There is much debate about that but ideally you’ll talk to an experienced agent who can advise based upon experience as compared to an experienced insurance sales person who can sell. 

I understand that working with professionals decreases the likeliehood of this happening (and this person is a corporate America professional) but thought I'd get some insight from this very well versed community!

For instance, while applying Texas-based legislation, the state's strong preference for ADR processes like mediation and arbitration is an important factor to take into account.

Get a separate person for a CPA.Get a legal advisorgo to meetup or just find them here.

What about one that is just too far away (depending on your geographic preference - some dont care about "clustering")?  

I ask them to call me at the phone number of the person that sent me an SMS just before them.

We just looked at a few properties up in Crystal River and its a great spot for STR and also LTR depending on what you prefer.

@Florsabel De La RosaPunta Cana gets two thirds of the country's tourism but most tourists go there for the all-inclusive resorts so you have pros and cons and a lot of the money has already been made there.I prefer the North Coast indeed  and specifically Las Terrenas and the Samana Peninsula.

I love helping people and truly do enjoy my job, but I am already at a young age topped out for compensation and in this field with insurance reimbursement structure the way it is, I am likely to not move up much at all in the future unfortunately.I have always loved personal finance and after accruing ungodly amounts of student loans and navigating paying them off all while efficiently investing in the stock market as well as now real estate I have not only realized how strong my interests are in this area but also my personal skills align in financial planning and personal finance.

Using your HELOC, you could just take out any amount you prefer on your investment property.