Remote Sales Jobs — Chicago

Chicago is home to a growing community of sales professionals who have embraced remote work. Whether you're already based in Chicago or considering a move, remote sales roles let you access top-tier opportunities at companies nationwide without leaving the area.

Sales professionals in Chicago enjoy strong timezone coverage (CT) that overlaps with both coasts, making it ideal for roles requiring cross-market coordination. The Chicago metro area has seen growing investment in tech and B2B services, creating natural adjacency to high-ticket remote sales careers.

Typical compensation for remote sales roles from Chicago: SDR positions $40K-$60K base / $65K-$95K OTE, Account Executives $70K-$110K base / $130K-$220K OTE, and senior roles scaling well beyond. Many remote roles also include equity components at growth-stage companies.

The Chicago sales community is well-connected through virtual meetups and regional events. Building your network through LinkedIn and sales-focused communities will accelerate your job search and career progression.