I previously had 2 dumb *** shots automatic at my townhouse and busted 2 Ac, bullets in the wall, and doors.

You could also add in an escalation clause so you can keep your offer the same BUT automatically escalate it to beat the other offer up to a maximum amount. 

Failing the deadline gives the tenant a strong argument that the withholding was done in bad faith, which opens the door to:Return of the full depositStatutory damages up to 2x the deposit in addition to the original amountEven good repairs do not automatically save you if the timeline was missed.3.

A HELOC is revolving debt but it doesn’t automatically involve interest-on-interest.

Since it’s tax season, I’ve been seeing more questions pop up around IRAs, self-directed accounts, and leverage — and that usually means one thing is getting overlooked:UBIT (Unrelated Business Income Tax).A lot of investors assume anything done inside an IRA or retirement account is automatically tax-free.That’s not always true.Here’s where people get caught off guard:If you’re investing through a retirement account and using debt, operating an active business, or running certain syndications, you may be generating income that’s subject to UBIT.Common examples I see:Leveraged real estate inside a self-directed IRACertain syndications with debt or operating incomeActive real estate businesses held inside retirement accountsThe surprise usually comes when investors realize:The tax doesn’t show up on their personal return — it shows up inside the retirement account.UBIT isn’t a reason to avoid these strategies altogether, but it is a reason to understand them before investing — especially if you’re allocating retirement funds.During tax season, this is a good time to pause and ask:Do I actually know how my IRA investments are being taxed?

It’s to make the important stuff automatic so decisions stay clean.Your point about tracking your own involvement is spot on too.

Enter recurring charges and automatic late fees.

If the average stay is 7 days or less (or 30 with significant services), that unit can be treated as non-passive if you materially participate.In your case, only one of the four units is an STR, so it doesn’t automatically convert the whole property.

This is one of those situations where it’s not automatically good or bad, but it does require extra diligence.The biggest thing to clarify upfront is use of the property.

STR cabin, even on 32 acres, warrants close review, as this significantly impacts your depreciable basis.A reputable cost segregation firm has established methodologies to accurately determine land value, often using assessor data, market comps, or land-to-building ratios, without automatically requiring a separate, costly appraisal.Discuss directly with your cost segregation provider how they plan to allocate land.