Be done with the relationship.

That will hopefully remove the strain from your personal relationship and help keep an air of professionalism to the project.

In talking with different local lenders I have two options:Option 1: 30 yr fixed rate at 5.25% with a bank I don’t have a current relationship with.Option 2: 10 yr fixed rate at 3.35% (20 yr amortization) with a bank I have a relationship with.Property is worth about $425,000, looking to take out ~$300,000 to reinvest in additional properties.

-Building more relationships with handymen/contractors before tacking my next property is a priority

However, once I started making good money in wholesaling/investing I did invest $30k+ in several courses, which may sound insane, but I've gotten way more than that back in tangible money, in addition to building lasting relationships and gaining TONS of extra knowledge.

Great way to start a bad relationship in my opinion.

If anyone wants to meet up on the first day, I would love to meet some new people and hopefully develop some relationships while I am there! 

I handled the real estate deal and we have a good relationship with a great lender when it comes to investment properties.

I think your most important relationship would be a good realtor, because they will have all the other connections you need if they are good at what they do. 

Go with the intention of networking and building relationships.