Does anyone have any insight on how often you have to empty the coin deposit box with a 3 family? 

I took deposit and first month rent.

Please note that you are obligated to pay back their 401k (regardless of the performance of your real estate investment).Per the loan offset rules that went into effect with the 2018 Tax and Job Act: if you leave your job and the loan is current at the time you leave your job but then the loan goes into default because you left your job, you will have until your tax return deadline (including any timely filed extension) to make the loan current by depositing the outstanding balance into an IRA (and thereby avoid the taxes and penalties that would otherwise apply).If you are self-employed with no full-time employees & you can rollover the funds, you could set up a Solo 401k, rollover the funds and take a 401k loan from the Solo 401k.2) Regarding taking a distribution from a 401k plan and then paying back within 60 days: the issue here is that there is a 20% withholding requirement so if you distribute $10,000 you will receive $8,000 (since 20% is withheld) but you will need to deposit $10,000 within 60 days so you are effectively providing Uncle Sam with an interest-free loan equal to $2000 since you won't be able to recoup those funds until you file your taxes.

Think of all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

Everything you wanted to know about PA security deposit law: click here

I don't want to comingle funds by depositing this into my LLC bank account and I know I can't just modify the check so what should I do with these checks.

Completely free to set up all you have to do is pay a deposit for the appraisal and they reimburse you at closing.

I'd prefer to sign a new lease, but how do I managed the damages deposit?

There is much more to it than just buying a property, renting it out as and STR, and having money deposited in your bank. 

He's been calling the office harrassing my staff about getting his security deposit back.