Dreem Health

Digital Workplace & Automation Specialist

United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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About the role

About Dreem Health, by Sunrise

Dreem Health is America’s leading digital sleep clinic. Powered by Sunrise’s technology, Dreem Health makes sleep care simple — replacing long waits and in-lab sleep studies with home-based testing, expert telehealth visits, and personalized treatment plans that are easy for patients to follow. We’re fixing the broken sleep care journey and helping more people get the care they need — from home, on their schedule.

Your Opportunity

The Workplace Technology & AI Automation Specialist owns the digital backbone of the employee experience at Sunrise/Dreem Health: IT provisioning and support, user access management, and the design and delivery of AI-powered automations across non-clinical teams. This role exists because we are a remote-first, fast-scaling organization where tooling, access, and AI capability are expanding faster than our processes can absorb.

The role has two halves that share one purpose — removing friction so people can do their best work.

  • The first half is operational: provisioning hardware and accounts, managing access and permissions, and being the first line of support when something breaks.
  • The second half is developmental: identifying repetitive, low-human-value transactional work across non-clinical teams (Operations, G&A, Product, Sales & Marketing) and building the AI-powered solutions — agentic workflows, automations, integrations — that eliminate or streamline it.

This is a foundational hire for the function. The person in this role

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Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Operations Remote Collaboration Sales Digital Workplace Mid level

Likely questions

  1. Tell us about work you have done that is close to the Digital Workplace & Automation Specialist role.
  2. How would you approach your first 30 days at Dreem Health?
  3. Which of Operations, Remote Collaboration and Sales have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Operations, Remote Collaboration and Sales.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Digital Workplace & Automation Specialist role because I can bring practical experience in Operations, Remote Collaboration and Sales, learn the team quickly, and contribute to the outcomes Dreem Health needs from this hire.

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