Has anyone hired someone to optimize their credit card points to plan their vacation?

I have over 260k Chase points and am looking to maximize their value through partner transfer bonuses. However, I’ve run into some confusion while researching which airlines to transfer to and how to book the best deals. I even discovered that the only way to transfer some points is to wait on hold for hours.

Given the amount of points I am planning to spend, I’d rather not risk a misstep. Has anyone used or can recommend a service who specializes in optimizing points transfers and can guide me on the best options?