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Remote Executive Jobs in Madison, WI (NOW HIRING)

Account Executive

Madison, WI · On-site +1

$90K/yr

The Program Management Account Executive serves as a trusted advisor to PreK-12 school district leadership by helping clients identify facility needs, evaluate long-term facility strategies, build ...

The Program Management Account Executive serves as a trusted advisor to PreK-12 school district leadership by helping clients identify facility needs, evaluate long-term facility strategies, build ...

Account Executive

Madison, WI · On-site +1

$60K/yr

Ascendium is hiring an Account Executive to connect colleges, universities, employers, and other organizations with products and services that support their needs. You'll build relationships with ...

As an Account Executive II for our Strategic Growth Account clients, you will be responsible for managing and growing existing accounts valued between $250K-$1M annually, by identifying key decision ...

Madison, WI or Chicago, IL or Atlanta, GA | Hybrid or Remote U.S Considered Job Type: Contract (6 ... Communicate project risks, milestones, and progress updates to executive leadership and project ...

Showing results 21-40

Remote Executive information

See Madison, WI salary details

$26.7K

$94.3K

$185.4K

How much do remote executive jobs pay per year?

As of Sep 4, 2026, the average yearly pay for remote executive in Madison, WI is $94,266.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,400.00 and $121,400.00 per year, depending on experience, location, and employer.

What is a remote executive?

A Remote Executive is a high-level professional who manages teams, makes strategic decisions, and oversees operations while working from a remote location. They leverage digital tools to communicate, collaborate, and ensure business goals are met without being physically present in an office. This role requires strong leadership, time management, and adaptability to effectively lead teams across different locations.

What are the key skills and qualifications needed to thrive as a remote executive?

To excel as a Remote Executive, you need strong leadership abilities, strategic decision-making skills, and a proven track record in executive management, often supported by an advanced degree such as an MBA. Familiarity with collaboration tools like Slack, Zoom, project management platforms, and secure data-sharing systems is highly important. Outstanding communication, emotional intelligence, and self-motivation enable success in driving virtual teams and fostering company culture from a distance. These qualities ensure that the executive can effectively lead, communicate vision, and execute strategies in a remote and dynamic business environment.

What are some common challenges faced by remote executives, and how can they be addressed?

Remote Executives often face challenges such as maintaining team cohesion, ensuring effective communication across time zones, and building trust without physical presence. Overcoming these hurdles typically involves setting clear expectations, leveraging digital collaboration tools, and conducting regular virtual meetings to stay connected with teams. Establishing transparent communication channels and prioritizing employee engagement are critical to fostering a strong company culture remotely. Proactively addressing these challenges enables Remote Executives to drive organizational success and maintain high-performing distributed teams.

Who is the best company to work for remotely?

There is no definitive best company for remote executive roles, as it depends on factors like industry, company culture, and individual preferences. Many organizations such as tech firms, consulting agencies, and startups offer remote executive positions with flexible schedules and leadership responsibilities. Job seekers should consider company reputation, remote work policies, and opportunities for growth when evaluating potential employers.

What are the most commonly searched types of Remote jobs in Madison, WI?

The most popular types of Remote jobs in Madison, WI are:

What are popular job titles related to Remote Executive jobs in Madison, WI?

For Remote Executive jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Remote Executive jobs in Madison, WI look for?

The top searched job categories for Remote Executive jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Executive jobs?

Cities near Madison, WI with the most Remote Executive job openings:

Infographic showing various Remote Executive job openings in Madison, WI as of August 2026, with employment types broken down into 1% Internship, 85% Full Time, 9% Part Time, and 5% Contract. Highlights an 86% Physical, 3% Hybrid, and 11% Remote job distribution, with an average salary of $94,266 per year, or $45.3 per hour.

Medical Device Account Executive - Midwest (WI & IL)

EnsoData

Madison, WI • On-site, Remote

$220K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 12 days ago


Key responsibilities

  • Identify prospective customers and generate leads to grow sales of the EnsoHST solution.

  • Collaborate with customers, marketing, and sales team members to understand needs, demonstrate solutions, and close sales.

  • Maintain customer details in CRM and coordinate the sales process, including negotiations and contract signing.


Job description

EnsoData
EnsoData strives to make healthcare more accurate, efficient, and affordable through waveform artificial intelligence (AI) technology. Using AI and machine learning, our software analyzes billions of data points collected from sensors placed throughout the human body. Our first solution, EnsoSleep, reduces the time clinicians spend analyzing, scoring and managing sleep studies. This results in a simplified and accelerated patient testing, diagnosis, and treatment workflow. Our AI-powered technology has the capability of informing health decisions beyond sleep medicine, from monitoring patient health in the ICU or through wearables, to detecting and capturing seizure data, to providing earlier detection of heart disease, diabetes, stroke, and Alzheimer's.
The Role
Hi, I'm Courtney, the Regional Sales Director (RSD) for the midwest US at EnsoData! We're excited to announce that we're looking for an Account Executive based in Chicago, IL, Milwaukee, WI or Madison, WI. We are looking for a self-starter who is eager to contribute to the growth of our business dedicated to improving healthcare. This person will be focused on growing the EnsoHST solution to all sleep, and referring physicians. This remote position offers the following compensation:
  • Base salary: $90,000
  • At plan: $220,000
  • New hire guarantees for the first six months
  • Bonus potential after annual target is reached
  • Uncapped commissions
  • Stock options
  • Additional benefits such as paid time off, healthcare insurance, and parental leave.

