Customer Success Specialist

At Sketchy, we’re transforming how students learn by turning complex topics into unforgettable visual journeys. Our mission? To help students master challenging material, achieve higher scores, and bring their knowledge to life through interactive cases. Through a combination of art, science, and cutting-edge technology, we enable students to learn, retain, and practice—effortlessly. The short version? We’re here to make better clinicians.

Sketchy is looking for a Customer Success Specialist to support our institutional customers throughout onboarding, adoption, ongoing engagement, and renewal preparation.

Reporting to the Institutional Customer Success Manager, you’ll serve as a day-to-day resource for MD, DO, PA, NP, RN, and GME programs. You’ll coordinate training, monitor usage, prepare reports, manage follow-up, and maintain customer records to help institutions use Sketchy effectively.

You’ll work with Sales, Marketing, Product, Support, and other internal partners to resolve customer questions, share feedback, and support retention and renewal preparation.

Sketchy is hiring remote employees in these select US states: California, Colorado, Florida, Illinois, Massachusetts, Michigan, New Jersey, New York, Pennsylvania, Texas, Utah, and Washington!

• Support a portfolio of institutional accounts by responding to customer questions, conducting regular check-ins, and coordinating follow-up to help maintain strong engagement and satisfaction.
• Escalate strategic or leadership-level issues to the Institutional Customer Success Manager.

• Support new client onboarding, account setup, implementation, training, and ongoing education.
• Provide resources and best practices that help customers use Sketchy effectively.

• Respond to and triage student and faculty support requests.
• Escalate technical issues to the Support team and track recurring questions.

• Monitor customer usage and engagement and prepare customer-facing reports and presentations.
• Identify accounts that may benefit from additional outreach or support.

• Partner with Sales and the Institutional team on renewal preparation, retention initiatives, and account planning.
• Help identify potential expansion opportunities.

• Gather and document customer feedback and coordinate with Product and Support to resolve issues.
• Identify recurring questions or challenges that may inform improvements to the product, resources, or customer experience.

• Maintain accurate customer records and activity in CRM and Customer Success systems, such as HubSpot.
• Coordinate institutional communications, resources, and related initiatives with Sales, Marketing, Product, Support, and other internal partners.

• Use approved AI tools to support meeting notes, follow-up drafting, customer resource preparation, summarization, and routine account administration.
• Validate AI outputs and protect customer information.

• 1–3 years of experience in Customer Success, Account Management, Client Services, Customer Support, Education, SaaS, or a related customer-facing role.
• Bachelor’s degree in Business, Communications, Education, or a related field, or equivalent relevant experience.
• Basic proficiency with AI tools for prompting, summarization, drafting, research, or routine workflow support, with the ability to validate outputs and follow company data and privacy guidelines.
• Ability to travel up to 1-2 times per quarter for conferences, educational events, and meetings

• Experience in medical or health-professions education; nursing or NP program experience is a plus.
• Familiarity with HubSpot or a similar CRM.
• Comfort working with usage data in spreadsheets.

If you don’t have 100% of the bullets listed above, that’s okay! We know there are no perfect applicants. If you are passionate about making a meaningful difference, we want to hear from you! Learn more about Sketchy’s culture at sketchy.com/careers.