You either need to find a way to make and save more money or look into owner occupied investment strategies like a live in flip or house hack.

Your knowledge in construction, design, and different strategies will be a big help to the community.

The answer to this will come down to comfort level, funds available, and strategy you are looking to implement. 

It's actually the best strategy in the Nashville area if you can build an HPR yourself and own both, STR the other side. 

Medford (North Boston) happens to be a low supply/high demand market so I absolutely need to get more comfortable with consistent rent increases but those increases need to be researched and in line with the market. 

Visit the property and learn about various renovation stages, gain insights from our experienced investors / speaker, and learn strategies for evaluating deals, managing budgets, and maximizing ROI.What to expect:Property walkthroughsReview before photos and discuss transformation plansDive into real deal numbers—costs, profits, and challengesNetworking with industry prosOpen Q&A session to ask anything about the process

The unit consists of two beds, one office and one bathroom.

Additionally, it feels the most appropriate approach for both profiles I described above and allows me to focus on learning one strategy.

These accountants believe that purchasing from a related party is fine as long as it is an arms- length documented market-consistent transaction.   

That said, Detroit is very much a block-by-block market, so understanding the dynamics of specific areas is critical.For professional investors (and even newer ones), Detroit’s future is bright if you approach it with the right strategy, solid due diligence, and an understanding of the challenges.