RE: Sigh. Anyone try gate-checking a Bugaboo?
Given that your husband is frugal I wonder why he would want to risk damaging a $700 stroller vs. buying a $20-$100 stroller! Getting through security alone with Jack and the Bug seems hard...since the bugaboo's two pieces have to go through the x-ray. Since Jack is 20 months old maybe look at getting a Qwest, SC Micro or a Volo? Toby is the same age as Jack and I can't keep my eye on him and my hands on a stroller that I can't just put over my shoulder....he ends up walking a lot of places like airports so the carry strap on the SC Micro (The Qwest and volo have them too) has been a real life saver in travel and crowded places situations. Good luck!
Katie, mama to a pair of boys.