waypointjobs

Regard

Executive Director

chicago, IL

Check who can apply and the requirements below before continuing.

About this opportunity

Regard lists this Executive Director opportunity in chicago, Illinois. Review the employer’s description below for duties, qualifications and application requirements.

Job description

As an Executive Director at Regard, you will lead the strategy and execution of sales into large health systems across the US. This role requires a consultative mindset, a tactical sales approach, and a passion for workflow efficiency and ROI.

You will analyze your prospects' challenges, goals, and competitive landscape, developing tailored business cases that demonstrate how Regard's technology can address their most pressing needs.

Each sale is treated as a unique project, where you conduct deep discovery, multithread, and build consensus across clinical and financial buying groups, ultimately crafting a personalized story that shows how Regard’s technology will deliver measurable value and drive impactful results. This role requires travel 30% of the time.

About Regard

Regard's mission is to bring world-class healthcare to everyone. Our technology reasons through a patient's entire medical record to recommend diagnoses that would otherwise be missed, in real time at the point of care, during chart review, and in population-wide screening to identify patients who qualify for lifesaving treatment.

We work alongside some of the top health systems in the country to lead the change this industry needs. We're excited by challenges, mission-oriented work, and meaningful relationships. We want you to join us.

Responsibilities

Full Sales Cycle Ownership: Own the entire sales cycle from prospecting, introductions, product demos, business case development, proposals, to contracting (with legal support)

Target Account Management: Oversee and manage a strategic portfolio of prospective enterprise accounts, driving sales activities to consistently achieve sales targets and cultivate long-term provider relationships

Revenue Generation: Acquire, develop, and grow a base of opportunities/accounts independently

Consultative Selling: Gain a deep understanding of prospect challenges, organizational structure, and long term vision, positioning Regard as a trusted strategic partner for addressing their key issues

Buyer Journey Advancement: Advancing deals by preparing for meetings with intention, engaging purposefully at every stage, and project managing the entire buyer journey

Business Case Mastery: Conducts deep discovery and creates compelling business cases

Consensus Building: Builds consensus across multiple stakeholders, including financial and clinical leadership, to align on solutions and drive deal progression

Sales Enablement: Collaborates with Marketing, Product, and Sales leadership to refine sales processes and collateral as the product evolves and the company scales

Executive Selling: Confidently leads strategic and critical conversations with decision makers who will carefully examine the investment, knowing how to navigate these discussions effectively

Qualifications

5+ years of experience selling software to major health systems ($800M+ in net patient revenue) with a demonstrated ability to manage the full sales cycle and engage C-suite executives (CFO, CMIO, COO, CIO), as well as VP of Revenue Cycle and Director-level decision makers

Experience selling novel healthcare technology and products that improve clinical efficiency and patient safety

Ability to build tailored business cases and multithread, building consensus across multiple executive stakeholders (including financial and clinical leadership)

Located within 50 miles of a major airport and willing to travel, as needed (30% of time)

Preferred Qualifications

Robust knowledge and background in revenue cycle and/or with AI-driven clinical co-pilot technologies in healthcare

Strong background in selling software solutions in areas such as documentation, patient safety, CDI, revenue cycle, and/or clinical workflows

Proven success in a high growth startup environment (early stage strongly preferred)

Existing relationships with C-suite executives within health systems

Location | Work Authorization

For this role, Regard is currently only considering candidates who are authorized to work in the US without visa sponsorship, and are within metropolitan areas

For those who enjoy working from our New York City or Los Angeles offices, we offer catered lunches and other fun perks

Comp | Perks | Benefits

Generous commission plan

Eligible for equity

99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

18 PTO days/yr + 1 week holiday break

Annual $750 learning & development stipend

Company-sponsored team retreat + social events

A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.

Recruitment Fraud Notice

Regard only conducts hiring through official @regard.com email addresses. We will never ask candidates to pay fees, purchase equipment, or share sensitive personal information (such as Social Security numbers or bank details) during the interview process. If you receive an email about a job opportunity at Regard from a non-regard.com email address, it is not from us.

Compensation Range: $150K - $170K

#J-18808-Ljbffr

Worksite address

chicago, IL, 60290, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

Ready for your next step?Apply on the official website
Apply on WhatJobs ↗

Explore related searches

Current related jobs

Intermountain Health

WhatJobs

Rotor Wing Pilot in Command

page, AZ

Salary not specified

Job Description: As an Air Ambulance Pilot, you are the critical link in delivering rapid, life-saving transportation for patients in need. You…

Listing review due 2026-10-06View job

FOX Rehabilitation

WhatJobs

Speech Language Pathologist - Clarinda, IA

clarinda, IA

Salary not specified

Speech Language Pathologist – Clarinda, IA   FOX Rehabilitation is growing in Clarinda, IA, and surrounding locations, and we’re looking for pa…

Listing review due 2026-10-06View job

FOX Rehabilitation

WhatJobs

Speech Language Pathologist - Oakville, MO

sappington, MO

Salary not specified

Speech Language Pathologist – Oakville, MO FOX Rehabilitation is growing in Oakville, MO, and we’re looking for passionate, licensed Speech L…

Listing review due 2026-10-06View job

FOX Rehabilitation

WhatJobs

Speech Language Pathologist - Springfield, IL

chatham, IL

Salary not specified

Speech Language Pathologist – Springfield, IL   FOX Rehabilitation is growing in Springfield, IL, and surrounding locations, and we’re looking …

Listing review due 2026-10-06View job

FOX Rehabilitation

WhatJobs

Speech Language Pathologist - Parkersburg, IA

waterloo, IA

Salary not specified

Speech Language Pathologist – Parkersburg, IA FOX Rehabilitation is growing in Parkersburg, IA, and surrounding locations, and we’re looking f…

Listing review due 2026-10-06View job