Demo

Enterprise Account Executive

Proven Sales
Chicago, IL Full Time
POSTED ON 11/11/2025
AVAILABLE BEFORE 12/10/2025

You’ve closed big. Navigated legal, finance, procurement, HR, and security. Now you want to sell something that actually makes a difference.


Here’s your shot.


Join a scale-up backed by real outcomes - reversing chronic conditions at population scale, delivering tangible ROI, and shifting how enterprise buyers think about employee health.


The job:

  • Win new logos across the enterprise space
  • Run full cycles: outbound prospecting, stakeholder alignment, commercial negotiation, and implementation
  • Sell an outcomes-based health platform with proven ROI and cost guarantees
  • Partner internally with marketing, clinical, and compliance to shape GTM strategy


About you:

  • Experience closing large enterprise SaaS or healthcare contracts
  • Able to align multiple buyers - HR, benefits, finance, IT
  • Comfortable using outcomes and ROI to sell, not just product demos
  • Hungry, strategic, methodical


What’s on offer:

  • $200k–$225k base, double OTE
  • A product that clients actually want to talk about
  • Real clinical proof, commercial traction, and a platform with breakout potential
  • Remote with support from high-caliber commercial, medical, and tech teams


If you want a sales role where what you sell truly matters - and where the deals you close have real impact - let’s talk.

Salary : $200,000 - $225,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Enterprise Account Executive?

Sign up to receive alerts about other jobs on the Enterprise Account Executive career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$42,792 - $63,632
Income Estimation: 
$47,371 - $58,504
Income Estimation: 
$60,407 - $82,635
Income Estimation: 
$43,402 - $70,768
Income Estimation: 
$90,451 - $117,141
Income Estimation: 
$72,051 - $89,364
Income Estimation: 
$90,738 - $114,279
Income Estimation: 
$132,976 - $201,974
Income Estimation: 
$106,129 - $145,100
Income Estimation: 
$121,512 - $169,501
Income Estimation: 
$49,604 - $60,976
Income Estimation: 
$56,776 - $69,346
Income Estimation: 
$106,129 - $145,100
Income Estimation: 
$121,512 - $169,501
Income Estimation: 
$43,304 - $53,871
Income Estimation: 
$49,604 - $60,976
Income Estimation: 
$106,129 - $145,100
Income Estimation: 
$121,512 - $169,501
Income Estimation: 
$90,738 - $114,279
Income Estimation: 
$113,831 - $142,748
Income Estimation: 
$132,976 - $201,974
Income Estimation: 
$106,129 - $145,100
Income Estimation: 
$121,512 - $169,501
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Proven Sales

Proven Sales
Hired Organization Address Seattle, WA Full Time
Are you a hunter? We’re hiring a driven sales pro to own new logo acquisition in the insurance broker / benefits space. ...
Proven Sales
Hired Organization Address Boston, MA Full Time
Land and grow high-value partnerships. The role: Own partner deals: insurers, brokers, platforms, wellness providers Dri...
Proven Sales
Hired Organization Address Boston, MA Full Time
Are you a strategic hunter who thrives closing large, complex deals? We’re looking for an Enterprise Account Executive t...
Proven Sales
Hired Organization Address Dallas, TX Full Time
Sell a proven virtual care platform - through the broker channel. The role: Drive new business via insurance brokers and...

Not the job you're looking for? Here are some other Enterprise Account Executive jobs in the Chicago, IL area that may be a better fit.

Enterprise Account Executive

OLOID, Chicago, IL

Senior Enterprise Account Executive

instawork, Chicago, IL

AI Assistant is available now!

Feel free to start your new journey!