Learning Operations Specialist — Contractor

<p style="line-height: 1;"><span style="color: #000000;"><strong>Hours:</strong> Up to 35 hours a week&nbsp;</span></p> <p style="line-height: 1;"><span style="color: #000000;"><strong>Duration: </strong>6 months</span></p> <p style="line-height: 1;"><span style="color: #000000;"><strong>Schedule: </strong>Availability expectations will be mutually agreed upon at engagement start and will generally align with standard business hours Monday through Friday. Additional availability may be requested around program launches and key milestones, subject to mutual agreement between the Company and the contractor.</span></p> <p><strong>Compensation</strong>: $53.50/hour</p> <h2><span style="color: rgb(0, 0, 0); font-size: 14pt;"><strong>About Us</strong></span></h2> <p><span style="color: #123333;">At SimplePractice, we are improving access to quality care by equipping health and wellness clinicians with all the tools they need to thrive in private practice.&nbsp;</span></p> <p><span style="color: #123333;">More than 250,000 providers trust SimplePractice to build their business through our industry-leading software with powerful tools that simplify every part of practice management. From admin work to clinical care, our suite of innovative solutions work together to reduce administrative burden—empowering solo and small group practitioners to thrive alongside their clients.&nbsp;</span></p> <p><span style="color: #123333;">Award-winning and people-first, SimplePractice is shaping the future of health tech. Recognized by MedTech Breakthrough, the Digital Health Awards, and BuiltIn's Best Places to Work.</span></p> <h2><span style="color: rgb(0, 0, 0); font-size: 14pt;"><strong>The Role</strong></span></h2> <p><span style="color: #000000;">SimplePractice is seeking an independent contractor with demonstrated expertise in learning operations and LMS administration to support a six-month project engagement with our Talent Development function. This engagement is central to the buildout of our learning ecosystem from the ground up, and will require a contractor who can deliver specialized services across LMS administration, HRIS and courseware integrations, program logistics, reporting, vendor management, and process documentation. The contractor will bring deep technical proficiency in LMS platforms, a proven ability to build systems and surface data-driven recommendations, and a client-focused approach to inquiry management and issue resolution. Experience applying AI tools to accelerate delivery — including drafting communications, building documentation, and identifying patterns in learner data — is strongly preferred.</span></p> <p><span style="color: #000000;">We are currently launching Sana and Udemy in phases. These platforms are new to the organization, and the rollout will require ongoing configuration, support, troubleshooting, and iterative improvements as we learn what works. The contractor will provide specialized services to ensure each phase launches smoothly and that the systems are refined and optimized based on defined project outcomes.</span></p> <p><span style="color: #000000;">This is an engagement estimated at up to 35 hours per week, though the nature of the work will vary across the engagement period. Some services are ongoing throughout the engagement (LMS administration, learner support), some are cyclical around program launches (communications, enrollment, dashboard creation), and some are foundational deliverables that taper once systems and processes are established (documentation, SOPs, QA checklists). Priorities and active workstreams will be determined through regular project check-ins and mutual agreement between the Company and the contractor.</span></p> <p><span style="color: #000000;">SimplePractice operates in a Slack-based environment and Slack is the primary communication channel across the organization. The contractor will receive and respond to project communications and support inquiries primarily through Slack, with response expectations and protocols to be agreed upon at engagement start..</span></p> <h2><span style="color: rgb(0, 0, 0); font-size: 14pt;"><strong>Scope of Services</strong></span></h2> <p><span style="color: #000000;"><strong>LMS Administration &amp; Systems</strong></span></p> <ul> <li style="color: #000000 !important;"><span style="color: #000000;">Administration and maintenance of&nbsp; Sana LMS, including course configuration, learner access, group management, and content publishing</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Monitor and validate learner data feeds from Workday to ensure accurate synchronization within Sana</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Configure and maintain automations that support onboarding workflows and training assignments</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Troubleshoot LMS issues and including training assignments, automations, and integrations are functioning properly</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Define and recommend key metrics for new course and program launches in Sana, proposing what to track and why based on program goals</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Build and maintain reporting dashboards in Sana Insights that enable ongoing monitoring of program performance and eliminate the need for manual report pulls</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">When surveys are launched in Sana, create dashboards that surface results for the team in real time.