Best to partner with a builder who has experience in JC and can navigate the permit/zoning process with the town plus do the renovation work needed.

Does anyone have any experience with this and can give me some advice or resources to read up on?

I would have expected someone with 15 year experience plus their own accounting firm to know these things that I learned in just last few days (with your help, of course, and also thanks to @Basit Siddiqi @Eamonn McElroy @Taylor L.)But it’s possible that their specialization is something else (like corporate taxation) rather than real estate.

Does anyone have experience in buying houses from online auctions? 

It's an effective temporary measure to buy a small amount of time to figure things out but its like poisoning the well, it will have long lasting effect on your personal credit and dismissing the BK won't change the credit impact.If you are doubting the validity of the lady's claim to the property, file a quiet title action and have her prove it belongs to her.

When all the expenses associated with owning and maintaining that house exceed the rent you can get from the property you are effectively upside down and are actually paying your tenant to live in the property.  

You ensure everything runs smoothly and visitors have a great experience.These roles can not only help you earn extra income but also give you valuable experience and insight into the real estate industry.

From your experience, what do you think is the most feasible/makes the most sense in this DMV market when it comes to house hacking.

House hacking will also give you some personal "property management" experience.

When you start looking for multi families, you should look in their areas because they will be the lowest cost property management option.Can you tell me more about your Myrtle beach property, how you found it and how your experience has been with it?