Right now I am teetering between starting an LLC or purchasing something like Proper insurance crafted for STR properties.

When something is crafted like you're considering it is generally called a "land sale" or "land contract" etc.

So unless you’re targeting me, go for more bedrooms. 3mis an obvious minimum as you have space for parents with one kid and a craft/office/workspace.

Asking the right questions to uncover their vision and help them craft the game plan, seeing yourself as a part of their team and helping them with their REI journey, having passion for that!

I would like to attend as many meetups as my schedule will allow to craft my networking skills and immerse myself around like-minded people.

Not good on a whole lot of levels.However, if your price point dictates you could craft your scenario and buy for 150 putting 50 into the improvements. 

There could be several things going on here and I'll throw out a few ideas:Your CPA may not be savvy in the ways of real estate OR they may not be the consultative type . . . you'll want to work alongside a CPA who doesn't just prepare taxes, but rather helps you craft an approach or changes that will optimize your tax exposure.You may not be a real estate professional, as determined by the IRS. 

I am in the process of crafting a specific service to better serve people exactly like you and your reply will help our community out tremendously!

As I mentioned earlier, I am in the process of crafting a specific service to help agents better serve this community so all of the replies will be of significant value! 

One is a window treatment supplier the other is a hobbyist who does wood crafts and is restoring his small sailboat, I can't find anybody to insure the Building (I can get liability insurance but not property).