</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Collect and consolidate training data from third-party courseware providers and incorporate into Sana reporting as needed</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Manage relationships with third-party courseware vendors, including contract tracking and content library maintenance</span></li> </ul> <p><span style="color: #000000;"><strong>Program Operations &amp; Logistics</strong></span></p> <ul> <li style="color: #000000 !important;"><span style="color: #000000;">Support program logistics including enrollment, scheduling, and coordination for learning programs across the employee lifecycle</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Support phased rollouts of Sana and Udemy, including launch preparation, post-launch troubleshooting, learner communication, and recommending iterative improvements between phases based on feedback and usage data</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Manage the TD communications and production calendar and coordinate launch support for new programs, courses, and initiatives</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Create and maintain process documentation, SOPs, and playbooks so team knowledge is not dependent on any one person</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Support the creation of QA checklists and content standards for decentralized content creators across the organization</span></li> </ul> <p><span style="color: #000000;"><strong>Learner Support &amp; Team Collaboration</strong></span></p> <ul> <li style="color: #000000 !important;"><span style="color: #000000;">Respond to LMS support inquiries submitted through agreed-upon channels within agreed-upon response timeframes</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Respond to support inquiries with a friendly, responsive, and solutions-oriented approach</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Surface patterns from learner support inquiries and recommend process or content improvements to reduce recurring issues</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Collaborate with internal teams as needed, including IT, People Tech, and team leads, and the broader Talent Development team</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Contribute to admin, execution, and launch work as part of a small team where everyone pitches in</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Adapt hours and availability around program launches and key milestones&nbsp;</span></li> </ul> <h2><span style="color: rgb(0, 0, 0); font-size: 14pt;"><strong>Desired Skills &amp; Experience</strong></span></h2> <ul> <li style="color: #000000 !important;"><span style="color: #000000;">Previous experience delivering projects or managing operations within Learning and Development, Talent Development, or People Operations functions</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Demonstrated ability to manage multiple concurrent workstreams and deliver against defined project timelines</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Proven experience implementing, administering, or managing a Learning Management System (LMS)</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Experience troubleshooting LMS workflows, automations, and integrations</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Demonstrated experience applying AI tools (e.g., ChatGPT, Claude, Gemini) to accelerate delivery of operational work including communications, documentation, and data analysis</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Demonstrated ability to identify issues and surface recommendations proactively as part of project delivery</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Strong experience with reporting and data analysis within LMS platforms</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Demonstrated ability to manage client communication and inquiry management on project engagements, including timely and solutions-oriented responses to support requests</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Experience creating and maintaining process documentation and SOPs</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Ability to deliver independently against a defined scope of work</span></li> </ul> <h2><span style="color: rgb(0, 0, 0); font-size: 14pt;"><strong>Bonus Points</strong></span></h2> <ul> <li style="color: #000000 !important;"><span style="color: #000000;">Experience with Sana LMS</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Experience working with HRIS integrations such as Workday</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Experience managing third-party courseware integrations and vendor relationships</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Experience supporting program logistics, enrollment operations, or learning program launches</span></li> <li style="color: #000000 !important;"><span style="color: #000000;">Experience defining launch metrics and building reporting dashboards or data visualizations within LMS platforms, with the ability to work in other tools as needed</span></li> </ul> <h4>California Job Applicant Privacy Notice</h4> <p>Thank you for your interest in opportunities at SimplePractice LLC (“SimplePractice” or “us” or “we” or “our”). Please note that when you submit your resume or application materials to us for employment purposes, you are subject to the SimplePractice California Job Applicant Privacy Notice.&nbsp;</p> <p>For more information about our privacy practices, please contact us at privacy@simplepractice.com.</p> <h4>Notice to Candidates:</h4> <p>SimplePractice has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team. We do not have any affiliation or connection to these situations and only post open roles on our official Careers page (<a href="http://simplepractice.com/careers">simplepractice.com/careers</a>) and reputable job boards like our official LinkedIn or Indeed pages.&nbsp;</p> <p>All official SimplePractice recruitment emails will be sent from the domains @simplepractice.com, no-reply@greenhouse.io or no‑reply@linkedin.com email addresses.&nbsp;</p> <p>Examples of fraudulent domains include careers-simplepractice.com, simplepractices.com, and simplepractice.careers.</p> <p>Please note that SimplePractice will never ask candidates or new hires for money or payment of any kind at any stage of the recruitment or onboarding process.</p>