Sounds like you’re navigating a big transition and doing a lot of things right already by planning ahead and speaking with a tax attorneyA few things to consider or ask about when you meet with themCapital Gains Exemption If this was your primary residence for 2 of the past 5 years you may qualify for the Section 121 exclusion which allows you to exclude up to 250K in gains if single or 500K if married filing jointlyCapital Gains Bracket You’re right to look at your taxable income including W2 wages and life insurance proceeds to see where you land The life insurance death benefit itself is generally not taxable but if any of it was interest income it might be Ask the attorney to confirm that partEstimated Taxes If you sell the house and owe tax you may need to make an estimated payment to avoid penalties especially if your W2 job didn’t withhold enough for the yearHealth Insurance and Marketplace Credits Since you’re planning to go on your partner’s plan this may not apply but if for any reason you do end up looking at Marketplace insurance your income level will impact subsidies Ask how your income mix affects thisNew Business Planning Talk about how startup costs might be deducted how to structure the business (LLC S corp etc) and whether making a clean break this year or early next year gives you any tax advantageRetirement Account Planning If you have any traditional retirement accounts and this is a low-income year you might consider a Roth conversion or some other strategy to optimize your tax bracketIt’s totally normal to feel nervous about a big change like this but you’re already doing the most important thing which is planning proactivelyHappy to talk more if you want help organizing the numbers or figuring out what to ask I work with a lot of people going through life and business transitions like this and it’s all about getting the right pieces in place ahead of time

That should translate to a lower risk for the bank—and, logically, a better interest rate for the borrower.Flaws in the Traditional Appraisal ProcessThe three standard methods of valuation—comparable sales, income approach, and cost approach—all have limitations:- Comparable Sales can be wildly inconsistent, especially when neighboring properties vary greatly in condition.- Income Approach is useful but doesn’t account for hidden future costs (like a $20K roof replacement in 3 years).- Cost Approach often glosses over the real-world quality and age of systems like HVAC, plumbing, and electrical.In short, these methods can miss key nuances that materially affect the risk of the deal, both for borrowers and lenders.A New Way Forward?

Its but to you if you want them to fix it or to get credits and how much those credits will be to make it worth it.But its just that simple figure out what the issues are, if you are not willing to accept the condition or items as is then ask to remedy them or back out if you can't come to an agreement.  

Responsibility in the Property Ecosystem The traditional hands-off approach—where sales agents, developers, and builders disappear post-transaction—is no longer acceptable.

However, I recently became a licensed real estate agent (about 3 months ago), and I know that may temporarily impact my ability to qualify for traditional financing like an FHA loan with 3.5% down on a multifamily property.So here’s where I’d love your input:What other methods of financing or raising capital should I explore (DSCR loans, private money lenders, partnerships, etc.)?

There are applications that can scan receipts and do this for you but I have no idea of the reliability of them and how well they categorize items. 

Do you know if it is usually harder to get traditional financing with a good interest rate when doing an LLC versus personal or about the same?

For funding, private lenders or joint ventures can offer more flexibility than traditional loans.

There are likely other TC's that are doing well and big volume, but if you are just wanting to understand what are good tools to use to handle template communications and such....then I'd 1 up the dotloop item listed above, a project management system like trello or something would be great and then you'll likely want a crm if your don't already. 

I do have a few questions as we start out.1) Most important item is to protect our Primary residence.