I understand the adjustments and concerns.

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.

I understand I dont necceasily need a LLC to get a rental property however since I am a business owner I know there are some benifits like not having it under my personal name and protecting myslef in case of an accident in the rental property, however im not sure if this whole rental idea should be on a whole new LLC as well and not on my small business LLC.

I would highly recommend working with a broker that really understands the nuances of this style of loan as each lender has different credit requirements, leverages, and ownership requirements. 

If I understand your situation correctly, you could structure a Tenancy In Common (TIC) deal where each of the separate LLCs owns an undivided interest in the replacement property, as tenants in common.These deals need to be structured properly and you need to have an attorney familiar with 1031 exchanges involved to make sure it's done properly.Also, if there is a lender involved, that can complicate the matter as well.It's definitely doable, if you have the right professional help while you're doing it.Feel free to write if you have any questions about this.

But I have really been trying to get myself to research and understand everything about rentals.

Go DSCR and up the LTV to 80% if it will debt service if not keep it at 75%.Second option is get a portfolio loan you are buying more then 3 properties.DM with any questions if you want to understand blanket portfolio loans. 

I understand some of the basics of real estate but there is a ton I do not know.

In terms of educating yourself, it would be good to get an understanding first of what, if any, your family's estate plan is, and if there is not a good one, get yourself educated in that area for a continuing discussion with your dad.

I understand the costs associated being an Agent (I actually took a course and passed the licensing exam a few years ago, but never did anything with it as I started a new career as a Firefighter).