Virtual Sales Representative Jobs in Chicago, IL

Virtual Sales Representative jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market district, driven by demand from technology, financial services, and healthcare employers across the metro. Companies actively hiring include OPTimal Care Therapy, Baba, and F.H. Paschen. See the openings below and apply to the ones that match your experience.

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Overview

Open roles10
Top employerOPTimal Care Therapy
Work type60% On-site
Top credentialManaged care organization experience
Companies hiring9

Showing 5 of 10+ Virtual Sales Representative jobs

Baba
Virtual Psychiatrist
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Baba
Added 2d ago
Virtual Psychiatrist
Baba
Chicago, Illinois
AI (Artificial Intelligence)
Data Analytics
Data Science
Remote (US)

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Firefly Health
Virtual Primary Care Physician
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Firefly Health
Added 2w ago
Virtual Primary Care Physician
Firefly Health
Chicago, Illinois
Healthcare Administration
Patient Services & Wellbeing
Physicians
$300k - $325k/yr
On-Site

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O
Part Time Board Certified Behavior Analyst (BCBA)- Virtual or In Person
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O
Added 2w ago
Part Time Board Certified Behavior Analyst (BCBA)- Virtual or In Person
OPTimal Care Therapy
Chicago, Illinois
Business Analysis
Program Management
Project & Program Management
Project Management
$70 - $80/hr
On-Site
Master's degree in applied behavior analysis

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Syneos Health Commercial Solutions
Virtual Reimbursement Manager
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Syneos Health Commercial Solutions
Added 3w ago
Virtual Reimbursement Manager
Syneos Health Commercial Solutions
Chicago, Illinois
Account Management
Business Development
Sales
$140k - $150k/yr
Managed care organization experience
10,000+

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Virtual Reimbursement Manager
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Added 3w ago
Virtual Reimbursement Manager
サイネオス・ヘルス
Chicago, Illinois
Account Management
Business Development
Sales
$140k - $150k/yr
Managed care organization experience

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See All 10 Virtual Sales Representative Jobs in Chicago

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Virtual Sales Representative Job Market in Chicago

Who's Hiring

O
OPTimal Care Therapy2 open roles
Baba
Baba1 open role
F.H. Paschen
F.H. Paschen1 open role

Top Industries Hiring

  • Science & Research
  • Animal Care & Pet Services
  • Construction & Real Estate
  • Healthcare & Medical Services

Virtual Sales Representative Jobs in Chicago: Frequently Asked Questions

How do I get a virtual sales representative job in Chicago?

Target Chicago's strongest hiring sectors: B2B software, insurance, financial services, and healthcare technology. Employers in the Loop and River North tend to prioritize candidates with CRM experience, a documented history of meeting quota, and comfort selling over video. Tailoring your resume to the industry vertical you are applying into, whether fintech or SaaS, gives you a clear edge over generalist applicants in this market.

Which companies hire virtual sales representatives in Chicago?

Employers hiring virtual sales representatives in Chicago right now include OPTimal Care Therapy, Baba, and F.H. Paschen, based on current listings on Migrate Mate as of July 2026. Chicago's hiring mix skews toward large enterprise technology firms, mid-size insurance carriers, and fast-growing healthtech companies with national sales teams based out of the metro.

Are there remote virtual sales representative jobs in Chicago?

Yes, virtual sales representative work is well-suited to remote and hybrid arrangements because the role is phone and video-based by design. About 40% of virtual sales representative openings tied to Chicago are remote or hybrid as of July 2026, reflecting how broadly Chicago employers have adopted distributed sales team structures. Outbound and account management roles within SaaS and insurance tend to offer the most location flexibility.

How can I get a virtual sales representative job in Chicago with little or no experience?

The most realistic entry path in Chicago is through sales development representative or business development representative roles at mid-size SaaS or insurtech companies, many of which run structured onboarding programs for candidates without prior sales experience. Chicago staffing firms that specialize in technology and financial services placements also place entry-level candidates on contract-to-hire bases. A strong phone presence, basic CRM familiarity, and willingness to work a high-volume outbound role will open doors faster than a formal sales degree.

Which industries hire the most virtual sales representatives in Chicago?

Chicago virtual sales representative roles concentrate in Science & Research, Animal Care & Pet Services, and Construction & Real Estate, based on current listings on Migrate Mate as of July 2026. Chicago's position as a national hub for financial services, enterprise software, and healthcare systems means those sectors consistently generate the highest volume of inside and virtual sales openings in the metro.

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