We are an employee health & benefits company with a tech-meets-service platform that simplifies and personalizes how employees and employers shop, enroll and live with their benefits. Our innovative technology makes it easy for employees to choose the right benefits plan while equipping HR with the tools they need through one partner, one service team, one platform, one portal.

Maestronites were brought together with a passion to disrupt the status quo by reimagining employee health and benefits.  This passion has driven us to create the first complete platform that optimizes the entire benefits experience for everyone.  Our people, passion and platform are united by our mission: to make employee health & benefits people-friendly again.



The Implementation Lead is a key member of our team acting as a liaison between clients, insurance carriers, and internal departments to assist with successful onboarding and maintenance of client data in our proprietary software. The position requires strong computer skills, attention to detail, positive professional attitude and the ability to work in a team environment. You will get your hands dirty in our system and know it from beginning to end. Details about what a day or week in the life will look like here:

  • Understand our software front to back and how it interacts with our customers’ systems. Adapt to change and figure out solutions to integration challenges.
  • Obtain and analyze product and plan structure, rates and initial data specifications
  • Manage the collection of critical client configuration details for a broad range of insurance categories and products
  • Manage a busy calendar and client communication schedule
  • Coach clients on Best Practices and assist with System Rule and Date Cycle definitions
  • Create and verify client configuration documentation
  • Communicate clearly with external clients and internal stakeholders to ensure accuracy
  • Work closely with the Technology team to ensure client satisfaction and improve systems features, functionality and performance
  • Identify workflow/process improvements and work with supervisor and operations team to enact change



  • You build trust with others because you get things done right the first time
  • You stay focused and committed
  • You juggle multiple priorities and projects meeting all deadlines
  • You learn quickly and apply what you learn to what you do
  • You are recognized for one of our core values: Fun. Preparedness. Teamwork. Humility. Urgency. Bold Thought. Honesty.


  • Adaptable skills to solve to problems as they arise. Demonstrated ability working in a customer facing software product.
  • Adept at using technology, especially interacting with data formats
  • A friendly, professional demeanor and the ability to excel in a team oriented environment
  • Strong analytical and detail-oriented aptitude; a high degree of accuracy is required
  • Excellent communication and organizational skills
  • Ability to manage time effectively, set priorities and meet deadlines
  • Ability to learn and adapt to change
  • Healthcare related insurance experience is a plus



We have great benefits:

  • Personal, Vacation and Sick Time
  • Medical and Prescription
  • Dental
  • Vision
  • Life and Disability
  • Health and Wellness programs
  • 401k with Employee Match
  • Figo – Pet Insurance
  • Kashable

We have great perks in each of our offices, along with a fun, energetic and fast-paced environment, and what will really drive you is our vision. Maestro Health is making employee health & benefits people-friendly again by making healthcare easy to understand, tools easy to use, and costs easy to control. We are aiming to become a household name within the employee health & benefits space.

We can’t do that without great people. We want to hear “WOW! That was the best job and business experience I ever had!” from every Maestronite – past, present, and future. You should be personally challenged, laugh, work your tail off and look forward to coming to work.

Are you ready to become a Maestronite? Let’s do this.

Maestro Health is an equal opportunity workplace.  We are committed to equal opportunity regardless of race, color, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, or veteran status.