That’s something VTSTRA is understandably very active in monitoring, but they can only do so much.https://legislature.vermont.gov/Documents/2024/Docs/BILLS/H-...

We don't have a seasoning period for cashout refinances as long as the property has documented value added.

In the incorporating documents, I put my trust as the owner of the LLC.

You have documentation that it was dealt with and tested. 

Definitely start by documenting everything—emails, city notices, all of it.

Terms, covenants, conditions, easements, restrictions, reservations and other provisions, including provisions which provide for a private charge or assessment and also provide for an option to purchase, a right of first refusal, or the prior approval of a future purchaser or occupant, according to that specific Declaration of Condominium"ButThere is also ALTA 4.1 CONDOMINIUM--CURRENT ASSESSMENTS ENDORSEMENT which states: The Company insures against loss o rdamage sustained by the Insured by reason of: Any charges or assessments provided for in the State condominium statutes and condominium documents due and unpaid at the Date of Policy.Looking for advise on next steps.

I’ve heard that some platforms offer features like automated payment tracking and secure document storage.

You can find a lot of information from the plan documents, but it might be best to just call the 401k provider and ask them the terms of the loan.

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

So there are large numbers of accountants who say it's OK as long as it is documented as an arms length transaction.In this case however, it is an LLC issue.