The company is based in Madison, Wisconsin but the territories are field based. This territory will cover Wisconsin and northern Illinois.
This person will have the following responsibilities to name a few:
  • Plan to be on the road and hunting!
  • Strive to exceed the monthly revenue quota
  • Identify prospective customers, generate and convert leads to sales; collaborate with new and existing customers to identify needs and sell solutions
  • Coordinate the sales process with marketing and the Sales Solutions Engineer (demonstrations)
  • Negotiate contracts and pricing with the RSD and/or CCO
  • Maintain their customer details in our CRM, HubSpot
  • Partner with Marketing and others to develop and refine sales and marketing strategies
  • Represent EnsoData at shows and, as needed, travel for onsite demonstrations

Requirements
This is what we need in our new team member:
  • 2-5 years account executive and/or sales experience required
  • Ability to travel up to 60% of the time in the assigned territory
  • Experience working with CRM like HubSpot or Salesforce
  • Hunter mindset with creative thinking
  • Clinical aptitude, business acumen, & strong work ethic
  • Excellent people skills and positive attitude, ability to partner with a dynamic team
  • Experience working with remote and hybrid office/remote teams
  • Desire to contribute to building groundbreaking technologies to make healthcare more efficient, affordable, and effective
  • Personal qualities of integrity, perseverance, and commitment to the mission

Preferred qualifications:
  • Bachelor's degree is strongly preferred but other degrees will be considered
  • Healthcare Software as Medical Device, SaaS or healthcare software sales knowledge
  • Previous experience in sleep medicine, specifically home sleep testing sales
  • Previous experience at a startup, tech, software engineering, or similar company

Please note that candidates who do not live in the territory area will not be considered.
Company Culture - Embrace the Pineapple!
How do we do this? https://www.ensodata.com/blog/why-the-pineapple/
  • Make Healthcare Better - is passionate about moving healthcare to a better place for everyone everywhere
  • Put Customers First - delights customers by working closely with them to support their initiatives
  • Be a Great Teammate - spreads the good vibes and is a joy to work with; also understands the value of helping one's teammates
  • Gets $#!t Done - bias toward action and intrinsically motivated to go above and beyond; demonstrates the ability to work autonomously as well as across teams
  • We also practice a Focus on Quality and look for teammates who don't cut corners and demonstrate integrity and attention to detail

Benefits
The benefits package includes, but is not limited to, the following:
Remote and flexible schedule - we are a remote company with hybrid options and support for flexible schedules! That being said, we have an amazing office headquarters in downtown Madison, WI with views of the capitol that you are welcome to work at anytime. In case you didn't know, Madison has consistently been ranked as one of the top places to live in the US (businessinsider.com, money.com, livability.com)!
Health, dental, and vision insurance with options to choose a plan that fits you and your dependents needs.
Paid time off options - we want our employees to rest, recharge, and feel better.
Stock options - we want team members to feel ownership in the organization. When EnsoData does well, you do well.
401k to help people invest in the future.
Team Summits! We look forward to opportunities to gather in person and enjoy a few days together. We participate in team events and gain some great in-person time. (Hint: check out our blog for info from former team gatherings!)
Interview Process
  1. Submit a resume online and our hiring team will choose those that seem like the best candidates.
  2. We look forward to meeting you face-to-face! A few candidates will be chosen for a video call to get to know each other, discuss your experience, and explain the position in more detail.
  3. Expect an opportunity to demonstrate your skills.
  4. The final candidates will have a chance to meet a few people from the team.
  5. Offer!

Let's talk
EnsoData seeks to recruit, hire, and retain the most talented people from a diverse candidate pool. Research shows that while men apply to jobs when they meet an average of 60% of the criteria, women and other marginalized folks tend to only apply when they check every box. If you think you're a great fit, but don't necessarily check every box on the job description, please still get in touch.
To learn more about our ongoing commitment to diversity, see our updated website here.
Note: this role is based in the continental United States and currently EnsoData is unable to support sponsorships so candidates must be legally eligible to work and reside in the United States now and in the future.
Equal Employment Opportunity
EnsoData is proud to be an Equal Employment Opportunity employer. We do not discriminate against, nor do we tolerate unlawful harassment against, team members or any other covered persons on any basis of race, color, protective hairstyles, national, social, or ethnic origin, gender, pregnancy, childbirth, gender orientation, identity or expression, sexual, relationship, or romantic orientation, marital, civil union or domestic partnership status, family or parental status, age, protected veteran status, arrest record, expunged or sealed convictions, criminal history, source of income, credit history, housing status, physical, mental, or sensory disability, medical condition, genetic information, religion, or any other status protected by the laws or regulations in the locations where we operate.
We value, celebrate, and support diversity, inclusion, and our differences. We are committed to providing a safe work environment and a company culture of mutual respect where equal employment opportunities are available to all applicants and teammates. We seek to recruit, hire, and retain the most talented people from a diverse candidate pool. We strongly encourage women, people of color, LGBTQIA+ individuals, people with disabilities, members of ethnic minorities, intersectional individuals, foreign-born residents, and veterans to apply. We have a deep conviction that diversity and inclusion among our teams, our communities, and our physical and virtual workplaces is vital to the success of EnsoData's mission to improve healthcare access, outcomes, and affordability for patients and communities everywhere globally.
If you are a job seeker applying to EnsoData and you feel that you need to request an accommodation or alternative application, please contact Angela at angela@ensodata.com.
The applicant tracking system used to collect candidate resumes has artificial intelligence features built into it which may or may not be used during candidate recruitment and selection.