Make sure to communicate your BRRRR strategy with your insurance agent so they can recommend the right coverage for each phase.I learned this lesson the hard way: https://www.biggerpockets.com/forums/853/topics/1222933-my-b...

It was an incredible resource for me early in my career, especially on the topic of S-Corps.

You might find it useful to attend a meetup or two just to learn how other folks got their start into the industry :) I host a small/intimate meetup once a month in LIC, check it out here: https://www.biggerpockets.com/forums/521/topics/1214850-meet...

You might need to file 1099s if you used contractors or other people whom you paid for labor:https://www.biggerpockets.com/forums/51/topics/1167632-expla...

Don't let taxes drive your investment decision.

in a vast interview process with many steps before allowing someone to move in. a new roomie is an everyone-decision, not a landlord-only decision; if you're expecting people to co-exist in a space together (for longer than just a few months), you have to make sure they all have some things in common, or at minimum have the right expectations in terms of cleanliness and routine habits.someone working the night shift and someone else having a 5am rise-time, or someone who works from home in a call-center job is not going to jive well for example. and someone who doesnt handle conflict well is not going to jive with someone who is brutally honest and up front about issues. happy to go into more deets on how we do things if it will help. this can certainly be lucrative in terms of cash flow, but there are huge mud puddles i have stepped in over the years which i have had to learn to navigate.

You should probably read what has already been discussed before you make your decision.https://www.biggerpockets.com/forums/79/topics/1001612-pace-... 

In most cases, neither is warranted.Warning: I am not an attorney, and this can be a complicated topic.

But it sounds like you should also balance your decision on what fits you and your families preference and style since you will be using it personally. 2.

Marrying right is huge and I appreciate that you mentioned the importance of that decision.