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Leave Success Specialist - Remote - Nov Start - $20+ per Hour

Posted 4 days ago
$24 per hour
0-2 years experience
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AI Summary

Manage the lifecycle of employees on leave through software platforms and provide troubleshooting support for employees and managers. Partner with internal experts to answer questions regarding federal and state leave laws, insurance, and company policies.

Job Description

ATTENTION MILITARY AFFILIATED JOB SEEKERS - Our organization works with partner companies to source qualified talent for their open roles. The following position is available to Veterans, Transitioning Military, National Guard and Reserve Members, Military Spouses, Wounded Warriors, and their Caregivers. If you have the required skill set, education requirements, and experience, please click the submit button and follow the next steps.


This is a remote role, but the following locations are excluded:
    OCONUS - EU Countries
    California
    District of Columbia
    Illinois
    Montana
    Rhode Island

Must have: 1-2 years of experience in a customer success or support role in a heavily regulated organization or complex subject matter – like human resources, healthcare, or law, plus all other noted qualifications. 




As a member of the Leave Success Team you will have a few years of experience in a customer-facing role, preferably in the healthcare or human resources industry, and a passion for helping people when it matters most. You are highly organized and thrive in an environment where your ability to empathize, research, and serve others is celebrated.

Day in the Life

    Managing the lifecycle of employees on leave through the customer's software and various support channels

    Providing troubleshooting support for employees and their managers

    Partnering with internal experts to serve as a resource for employees on leave - answering questions around U.S. state and federal leave laws, state paid family and medical programs, healthcare providers, insurance carriers, and company policies

    Advocating for the customer internally by working across multiple departments

    Ongoing development of your platform and industry knowledge around leave management and compliance

    Collaborating with each account’s Customer Success Manager (CSM) to help prove value to our stakeholders

    Communicating directly with regulatory agencies, healthcare and insurance providers, and other third parties if/when necessary



#LI-Remote

Additional Qualifications/Responsibilities

Must Haves:

    1-2 years of experience in a customer success or support role in a heavily regulated organization or complex subject matter – like human resources, healthcare, or law

    Passion for helping people solve their problems and navigate abstract regulations

    Ability to research policies and compliance literature – interpreting and translating knowledge to a non-policy savvy audience

    Clear, articulate, and empathetic communication style – you deliver your message with respect, confidence, and compassion

    Thrive in a fast paced environment, embrace technology and enjoy learning new tools and are able to easily change gears and switch between multiple platforms to get the job done

    Naturally self-directed, organized, and resourceful with the ability to multitask, managing and switching priorities as needed

    You thrive in a collaborative environment where diversity and inclusion is celebrated

Preferred Skills:

    Experience working in a remote environment

    You have experience working with a startup and/or with a B2B SaaS business

    You’re familiar with the leave compliance space

Competencies

    Health & Family First

        You've proven to be able to integrate all aspects of your life in a way that produces excellent work and ensures you care for what matters most in your life

        You get things done at a pace consistent with the business needs

        You consistently show up prepared, dependable and follow through on commitments

    Autonomy + Team. Always

        You are highly organized and can manage multiple priorities and deadlines at once

        You are focused on scale and building - you understand that pace is equally as important as quality

    Be Curious

        When you don’t have all of the answers, you dig in and ask questions

        You don’t let negative assumptions drive your actions and instead assume positive intent and find truth

        You are intentional in discovering the paths of self-development we have to offer and seek out opportunities to engage in professional growth

    Love Our Customers

        You lead with empathy and compassion, meeting customers where they are and supporting them with intention and care

        You take the time to deeply understand customers’ needs, goals, and challenges, not just the task at hand

        You communicate openly and honestly, even when conversations are difficult

    Fearlessly Flexible

        You embrace change and navigate ambiguity with confidence and curiosity

        You take initiative and make progress even when direction isn’t fully defined

Pay Rate: $24/hour

Start Date: Early November 2026

Schedule: 8am - 5pm | Monday - Friday in any US timezone
Training: 4-6 weeks | Monday-Friday 8am - 5pm MST
Equipment is provided!


Compliance & Eligibility 

    Background Check & Screenings: Successful candidates must complete and pass a background check and drug screen prior to their start date

    Verification: In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification form upon hire. 

    Work Environment:  Because this is a remote work role, you must have a private, dedicated workspace that enables you to work independently and without interruptions.

 

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