Digital Workplace & Automation Specialist

Dreem Health

1d•$70,000 - $95,000•Remote

About The Position

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 will both execute hands-on (provisioning a laptop, fixing an access issue, running a training session) and define the roadmap for how Sunrise's digital workplace and AI capability should evolve as headcount roughly doubles over the next 18 months. It sits in People & Culture because the lens that matters most is the employee's experience of technology — not the technology itself. The dotted line to the CTO reflects the close partnership required on tooling, governance, and security as this role's IT and AI work intersects with the broader technology function.

Requirements

Demonstrated technical range across IT support, workplace technology, or digital operations — gained through a role, a self-driven project, or both — ideally with some exposure to a remote-first or distributed organization
Working knowledge of IT fundamentals: device management (MDM), access/identity management, SaaS administration
Solid expertise & interest in agentic AI workflows and tools (e.g., Claude, ChatGPT Enterprise, automation platforms)
Demonstrated experience building and shipping AI-powered automations or agentic workflows that solved a real business problem (e.g., automating an intake process, building a Claude/GPT-based workflow, integrating AI into a business process via Make.com/Zapier/n8n) — not just personal AI tool usage, but something other people now rely on
Strong self-starter profile: comfortable moving between hands-on execution (fixing a laptop issue today) and medium-term thinking (AI automation roadmap tomorrow)
Strong process-mapping instinct: able to take a messy manual workflow described by a non-technical stakeholder and turn it into a working automation
Excellent written communication skills; comfortable writing clear, lightweight documentation for non-technical audiences
Documentation-first mindset: treats undocumented knowledge as an organizational risk, not a personal inconvenience — critical given this is a single-person function with no built-in backup
Comfortable being the sole owner of a function
Experience working cross-functionally with both People/HR and Technology/Engineering stakeholders
English fluency. French proficiency is a plus.

Nice To Haves

Experience scaling digital workplace technology functions through a high-growth period (e.g., 150 → 300+ FTE)
Prior experience as a "first" or solo hire building a function from scratch
Familiarity with Deel IT, Google Workspace administration, or comparable MDM/identity stacks
Genuine interest in sleep, health, and helping people better understand and improve their well-being

Responsibilities

Manage end-to-end device and account provisioning for new hires, in partnership with the recruitment and onboarding process (hardware ordering, MDM enrollment via Deel IT, core software accounts)
Own day-to-day IT support for Sunrise staff: troubleshooting hardware, (non-clinical) software, and connectivity issues; triaging and resolving tickets; escalating to external vendors when needed
Manage user access provisioning and deprovisioning across core systems (Google Workspace, Slack, Notion, HRIS, and other company tools), ensuring access aligns with role and is removed promptly on departure
Maintain an accurate inventory of company hardware, software licenses, and SaaS subscriptions; identify redundant or underused tools
Partner with the CTO's team on IT governance, security baseline (e.g., access reviews, device compliance), and vendor management for digital workplace tools (e.g., Deel IT, Notion, Google, Claude team…)
Define and continuously improve onboarding/offboarding IT checklists to ensure a smooth day-one experience, particularly for remote hires
Design, build, and deploy AI-powered solutions — agentic workflows, automations, integrations — that eliminate or streamline repetitive, low-human-value transactional work across non-clinical teams
Identify high-value, repetitive workflows across Operations, G&A, and Sales & Marketing that are strong candidates for AI-assisted automation (including agent-based workflows)
Build and ship the automations yourself — using tools like Claude, Make.com, Zapier, Lovable, or similar — partnering with process owners to map the current manual workflow before automating it, and leaving lightweight documentation so each automation is maintainable without you
Partner with the CTO on tooling decisions, governance, and any boundary questions between this role's scope and the clinical AI/product roadmap
Track and report on automation impact (hours saved, error/rework reduction, volume processed) to demonstrate ROI and prioritize the next highest-value process to automate