Navigating 1099 Work & Gig Economy in a COVID-19 World

The world of freelancing has seen quite a few shakeups in recent years, with California’s Proposition 22, a response to the AB 5 labor reclassification, effectively creating a third category of worker in the gig economy when it comes to rideshare and food delivery drivers, and the pandemic making navigating the 1099-powered world of independent work even more difficult.

To explore these shifts and how the workers impacted by them are working to adapt, host Daniel Litwin invited Founder & CEO of Gig Wage Craig J. Lewis to share his insight.

Gig Wage is a fintech payroll program for the gig economy, working to provide financial support for 1099 workers through access to banking-as-a-service platforms and easier ways to manage cash.

“Our overall goal is to help every company in the world pay every contractor in the world, but our focus, currently, is really about large marketplaces,” Lewis said. “If somebody can push a button and get work from that button being pushed, we want to help pay, manage and support those types of workers.”

Lewis and Litwin dove into the company’s recent influx of cash from Green Dot, the implications of that growth in advancing the organization’s mission, the challenges that 1099 workers are dealing with in the current climate, and more.

Follow us on social media for the latest updates in B2B!

Twitter – @MarketScale
Facebook – facebook.com/marketscale
LinkedIn – linkedin.com/company/marketscale

Follow us on social media for the latest updates in B2B!

Image

Latest

weekly drive-in
Metropolis: Weekly Drive-in
April 15, 2026

Metropolis “Weekly Drive In” reflects a new era of storytelling where AI meets real-world execution, turning everyday field performance into momentum. Centered on genuine conversions and local wins, the series highlights how the company is scaling not just through technology, but through visibility and shared recognition. In an emerging recognition economy, these updates act…

Read More
Drive In, Drive Out: The Rhythm of Metropolis
April 15, 2026

Behind the seemingly mundane choreography of a drive-in lies a broader story about how modern cities script behavior, turning even the simplest actions into rehearsed routines. What looks like repetition is really a quiet testament to systems designed for flow and control, where efficiency often outweighs individuality. In places like Metropolis, the rhythm of…

Read More
telemetry
Visibility at Scale: How Data, Telemetry, and IT Architecture Enable High-Performance Data Centers
April 14, 2026

As AI infrastructure scales at an unprecedented pace, the complexity of managing data center operations has shifted from purely physical challenges to deeply digital ones. Today’s facilities generate enormous volumes of telemetry, and industry estimates suggest hyperscale and AI data centers produce millions of data points per second. At that scale, visibility is no…

Read More
healthcare
The Early-Stage Playbook for Healthcare Founders: Credibility, Founder Mindset, and Real Market Fit
April 13, 2026

Healthcare innovation is having a moment. With over 500 startups applying annually to leading accelerators like Health Wildcatters, the sector is seeing a surge of founders eager to tackle inefficiencies in care delivery, diagnostics, and patient experience. At the same time, digital health is regaining momentum—after a period of market correction, funding went up…

Read More