In a weird way, this idea makes me smile. The OP knows that it is weird and difficult but chooses to move forward with it anyway.
There is a motivational poster that reads....Life begins outside of your comfort zone.
With that in mind, ask yourself, does anyone cheer or remember the dudes that played it safe and never tried anything different?
Not really.
Does anyone have fond memories of that average girl, the slow Toyota you owned, the job at Wal Mart or the bland beer that you drank?
Again, no.
You will remember the tattooed and pierced stripper that took you behind the dumpster in the alley, you'll think of the 440-6 barrel engine you had in the Duster, you'll fondly recall the job as a lifeguard at the beach and never forget that night of tequila and Jagermeister!