Stefan Bucher's Daily Monster #154

From Stefan's Blog:

Is 154 a working stiff, or a wealthy gaddabout? Only a very close look at the pattern of his tie and the fabric of his clothes would tell. He certainly seems upbeat. Genuinely so? Or with a slightly deranged edge? What do you think? Also, does he wear his red shoes to dance the blues? What's his story? I know you know, and I hope you'll share. If you can make the time, please...