[bigiain]

Maybe because:

July 2015 - Oct 2016: Lead Engineer, Squad

Delivered Kerbal Space program version 1.2 on time and on budget. Managed team of 5 geographically distributed developers and graphic artists. Reduced defect count by 17%

Reads way better than:

July 2015 - Oct 2016: Panhandler, Mission and 16th

Achieved 11% month on month growth in revenue. Exceeded all set goals and milestones. Migrated from crack to high grade Bolivian cocaine without incurring mob debt or serious personal injury.

;-)

(Though with a little more polishing and embellishment, I bet you could get that second entry past a typical recruiter... Maybe change to "July 2015 - Oct 2016: Growth Hacking Contractor, Bay Area Startup still in stealth mode (under NDA)... " and "Migrated from legacy processes to best practice agile methodology without incurring technical debt or serious downtime." - there, that ought to do it...)