It is actually a little more involved than that sounded but you should get the point.

This does also include my live revenue manager, which accounts for about $20,000 - so without her about $60k for pure software integrations.

Always account for the costs of upcoming capital expenditure items in your purchase price.

Outsourcing the 3000 would cost me .277 more per piece but that doesn't take into account my time, wear and tear on my equipment, 3 trips to the post office, making a total mess of my office, etc.Put another way, knowing I can only do about 40 per hour tops times the .277 per piece I save by doing it myself, comes out to $11.08 an hour.  

It would involve putting an external staircase on the side of the house and making the second bathroom into a full bath.

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How much cash should I plan on pulling out of my own bank account for this?

@Tessa Mac You can certainly rollover your old 403b plan into a self-directed account. 

I recommend finding a tax strategist who specializes in real estate taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

Be aware of who you interview as your accountant.