I'd suggest trying a few different lenders in your market to find one better equipped to support you purchasing with a VA loan.

The seasoning requirements, LTVs, and drivers of the difference in purchase/appraisal values will be effected by the loan product.

Attending industry events, joining local real estate groups, and participating in online forums can provide valuable insights and opportunities.

Maybe I’m reading this wrong but after reading several articles it’s my understanding that normally when a civilian assumes a VA mortgage the “VA entitlement” will remain with the seller meaning purchasing power in the future will be less since it’s still tied into the current loan and the 1 year occupancy is foregone since the seller has lived in it over a year. 

I hope to purchase my first investment property by the end of the year, initially in Northwest Indiana, likely Hobart.

Anyone who works remotely or online is first, low-skill manual labor is next, according to the estimate of industry experts within 5 years.

There is a decent chance that my next purchase is a commercial MF (5+ units) in an expensive and appreciating market (I have a couple I am considering) in a class B or above area that is likely to have a small amount of projected cash flow.

I purchased the property with an FHA loan at 5.25% rate but plan to refinance once rates drop (if they ever drop lol).

@Jose LealBRRRR property investment involves purchase price, rehab, holding, and refinancing costs.

That should boost future loan demand — for both purchases and refinances.