From Corporate VP to Food Delivery: How Gig Work Transformed This Marketer's Perspective

A Marketer's Unexpected Career Pivot

Jay Mandel spent decades climbing the corporate ladder in digital marketing, reaching the position of Vice President of Global Social Media at MasterCard and working at IBM. But last October, he found himself making his first delivery for Uber Eats in the New York City area.

Jay Mandel worked in marketing for decades before turning to gig work last October.

The Unconventional Career Shift

After his corporate career, Mandel transitioned to marketing consulting and adjunct teaching, but these roles didn't generate sufficient income. Currently raising funds to build his own company, he turned to gig work on the suggestion of his therapist, who believed it would "do wonders for me to see how others live."

Initially resistant due to his educational background (Columbia University graduate with a master's degree) and pressure from loved ones who felt he "shouldn't have to resort to this," Mandel eventually embraced the role.

The Reality of Gig Work

Mandel quickly discovered that extra effort isn't always rewarded in delivery work. He shared an experience where he spent 20 minutes helping a customer resolve a bakery order issue, only to receive no acknowledgment or additional tip upon delivery.

"In my past jobs, putting in extra effort usually resulted in some sort of recognition," he noted. "With delivery work, I haven't felt that a lot of times."

He also expressed frustration with the tipping system, arguing that delivery companies charge substantial fees and "it shouldn't be the customer's responsibility to tip."

Financial Necessity and Perspective Shift

The money earned from Uber Eats — typically a few hundred dollars weekly — helps ensure his children have enjoyable weekends with activities like dinners out. Beyond the financial aspect, the experience has been profoundly humbling.

"I don't see myself as any better than other delivery people," Mandel said. "I try my best to smile and be the bright moment in someone else's day."

He also finds unexpected benefits: visiting new restaurants, exploring unfamiliar neighborhoods, and gaining a broader perspective on employment realities.

The Bigger Picture

Mandel's situation reflects a broader trend that unemployment statistics often miss — professionals turning to gig work to supplement income while pursuing other ambitions.

"I never thought I'd struggle as much as I have financially," he admitted, "and it feels like more of my friends than not are in my situation."

He views his current employment not as a personal failure but as part of "a large system over which I have no control," whether working for Uber Eats or teaching as an adjunct professor.

The experience has provided both financial support and valuable perspective for this seasoned marketing professional navigating an unconventional career path.