There are alot of CPA’s out there that are just as afraid of the IRS as any Tom, Dick, or Harry and won't let you write off legitimate deductions.

@Dick Stevens - I'm not questioning whether to keep the house or not.

REthink look to be the giants in the space.

However, it's interesting to hear that it would potentially be a poor investment.My main goal is to house hack a property that will pay for itself through rental income while I occupy a small portion of the property (e.g. the top floor of the second unit that I would build).I got a quote from "Giant Shipping Container" homes for $250k for a 2,000 sq foot, three story structure that may be a decent option for the second unit.Do you recommend I that I instead build a large addition onto the existing home to maximize potential rental income and simply design the addition to allow for a separate living space for my wife and I to feel like we have our own lives compared to the renters on the other side of the wall?

I agree with Dick and Patrick...it's an ongoing event!

IANAL, but I assume we are hoping/praying that no one sues or dies during that day that it's not in the LLC.In places like Oakland or Berkeley with giant transfer taxes, there's some extra stuff you need to do that a lender and/or escrow officer local to you can talk about, to dodge that punitive transfer tax.There are endless threads already on BP about the possible, but very unlikely, consequences of doing this.

Be careful though, you're gonna have every Tom, Dick and Harry attempting to have you purchase their training, course, or consultation, so be sure to perform due diligence before making decisions.

As far as time for establishing a buyers guide I can't speak to that as I'm not in your area, but as nice as it is to have a giant list you can do a lot with a small list of regular buyers with whom you've established a mutual trust.

I believe there is a local REI that meets the first Thursday of each month in the Camp Hill Giant, second floor and is hosted by @Christian Bors.

@Monte Dick Welcome!