Jobs › Chamberlain Group

Senior Enterprise Account Executive

Chamberlain Group · IL · Remote available · $112,381–$185,172 a year · Full time

Posted Sep 28, 2026 · We last checked this listing on Oct 5, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a SaaS deal you closed with a facilities or logistics customer. How long was the cycle and who was involved?

What they are checking: Whether they have sold enterprise software into facilities buyers with many decision makers and long cycles.

Tell me about a time you lost a deal. What did you learn?

What they are checking: Whether they reflect honestly on losses and change their approach, rather than blaming price or product.

What do you think it takes to scale a new software business from early wins to repeatable sales?

What they are checking: Whether they think about playbooks, references and partner channels, not just their own quota.

What would you do

How would you explain why a company known for garage door openers can solve a warehouse's dock and yard problems?

What they are checking: Whether they can build credibility for a new offering and differentiate it from established competitors.

You would represent sales on the team designing new products. What would you bring to that team?

What they are checking: Whether they can turn customer feedback into product input rather than just asking for features to close deals.

An early customer is unhappy with how the rollout is going. What do you do?

What they are checking: Whether they act as account manager, fix the problem with the team and protect the reference customer.

How do you keep an accurate forecast when the product and market are both new?

What they are checking: Whether they forecast honestly with clear criteria instead of padding the pipeline.

About the work

This is an emerging business. How would you build your first target list of customers and partners?

What they are checking: Whether they can create pipeline from scratch with a clear ideal customer profile, not wait for leads.

How do you evaluate which partners are worth investing time in?

What they are checking: Whether they look at partner reach, fit and motivation instead of signing every partner who is interested.

How do you build a business case with a customer so their finance team will approve it?

What they are checking: Whether they quantify value like labor savings and dock throughput in the customer's own numbers.

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The full job description

As published by Chamberlain Group.

Chamberlain Group (CG) is a global leader in intelligent access and Blackstone portfolio company. Powered by our myQ technology, we make access simple and secure for millions of homeowners, businesses, and communities worldwide. Our flagship brands, LiftMaster® and Chamberlain® , are found in 51+ million homes, and 14 million+ people rely on the myQ® app daily. 
 • Lead efforts on go-to-market to sell facility focused software and SaaS based solutions to new and existing facility customer bases • Represent sales on the cross functional team responsible for designing and bringing new facility software and SaaS solutions to market • Define and build initial customer and partner target lists to enable focused engagement with high potential prospects and partners; compare and evaluate partners to determine best targets to help Chamberlain Group grow an emerging facilities software/SaaS business • Lead sales engagements with identified prospects and lead partner development with key partners that results in new pipeline and wins. • Identify and develop strategies to scale Chamberlain Group facility focused software and SaaS solutions • Understand competitive landscape and have ability to differentiate Chamberlain Group solution offering to prospects and partners. • Engage with customers to ensure success of solutions; act as account manager for early wins and work collaboratively with key Chamberlain Group team members to ensure customer success • Comply with health and safety guidelines and rules; managers should also ensure compliance across their teams. • Protect Chamberlain Group’s reputation by keeping information confidential. • Maintain professional and technical knowledge by attending educational workshops, reading professional publications, establishing personal networks, and participating in professional societies. • Contribute to the team effort by accomplishing related results and participating on projects as neede Experience: • 8+ Years of software/SaaS business development and sales across prospects, customers, and partners • Track record of exceeding sales targets and objectives • Proven success bringing new software/SaaS solutions to market • MEDDICC, Challenger, Sandler, SPIN, or other solution based selling experiences 
The pay range for this position is $112,381.00 - $185,171.50; base pay offered may vary depending on a number of factors including, but not limited to, the position offered, location, education, training, and/or experience. In addition to base pay, also offered is a comprehensive benefits package and 401k contribution (all benefits are subject to eligibility requirements). This position is eligible for participation in a short-term incentive plan subject to the terms of the applicable plans and policies.

 Chamberlain Group wants all of its employees to succeed and encourages people of all backgrounds to apply. We’re proud to be an Equal Opportunity Employer, and you’ll be considered for this role regardless of race, color, religion, sex, national origin, age, sexual orientation, ancestry; marital, disabled or veteran status. We’re committed to fostering an environment where people of all lived experiences feel welcome. Persons with disabilities who anticipate needing accommodations for any part of the application process may contact, in confidence Recruiting@Chamberlain.com . NOTE: Staffing agencies, headhunters, recruiters, and/or placement agencies, please do not contact our hiring managers directly.

Apply at Chamberlain Group