Regional Sales Representative- Chicago

Regional Sales Representative

Company: InstyMeds

InstyMeds is a trusted leader in physician dispensing, offering the only proven, automated, and immediate medication dispensing system at the point of care. With over 20 years of error-free operation, InstyMeds provides clinics, hospitals, and emergency departments with a reliable solution to get patients the medications they need — instantly.

As traditional pharmacies close across the U.S., InstyMeds is expanding rapidly to fill the growing gap in patient access. They are expanding their commercial presence with fresh energy, a supportive team, and a unique value proposition in the healthcare space. Join them as they scale.

Why You Should Join Us

They are seeking a driven, self-starting Sales Representative to build and grow their presence in Illinois and Indiana, with a primary focus on the Chicago metro area. You’ll be selling their flagship InstyMeds pharmaceutical dispenser to healthcare providers across various care settings — including hospitals, urgent care centers, employer wellness clinics, and physician-owned practices.

This is a hunter-style role ideal for someone with strong B2B sales experience who thrives in outside sales, long sales cycles, and building relationships from the ground up.

What You’ll Do

As a Regional Sales Representative you will:

• Prospect, cold call, and door-knock into clinics, hospitals, ERs, and corporate health centers

• Manage full-cycle sales — from lead generation and education to demo, close, and post-sale support

• Educate stakeholders including physicians, front desk staff, pharmacists, and C-suite decision-makers

• Customize sales approach for different buyer types: high-volume hospitals vs. smaller clinics

• Represent InstyMeds as a trusted partner — not just a vendor — emphasizing long-term value

• Maintain detailed tracking and follow-up using Pipedrive CRM

• Collaborate closely with leadership, including active sales support from our VP of Sales

• Attend 1-week onboarding training at HQ in Minnesota

• Travel regionally within your territory (mileage reimbursed)

What You’ll Need

• Must-Haves:

  • 2+ years of B2B sales experience (e.g., payroll, office equipment, uniforms, logistics)

  • Proven hunter mentality: self-starter, door-knocker, and unafraid of cold calls

  • "Startup" mentality: entrepreneurial, adaptable, resilient

  • Thick skin and stamina for long sales cycles (6-7 months typical for first deal)

  • Professionalism and emotional intelligence to speak with everyone from front desk to C-suite

  • Respect for pharmacists and the healthcare ecosystem

  • Located in or near the Chicago metro area

  Preferred:

  • Experience in healthcare, pharmacy, or medical device sales

  • Knowledge of Illinois and Indiana healthcare systems and regulatory environments

Perks of the Job

• Base Salary: $100,000 + uncapped commission.

• Benefits:

  • Medical, Dental, Vision (65–75% premium covered)

  • 401(k) with 4% match (no vesting period)

  • PTO

  • Mileage reimbursement (IRS rate)

  • Rental car access at corporate rate