Hey vagabond2020
Have to agree with brian p. Take a hint from Nike and just do it. I'm 60+, just spend 8mths riding and working around Australia on a Transalp. Now I've bought another in Germany and heading for a few years exploration of Africa. No idea of a set route, timeframe, budget. Wing it is a frequently used phrase.
If its of use to you:
Pack the minimum you think you can get away with. First couple of weeks you'll ditch the unnecessary crap you thought was essential.
Make stuff up as you need to i.e. be resourceful and adaptive - like making a broken clutch cable repair with stainless fishing braid. Hey - got me to Perth.
Change your plans - A LOT! The great plan today is often impossible tomorrow or gets superceded by a much better plan.
Yes - walk with your eyes open, but also have faith that most people in the world are humans too (many Governments excluded from this though!). A genuine handshake and gidday mate go a long way.
If everything goes according to plan - its a pretty shit adventure. Best stories come from getting yourself out of deep doo doo. (aka rear shock self dismantling about 500km from closest civilization in 50+C heat on the gnarliest corrugated dirt roads)

All just encouragement mate to open the throttle and just go.

Adventure motorcycling is the most expensive way to live like a homeless person

Thank you for your reply, you are an inspiration. Most people any age, let alone beyond their later 60's would do something like this.

I am 100% on board, I have fully committed and as you said I am "just doing it". I moved out of my house I was renting, a lot of my possessions have been sold and the rest in a storage unit all ready. Doing this at this point is my reality and motivation on a day to to day basis. I already have my timeline set in stone and everything else is just unfolding. I agree about not over planning, I have a generic plan for the administrative side, but rather than that I am letting the adventurous spirit be what it is. I can't wait to see everything, I am going to take my time.

Yes, you are right, I will be spending a lot of money to be homeless