Senior Technical Implementation Specialist

About Plenful

Plenful is on a mission to transform healthcare operations from the inside out. Fresh off our $50M Series B and backed by Notable Capital, Bessemer Venture Partners, TQ Ventures, Susa/Kivu Ventures, and other leading investors, we’re building the category-defining AI automation platform that healthcare teams rely on to operate smarter, faster, and more efficiently. Our technology empowers healthcare operators across hospital and health systems, pharmacies and payors to eliminate manual work, reduce administrative burden, and improve compliance, all while unlocking critical revenue to fund programs for their in-need patient populations.

Built by healthcare operators for healthcare operators, Plenful is driven by a deep understanding of the challenges facing today’s care teams. We’re passionate about equipping healthcare workers with world-class tools that deliver real, measurable impact, and we’re proud to serve 100+ leading health systems, pharmacies, and healthcare organizations across the country. If you’re excited to help shape the future of healthcare, we’d love to meet you. Apply now to join our growing team.

About the Role

Plenful is hiring a Senior Technical Implementation Specialist to shape how we handle customer implementation, support, retention, loyalty, and expansion — in close partnership with our Director of Technical Customer Success. You'll collaborate across technical, commercial, and executive teams, with exposure to nearly every part of the company as it grows. This is a remote role with real growth potential.

What You’ll Do

• Configure Plenful for New Customers and Use Cases — Work with customers to execute implementation on established use cases, and help us continually sharpen our implementation process so customers see value faster.
• Engage Customers — Represent Plenful in customer-facing meetings to gather feedback, understand client-specific needs, and assist with custom configuration. Guide timelines, hold customers accountable to follow-up tasks, and keep raising the bar on customer experience.
• Support Customers — Provide omnichannel support and help build documentation on best practices for the Plenful platform.
• Collaborate with Account Management and Sales — Work with Account Management, Product Solutions, and Sales to define operational requirements for use case templates and modules that match client needs and market demand. Partner with Account Management and Sales to spot and lead implementations for contract expansions.
• Engineering and Product — Work with Engineering and Product Solutions to communicate new feature needs and product requirements. Close the feedback loop between customers and product with business context, customer feedback, and input on design.

You May Be a Fit If

• You've spent 4+ years in Solutions Engineering, Implementation, Technical Account Management, or a related field.
• You've worked directly with customers or managed customer relationships.
• You can explain complex technical problems clearly, tailored to your audience.
• You're highly proficient in writing and troubleshooting complex SQL queries, including multi-table joins, CTEs, aggregations, and window functions.
• You're comfortable reading and troubleshooting code.
• You've built, configured, and troubleshot API-based integrations using structured data formats such as JSON, XML, or YAML.
• You have hands-on experience working with healthcare integration standards such as FHIR or HL7.
• You write and speak clearly and confidently.
• You solve unstructured problems with a customer-focused approach.
• You work well across Sales and Account Management to keep the customer experience seamless.
• You're organized enough to manage multiple accounts and prioritize independently.
• You're genuinely interested in healthcare and making the industry more efficient.
• You're comfortable in a fast-moving, still-being-built environment.
• Bonus points for healthcare industry experience (data quality management, prior authorizations, benefits verification) and a BA/BS degree.

Why You'll Love Working Here

• 🚀 Mission-Driven, World-Class Team — Join an exceptional group of professionals aligned around a meaningful mission and committed to making an impact
• 📈 Opportunities for Growth — Strengthen your expertise through collaboration with experienced, high-performing leaders across the organization
• 🏢 Flexible Hybrid Work Environment — We're remote-first, with meaningful office presence in San Francisco and New York. R&D roles follow a hybrid model, with two days per week in our San Francisco office

Benefits & Perks

• 🏥 Healthcare Coverage — Full medical, dental, and vision insurance for you and participation for your family
• 💰 401(k) with Company Match — Plenful matches 50% of your first 3% contributed
• 📊 Equity — Every full-time employee shares in our success
• 🌴 Unlimited PTO — Take the time you need, when you need it
• 🍽️ Daily Lunch Stipend — $100/week to cover your midday meals
• 💪 Wellness Stipend — $100/month to support your health and well-being
• 🚇 Commuter Benefits — $100/month for SF and NYC-based employees
• 👶 Parental Leave — Paid leave to support growing families