Especially when it comes to the permit side of things.My initial plan is to ask as many questions as possible and to search for information so that I'm at least somewhat on the lookout for some of these snags. 

I also found a corporate housing solutions or possibly corporate express housing site that seemed quite helpful so I reached out to them as well.

Do to the state mandates that require 100% reserves in all categories, combined with the rising cost of their neighborhood insurance policy, my strong recommendation is you find out what further anticipated spikes in association dues & if any possible special assessments are looming.

I am ready and will be starting with property number one sometime, hopefully, quarter one of 2025 with a possibly 2 bedroom and 1 bathroom single family home; as this is within my current budget.

I know this may sound simple and unorthodox, but I think you should try to BRRRR as much as possible.

My goal is to learn as much as I possibly can and connect with experienced investors along the way.If there are any local meetups or networking events, I’d love to hear about them!

Your realtor will be able to give you a much more detailed market specific answer but with house hacking and a VA loan it should be possible to get 0 out of pocket.

As I take in as much content as possible from listening to the Rookie Real Estate podcast, I feel drawn to building multi-families and renting them out.

Quote from @Victor Yang:In addition, is it possible for me and my wife to gift 36k worth of equity per year of the house (under the annual exclusion limit) and therefore have none of the costs go towards the lifetime gift limit?

The sweet spot for us is sub 400k and we are looking mostly in NH, central MA and possibly RI for deals.