It’s a collaborative effort between you, designers, suppliers, subcontractors etc.

A life-cycle fund will be designed to target a certain age cohort (perhaps born within a fixed decade) and make investments according to the stage of life that cohort is presently in. 

A/C & Water Heater: Functioning, but past designed service life. 9: Buried Fuel Tank: Signs of possible buried fuel tank.....? 

It may be enough to casually mention to your landlord that you've contact the state designated authority on tenant rights and they are looking at your situation...and as a courtesy you have provided your landlords contact information ;) Best of luck.

I love this location, I do a lot of flips in this area, and it's a great neighborhood that loves a Seattle craftsman design.

If so is it recommended to hire building company for design n build or its better to have seperste architect and separate builders?

Maybe contact a local commercial interior designer. 

All the major real estate firms have divisions designed to sell multi-family assets - CBRE, Colliers, Berkedia, Marcus & Millichap; the list goes on.

Ultimately, By trying to design my life I plan on relocating for -55 Celsius arctic weather down to Hawaii and this seems like the first step in the right direction

A good set of questions you can ask an agent about investing….. how many homes have they designed and renovated to maximize ARV.