We have a plethora of distressed small multi-family at price points at every level!

The key is to simply lay out your options and determine which one offers the highest return while staying within your acceptable level of risk:Rent and save for a 20% down payment on an investment propertyBuy a primary residence without house hackingBuy a house hackOther: Is there a better use of your money?

I am in the camp that anyone can be found rather easily but it's a choice of your comfort level and what your desired outcome is.  

LCC as a basic pass through and limited partnerships depending on equity arrangements and profit share of the parties add that extra level of flexibility and not needing to split potential individual partner costs or liabilities.  

Or do you use it to make high-level analysis of property values? 

At a high level based on what I'm reading, this may be one of those where you give your brother an ultimatum: work together as originally discussed, or you buy him out and call it a day.

I’m at the highest level of pay in my market without a specialty degree or a specific job skill.

Sentimental value can be a significant barrier to selling, so creating a level of trust and understanding is crucial.One strategy is to consistently follow up over time without being pushy.

I'll DM you some high level dd tips for future projects that have helped me a ton (historically they've been removed for some reason if I respond to the forum)

VTSTRA has a (slightly outdated) list of town ordinances: https://vtstra.org/regs but that does not even get into some of the crazy proposals being tossed around at the state level, like an additional 10% STR tax (atop the 9% M&R + 1% local options tax already in place in many communities). https://legislature.vermont.gov/Documents/2024/WorkGroups/House%20Ways%20and%20Means/Short-term%20Rentals/W~Kirby%20Keeton~Short-term%20rentals%20draft%20language~3-13-2024.pdf