Thanks for posting what is undoubtedly a question all us newbies have in our mind, so eloquently. And equally, Thanks for all the helpful, non judgmental replies.
I'm in the same boat. I've invested in the vehicle, bought the recovery gear and tracking system, entrusted my company to someone else to run, recently taken a fairly intense, in depth wilderness / first responder first aid course, feel that 25 years working in the Middle East has equipped me with the "I can cope with / deal with this situation" experience, and tried (not entirely successfully) to convince my wife that my traveling round Africa (to start with) without her is a good idea and yet......taking that first step is making me increasingly nervous. Not because I won't do it, but because I'm not going in blindly.
I know there will be serious problems, security situations, threats, medical problems etc., and yet......I'm determined to do it anyway. But still I'm scared. The only I advice I can give - remember, this is coming from someone who's not done it yet! - is that in speaking to my handful of friends who have, is - trust those who have, and trust your own instincts. We all want to do this - and come out the other side.
Everyone I know who has made a complete, or partial, RTW trip is a massively better / stronger / less judgmental / more complete person for it. Their experiences blow my mind, and they look back and laugh about situations which in the past would have scared the crap out of me - but which now just intrigue me. Which suggests to me, I might be almost ready :-)
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