Hey Tom, I have a handful of doors that are rented to S8 tenants.Overall, I like the program but you need to understand it's not a strategy as much as it is a tool. 

There are three parts to every successful tax strategy: (1) Strategy, (2) Implementation and (3) Compliance.

@Justin BrownThe only thing I would add, is the house hack strategy's underlying timelines is long term.Do play out the next 5 years with cost, rent, and appreciation increase.Don't forget the tax advantages as the cherry on top.

The more stable investor with long term vision, reasonable budgets, and solid strategy and gameplan are still buying (the right properties) and doing well. 

Bailes, I've delved deep into the complexities of vapor dynamics and the importance of tailoring retrofit strategies to the specific needs of older buildings.

However, looking at the numbers, seems like the only strategy that has any chance of working here.   

My question is how do I do this or what is the process and then secondly is this a good strategy for attracting and maintaining long term tenants. 

Exit strategy; 2. location research; and 3. financial assessment4.

If you're open to a bit of creativity and local regulations permit, converting additional spaces like garages into rooms can further enhance your rental income.Overall, your strategy has a good direction.

It would also be helpful to have a strategy in mind when looking for lenders so you get in touch with the right people-- a hard money lender is great for flips, but not for a primary residence, for example.