Who is Bootstrap? Reared from humble to upper-middle-humble beginnings, Bootstrap has, through a combination of good etiquette and conservative ties, peripherally elevated himself into the diminishing world of the upper crust. Accepted into one of the east coast’s prestigious Ivy League universities, Boostrap quickly lost his regional accent in favor of a mid-Atlantic dialect and use of the “broad a” when appropriate.  Known on campus for his dashing manner and exceptional array of tweed jackets, Boostrap had an uncanny manner of winning repeat invitations through amusing cocktail party anecdotes (mostly gleaned from old movies). Soon a regular on the Ivy social circuit, and recognized for conducting himself with polished urbanity, no one questioned his pedigree. Continuing his education, he set sail, steamer trunks in tow, for an advanced degree at Cambridge.  There Bootstrap earned his sartorial stripes and was invited to join one of the University’s nonpareil drinking societies.  Ensconced in the ancient sanctuaries of the intellectual elite, smelling of the well-worn leather club chairs and soaked in brandy, Bootstrap found his true calling in life, leisure. Post Cambridge he engaged in that gentlemanly right of passage, the Grande Tour, and returned to the US with a few Renaissance paintings and new appreciation for continental civility. Now forced to put his education to use in the unseemly world of financial services, Bootstrap spends his limited free time lamenting the downfall of civilization with the cadre of displaced aristocrats, entitled Ivy Leaguers and the occasional schizophrenic suffering from delusions of grandeur that make up his social group. It is through The Bootstrap Gentleman that Bootstrap and his associates will share their thoughts on the modern gentleman and try to save society one post at a time.

Who is Bootstrap?

Reared from humble to upper-middle-humble beginnings, Bootstrap has, through a combination of good etiquette and conservative ties, peripherally elevated himself into the diminishing world of the upper crust.

Accepted into one of the east coast’s prestigious Ivy League universities, Boostrap quickly lost his regional accent in favor of a mid-Atlantic dialect and use of the “broad a” when appropriate.  Known on campus for his dashing manner and exceptional array of tweed jackets, Boostrap had an uncanny manner of winning repeat invitations through amusing cocktail party anecdotes (mostly gleaned from old movies). Soon a regular on the Ivy social circuit, and recognized for conducting himself with polished urbanity, no one questioned his pedigree.

Continuing his education, he set sail, steamer trunks in tow, for an advanced degree at Cambridge.  There Bootstrap earned his sartorial stripes and was invited to join one of the University’s nonpareil drinking societies.  Ensconced in the ancient sanctuaries of the intellectual elite, smelling of the well-worn leather club chairs and soaked in brandy, Bootstrap found his true calling in life, leisure.

Post Cambridge he engaged in that gentlemanly right of passage, the Grande Tour, and returned to the US with a few Renaissance paintings and new appreciation for continental civility.

Now forced to put his education to use in the unseemly world of financial services, Bootstrap spends his limited free time lamenting the downfall of civilization with the cadre of displaced aristocrats, entitled Ivy Leaguers and the occasional schizophrenic suffering from delusions of grandeur that make up his social group.

It is through The Bootstrap Gentleman that Bootstrap and his associates will share their thoughts on the modern gentleman and try to save society one post at a time.