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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Telehealth Psychiatrist | Remote 1099
About Baba
Baba is rebuilding healthcare for older adults.
Navigating healthcare can be overwhelming. By 2030, over 65 million older adults will make up nearly a quarter of the U.S. population, creating one of the largest and most urgent challenges in healthcare. Baba makes it easier by pairing older adults with an expert advocate (usually a nurse or social worker) who coordinates their care. Baba's insurance-covered advocates have supported thousands of families by writing insurance appeals, researching specialists, getting medical equipment and cheaper medications, and scheduling appointments.
Baba's investors include General Catalyst, Genius Ventures, Soma Capital, and Ground Up Ventures, along with angel investors who were founders or executives of leading companies.
About the Role
As a Psychiatrist at Baba, you'll build strong relationships with patients and help deliver an unparalleled advocacy experience. You'll conduct brief telehealth intake visits to understand the challenges a patient is facing and determine whether they're suited to receive advocacy support.
You'll work closely with Baba's team of nurses and social workers to help patients achieve their health goals, and with our technology team to help shape AI tools that enhance the clinical experience. This is an opportunity to help build a new patient care program from the ground up, ensuring Baba is well-equipped to serve one of healthcare's most vulnerable populations.
We're looking for a psychiatrist who cares deeply about improving care access for Medicare-aged patients and is excited to work at an early-stage startup.
What You'll Do
Learn Baba's systems, tools, technology, and partners, while bringing your clinical expertise to every patient interaction.
Conduct initial evaluations with patients who have behavioral health and advocacy needs.
Identify and prioritize patient needs to maintain a streamlined care continuum.
Oversee patient care plans in partnership with healthcare advocates, holistically addressing social determinants of health — food resources, transportation access, and support at home.
Collaborate with our technology team to help develop innovative AI tools that enhance the clinical experience.
Bring a positive attitude and a bias toward action in a fast-paced, startup environment.
What You Bring
Board certification in adult psychiatry. (Required)
Active membership in IMLC with 50 state registration (Preferred)
Prior experience working with Medicare patients.
Proficiency with EMRs, care management platforms, and telehealth workflows.
Superior communication skills; listening and empathy are the foundation of every patient interaction at Baba.
Comfort working with adults of all ages who have behavioral health, medical, and health-related social needs.
Prior experience delivering care via telehealth.
Bilingual a plus +
Why Join Baba
Help shape a new model of integrated, tech-enabled care advocacy that unites clinical oversight with social support.
Contribute your clinical voice to a system built to empower better patient outcomes — Baba welcomes your feedback and iterates fast.
Join a mission-driven team building the care copilot that every patient deserves.
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Who's Hiring


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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