Midwest Account Executive - Digital Health & AI Solutions

Aware Health Labs Inc; Chicago (IL); Hybrid; USD 90,000 - 120,000; Full time

Benefits offered by this job

Accelerators

SPIFs

Equity stake

Ramp plan (OTE)

Medical insurance

Dental insurance

Vision insurance

Life insurance

Disability insurance

FSA

Uncapped earnings

Job summary

Aware Health Labs Inc is seeking an Account Executive to drive new business across the Midwest. You will own the sales cycle from first meeting through signed contract, partnering with BDRs and brokers to build a strong, predictable pipeline.

You will navigate pricing discussions, close deals with self-funded employers, and hand off to Customer Success for activation. The role offers uncapped earnings, quarterly SPIFs, and equity early in growth.

Qualifications

• 5+ years of B2B quota-carrying sales experience in digital health or benefits.
• Experience selling to self-funded employers and brokers.
• Strong pricing negotiation skills.

Responsibilities

• Own new business in Midwest territory from first meeting to signed contract.
• Partner with BDRs to turn meetings into qualified pipeline.
• Convert pilot to a signed agreement.
• Sell to brokers, consultants, and self-funded employers.
• Maintain accurate pipeline and reliable forecast in HubSpot.
• Contribute to messaging and competitive positioning as we scale.

Skills

Consultative selling

Pipeline development

B2B sales

Account management

Relationship building

Territory selling

Tools

HubSpot

Job description

Aware Health Labs Inc is seeking an Account Executive to drive new business across the Midwest. You will own the sales cycle from first meeting through signed contract, partnering with BDRs and brokers to build a strong, predictable pipeline.

You will navigate pricing discussions, close deals with self-funded employers, and hand off to Customer Success for activation. The role offers uncapped earnings, quarterly SPIFs, and equity early in growth.