[Remote] Sales Operations Technical Analyst

Remote, USA
Posted Jun 12, 2026
Full-time

Note: The job is a remote job and is open to candidates in USA. Wellfleet, a Berkshire Hathaway company, delivers customer-centric accident and health insurance. The Sales Operations Technical Analyst will support the sales team by onboarding new clients and ensuring the proper configuration of client-facing applications.

Responsibilities

  • Configure Wellfleet’s external client-facing websites and applications to support the waive/enroll/member experience for Student Health Insurance Plans and Special Risk Plans
  • Oversight of onboarding and offboarding internal users and clients within company platform
  • Support internal stakeholders with satisfying regulatory and filing requirements
  • Complete system enhancement requests and perform functional acceptance testing of IT code
  • Provide technical assistance and support to end users and troubleshooting system issues within the user platform
  • Collaborate with members of the IT and Development teams to resolve complex technical issues
  • Manage the shared BIT email box including monitoring and execution of support requests
  • Collaborate on meetings with Sales Operations, Client Relationship Managers, Enrollment staff, brokers, and school administrators to review enrollment guidelines and landing page configurations
  • Identify areas for process improvement, and at times lead process improvement efforts
  • Develop process guidelines to document existing or newly developed workflows
  • Act as a liaison between Sales Operations and IT to convey process optimization opportunities and ensure these are executed upon
  • Collaborate regularly with members of the IT Department to ensure efficient execution, communication, and effective dissemination of information around system/process changes and enhancements to internal stakeholders
  • Understand the target vision and communicate that vision to stakeholders
  • Collaborate with Business Analysts to help clarify questions that engineers may have on requirements, as needed
  • Cross train and serve as backup to Sales Operations Specialist with RFPs, Proposals, Sales mailbox, and other tasks as needed
  • Perform other duties as assigned

Skills

  • Bachelor's degree in business, Business Systems, or a related field
  • Basic understanding of health insurance terminology, health insurance policies and brochures
  • Proficiency in using digital platforms and various digital tools, along with the ability to troubleshoot issues and adapt to new applications and internal company systems
  • Excellent analytical skills, with the ability to effectively identify, communicate, and address potential issues
  • Outstanding attention to detail with the ability to problem-solve, conduct thorough research and provide issue resolutions
  • Excellent verbal and written communication skills
  • Ability to maintain professionalism, composure and diplomacy while working with internal departments and external vendors, under demanding or challenging situations
  • Demonstrated ability to efficiently manage multiple assignments and prioritize tasks in a fast-paced environment to meet deadlines
  • Ability to work independently and contribute collaboratively within the department and across the organization
  • Proficiency in MS Office Suite, specifically Word, Excel, PowerPoint and Outlook
  • 1+ years of Student Health Insurance experience

Benefits

  • Life, health and dental, vision, 401K retirement plan, short- and long-term disability coverage, flexible/dependent care spending account, tuition reimbursement, and business casual dress.

Company Overview

  • Wellfleet is an insurance company that provides accident and health insurance. It was founded in 1993, and is headquartered in Springfield, Massachusetts, USA, with a workforce of 201-500 employees. Its website is https://wellfleetinsurance.com.

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