Just like you, I leaned on BiggerPockets when I was starting out—super helpful!

They spend a ton of money on advertising their product and apparently have none left over to spend on product development.

On an annual basis, the administration is mostly meeting minutes, resolutions, and annual filing of your 990, most of which can be outsourced depending on your budget.

I am not spending $40k on their next step, but this looked like a good investment ($1500 and a money back offer).

." - If you get creative on this maybe it's enough to the make the numbers work. 

This might be better if you’re uncertain about refinancing or want to keep more liquidity for other opportunities.Since you’ll move in 5 years, it really depends on how confident you are about refinancing.

For the past year, listening to podcasts, doing research, and debating when the right time to start this journey, we have decided to get over the fears and just focus on the analysis and dive right in.

Do I need to have them sign a new lease with my company name on it not changing any of the terms or do I just inform them on how to pay the rent? 

That highly depends on your pay structure.

The last thing you want to do is to take out more leverage on these high-performing asset to try to figure out how to make more cash flow.