Strategic Account Executive (Healthtech)

W2 only, no C2C, must be authorized to work in the US (both now and in the future).

Strategic Account Executive (Healthtech) (Direct Hire) - Remote in Chicago, IL. Apply now for this opportunity at Carex!

Carex is partnering with a fast-growing healthtech startup to hire a Strategic Account Executive. This senior, net-new enterprise sales role is focused on driving growth within the nation’s largest health systems and academic medical centers. The Strategic Account Executive will lead complex enterprise pursuits, navigate highly matrixed buying environments, and close large-scale, multi-year agreements. This individual will serve as a key architect of enterprise expansion by developing strategic entry points, shaping compelling value narratives, orchestrating executive-level stakeholders, and building scalable patterns for long-term enterprise adoption.

What You’ll Do

• Own the enterprise sales process end-to-end, from net-new account penetration through close, across long, multi-threaded sales cycles spanning 6–12 months
• Prospect into large health systems and academic medical centers, developing creative entry strategies that do not rely solely on existing relationships
• Map and manage complex stakeholder environments across clinical, operational, and financial leadership including CMIOs, CMOs, CIOs, CFOs, Revenue Cycle leaders, COOs, and CEOs
• Shape evaluation criteria and buying frameworks to clearly differentiate clinical, operational, and financial value
• Conduct deep discovery into clinical workflows, operational constraints, and financial priorities to build tailored enterprise value narratives
• Develop and present CFO-level ROI models tied to inpatient documentation integrity, CMI, CDI, coding accuracy, throughput, physician efficiency, and retention outcomes
• Navigate organizational politics, competing incentives, and cross-functional dynamics to drive alignment toward purchasing decisions
• Negotiate complex, high-value enterprise agreements that support both customer success and long-term strategic objectives
• Structure creative enterprise deals including pilots, expansion frameworks, performance-based pricing, and KPI-driven agreements
• Partner closely with executive leadership, Product, Marketing, Care Transformation, and RevOps teams throughout the sales cycle to reinforce value and accelerate decision-making
• Maintain rigorous pipeline management, forecasting accuracy, account strategy documentation, and win plans
  
  
  

What You’ll Bring

• 5 years of experience selling complex enterprise software into large health systems or academic medical centers
• Proven success closing seven-figure enterprise agreements with long sales cycles and significant stakeholder complexity
• Ability to engage and build credibility with both clinical and financial executives
• Demonstrated success penetrating net-new enterprise accounts without heavy reliance on inbound demand
• Deep understanding of enterprise buying dynamics, including organizational politics, influence structures, and decision-making processes
• Experience building and communicating sophisticated ROI and financial models grounded in clinical and revenue cycle workflows
• Builder mindset with the ability to create scalable enterprise sales motions in fast-moving environments
• Strong closing skills combined with disciplined value-based selling capabilities
• Experience operating successfully within startup or high-growth environments with limited structure
• Highly resilient, self-motivated, and comfortable navigating complex, slow-moving enterprise sales cycles
• Collaborative, low-ego approach with a strong commitment to accountability and direct feedback
• Willingness to travel 50–70% to build strategic relationships and drive enterprise growth
  
  
  

Compensation

This role offers a commission-eligible compensation structure with a 50/50 split between base salary and variable compensation. The base salary range for this position is $150,000–$215,000 annually, with total on-target earnings (OTE) ranging from approximately $300,000–$430,000 based on quota attainment equity.

If the range doesn’t align with your needs, please still apply! Carex values transparency in all steps of the recruiting process. The range listed above is dependent on skills and experience as it relates to the role. New roles arise every day, and we want you to be the first to know when the right role pops up for you.

Carex Consulting Group is an equal opportunity employer. We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, marital status, disability, gender identity, or Veteran status.