Sidekick Health

Healthcare

ForwardDeployedEngineer(m/f/x)

$115–155k ~AI est. Minneapolis, Minnesota, United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Forward Deployed Engineer (m/f/x) at Sidekick Health. Skills: Customer-facing technical expertise, Service desk ownership, AI automation. Own service desk. Operate service desk”

What You'll Achieve.

Resolve issues efficiently; Answer technical questions; Ensure delivery commitments met; Continuously improve operations; Reduce manual effort; Improve response speed; Enable scalable operations; Reduce reliance on manual processes; Improve customer experience; Improve efficiency; Improve scalability

Industry & Context.

Healthcare
Problems you'll solve

Resolve issues; Root cause analysis; Troubleshooting

Eligibility Requirements

Located in United States, Work across US time zones

What They're Looking For.

Must Have

4–7 years technical customer-facing experience, Hands-on AI tools experience, Understand complex technical information, Communicate technical info to audiences, Proficiency with service desk platforms, Proficiency with project management platforms, Excellent collaboration skills, Excellent stakeholder communication skills, Organizational skills, Ability to manage multiple workstreams, Bachelor's degree, Located and authorized to work in US

Nice to Have

PMP certification a plus, Scrum Master certification a plus, Agile certification a plus, Familiarity with payer operations, Familiarity with care management workflows, Familiarity with value-based care models, Experience supporting B2B Customer Success, Experience supporting Account Management, Knowledge of compliance frameworks, Knowledge of SLA frameworks, Familiarity with prescription digital therapeutics, Familiarity with regulated digital health solutions

What You'll Do.

Manage inbound requests

Ensure timely resolution

Act as subject matter expert

Lead technical conversations

Build trust with customers

Demonstrate platform command

Handle product questions

Handle integration requirements

Handle security inquiries

Perform root-cause analysis

Translate feedback into tasks

Design automation systems

Deploy automation systems

Automate service desk tasks

Digitize customer capabilities

Serve as link between teams

Ensure clarity of ownership

Ensure clarity of priorities

Ensure clarity of timelines

Maintain accurate documentation

Maintain decision logs

Maintain process records

How You'll Work.

Team & Collaboration

Cross-functional collaboration; Partner with Product; Partner with Technology Delivery; Partner with Customer Success

Communication Scope

Technical conversations; Customer-facing conversations; Product questions; Integration requirements; Security inquiries; Root-cause analysis

Process & Methodology

Jira, Asana, Monday.com, Agile

Full Job Description

Your mission with us As Forward Deployed Engineer at Sidekick Health, you will serve as the technical backbone of our US payer and employer customer relationships, owning the service desk, leading all customer-facing technical conversations, and building trust in our platform, programs, and roadmap. You will also drive automation and AI-enabled capabilities to scale operations. You will work closely with Product, Technology Delivery, and Customer Success to resolve issues efficiently, answer technical questions with authority, and ensure delivery commitments are met while continuously improving how we operate at scale. This role starts with ownership of the service desk supporting US payers and strategic partners and will expand as we grow. You are expected not only to solve critical issues, but also to anticipate needs, shape direction, and drive smarter, more scalable ways of working. You will report directly to the CTO and partner closely with the VP of Customer Success, playing a key role in how we support and grow our customer relationships. This role requires the candidate to be located in the United States and work across U.S. time zones (Eastern to Pacific). Preference given to those based in Minneapolis, MN or remote in EST. Your responsibilities Service Desk Ownership Own and operate Sidekick’s service desk for customers and strategic partners, managing all inbound requests via Zendesk from line-of-business leaders, Care Managers, Care Navigators, members and others. Triage, prioritize, and resolve issues directly where possible; route to the appropriate internal teams with clear context when escalation is required. Own all follow-up and follow-through, ensuring timely resolution independently or in close collaboration with Customer Success. Technical Platform Leadership Act as the customer-facing subject matter expert on Sidekick’s platform, programs, integrations, and technical capabilities, leading technical conversations without requiring CTO involveme

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