Well let that mobile component supplement the paper flyer in the box, which has been a standard for decades.This is just one idea.But I think this could help or at least inspire a different idea of your own.

I'm looking for a way to supplement my current income.

Do I go 30 year loans for the tax advantages and get higher supplemental income now or do I continue with initial plan to pay off all properties in 15 years?

I know with investing I need to gain experience and also have a steady income to supplement the obvious costs of investing.

I've had good success flipping 2-3 properties a year to supplement my income.

I am currently an L1 certified ASE master technician and originally was looking to supplement my income but the more I learn the more I see that working on cars will be merely a hobby in the near future!!!

Or, if you love the business, maybe become a realtor/flipper/wholesaler/etc. to supplement the rental income.

BTW don't see any active SFH in Allston at all with the only recent sold near your criteria was $410K.The multi might be a better way to go to get a little more house and get some supplemental income.

My short and long term goal is to progressively reduce the time I spend at work and supplement my income from investments.

You guys sure do get insanely cold out there for long periods of time, so be careful on the assumption there unless you can lock in a thermostat setting and tell them to use space heaters to supplement ($$$ to run, but its electrical so not your deal).The nice thing with multifam is kinda what you alluded to.