrading the security features..turning a so-so cash flow into something much healthier.When you break down your family friend’s situation, it might help to consider these angles:Selling and redeploying capitla could open up opportunities in markets where cash flow is a bit juicier.

For added security, consider umbrella insurance alongside the LLC. 

From my understanding they filed for Chapter 11, that would protect them from any creditor action, any foreclosure, etc.

If I could attach it here, I would but I will DM you the file so you can take a look.As far as an agent, if you would like assistance while you're here, feel free to reach out.

my RE income from my rentals is semi-passive of course... so less active than W2 but more active than dividends or social security.

Can you generate a report in Buildium to download a CSV file to upload transactions to Stessa via the Stessa CSC uploader?

If interest rates stabilize or your property value has increased, you might secure a better monthly payment.