Short-Term Benefits Contractor / 1099

At Catalight, we are building the future of work for nonprofits. We strive to build an engaging employee experience through a culture of wellbeing and justice. One that creates a healthy and high-performing team by supporting our humans with the learnings, capabilities, and opportunities to do their best work. Our Wellbeing + Experiences function is committed to designing employee experiences that allow each human to experience wellness, equity, and spaces that allow them to grow and thrive.

We are seeking a skilled contractor to support the planning, execution, and change management efforts related to our open enrollment period and backend implementation of new benefits vendors. This role will work closely with human resources, technology, and communications teams and external vendors to ensure a smooth transition and positive employee experience.

The ideal candidate is bold in their approach, is solution oriented, welcomes ever changing environments, and approaches work with a growth mindset. You welcome dialogue and debates to surface the most optimal solutions, while building relationships with care. You create safe and welcoming spaces as a baseline.

This is a fully remote, short-term contract role; must be able to work core hours on Pacific/Hawaiian time zones; reports into our Wellbeing + Experience Team.

• Open Enrollment Planning & Execution
  • Develop and manage project timelines and deliverables
  • Coordinate logistics for virtual and in-person enrollment events
  • Support development of employee communications and FAQs
  • Assist with benefits education materials and presentations

• Vendor Implementation Support
  • Track implementation milestones and coordinate with vendor contacts
  • Assist with data validation, testing, and system integration tasks
  • Document workflows and process changes
  • Support internal stakeholder communications and training

• Change Management
  • Help design and execute change management strategies
  • Monitor employee feedback and assist with issue resolution
  • Contribute to post-enrollment evaluation and reporting

• Experience in benefits administration and change management
• Familiarity with open enrollment processes and benefits systems, including Workday
• Understanding of human resources laws and compliance best practices

• Sensitivity to working with an ethnically, linguistically, culturally, and economically diverse population.
• A commitment to the values of the organization while demonstrating good judgment, flexibility, patience
  and discretion when dealing with confidential and sensitive matters.
• Proficient in Microsoft Office, Workday, basic AI tools.
• Frequent visual or auditory communication and listening.
• Strong understand of AI ecosystems for learning design and development.
• Capacity to utilize computers and telephones to communicate.
• Frequent visual or auditory communication and listening (50-75%).
• Capacity to utilize computers and phones to communicate.
• Can communicate effectively within the work environment, read and write in English.
• Visual and auditory ability to work with candidates, staff and others in the workplace continuously.

• Seeks to understand the underlying needs, desires, and values of colleagues.
• Proactively builds spaces for others to engage in learning and community.
• Appreciates and demonstrates collaboration across teams.
• Serves as a role model, bringing our core values to life in your work.
• Works well with employees at any level of employment.

• Knowledge of multiple historically excluded groups with subject matter knowledge in I/DD (intellectual and developmental disability) communities.

• Interest in working with and elevating employee needs.
• Approaches work with a growth mindset, welcome feedback, and understand that humans all have biases and are imperfect as a baseline.

• Challenges the status quo in service of creating advocacy informed systems and external partnerships.
• Experience coaching, facilitating, or working in advocacy spaces.
• Navigates ambiguity with an excitement for problem solving.
• Effectively manages programs from visioning to implementation + impact measure.
• Commitment to meet agreed upon deadlines on time or ahead of schedule.
• Transparent on action, pursuits, and outcomes.

• Willingness and commitment to self-reflection and re-thinking.
• Ability to understand your physical, mental, social, and financial wellbeing needs with a willingness to co-create boundaries that allow you to sustainably show up and honor your humanity.
• Capacity to lead and guide a team towards effective + sustainable wellbeing driven spaces.

Part time $50.00/hr - $75.00/hr