He would probably be the first person to ask since he knows your personal situation better than anyone else here could. 

@Daniel Kauffman for one, I didn't like the lack of control over my own rental and it took the personal aspect away. 

Have you found a solution (be it a person or technology)? 

My company does the following:• Free and simple MLO Licensing (22 hours online or in person and you choose your schedule)• Mortgage team to handle the backend (meaning, no structuring, underwriting or processing loans) • Competitive mortgage rates backed a company with 20+ years in the business• Downline revenue stream on the lending side (similar to EXP model.)• They do not have to change brokeragesIn my mind, there aren't many cons to this.

I personally invest in Antwerp, have couple of single apartments, now trying to jump into multifamily deals in city and surroundings. 

I'm not saying Propertyware is the best and I do have plans on switching in the future as I grow but I do feel 2 platforms are needed to separate my management business from my total personal business.

But, that is not always the right answer and you should speak with someone familiar with your personal situation to get advice specific to you.

Does anyone have experience transferring a rental property to an LLC from their personal name?  

But they definitely heard a story from another person that never owned one about how expensive it is. 

If you intend to do the rent by room strategy the ideal situation is for each guest to have their own bathroom or, at the most, to have to share it with one other person.