Sr. Leave & Benefits Specialist
$28 per hourMerlin
What you'll bring to the team We are seeking an experienced and highly skilled Sr. Leave & Benefits Specialist to serve as a subject matter expert in employee leave programs and North America benefits administration. This senior role will oversee complex leave cases, drive process improvements, support compliance efforts, and provide advanced guidance to employees, HR business partners, and leaders. The ideal candidate will have an in-depth understanding of federal and state leave laws, health insurance practices, and strong analytical, communication, and interpersonal skills. A commitment to delivering compassionate, accurate, and efficient support to employees during their leave or benefits-related situations is essential to success in this role. This is a hybrid role, working three days a week at the Orlando office and two days a week at home. Key Responsibilities Oversee the coordination and monitoring of all employee leaves of absence and workplace accommodation requests, including the review of complex cases, audits, escalations, approvals, denials, and return-to-work plans. Manage the administration of all leave programs, including FMLA, Short-Term and Long-Term Disability, state-specific leaves, company leave programs, ADA/ADAAA accommodations. Prepare, review, and deliver detailed reporting and analytics on employee leave trends to HR leadership, HR Business Partners, HRIS, and managers. Provide direction to Payroll weekly on leave status, PAFs, and timesheet updates to ensure accurate and timely processing. Oversee the maintenance, accuracy, and audit readiness of leave of absence records across HR systems, including Lincoln Financial, People Portal and UKG. Act as a primary point of contact for employee leave-related inquiries via email, dedicated Leave phone line for calls and text, and ticketing system. Communicate leave policies, eligibility requirements, and procedural guidance, providing advanced interpretation and support to employees and leaders. Deliver timely and comprehensive responses while ensuring proper follow-up and case resolution. Act as a liaison between employees, HR leadership, and Lincoln case managers to support efficient case handling and resolve escalations. Identify, develop, and implement opportunities to streamline and enhance leave administration workflows, documentation practices, and benefits invoicing procedures. Recommend and support the rollout of updated or new leave-related policies, ensuring alignment with compliance standards and organizational goals. Collaborate with cross-functional partners (HR, Payroll, Benefits, Legal) to strengthen process integration and consistency. Analyze trends, recurring issues, and system needs to recommend enhancements, including HRIS and vendor platform improvements. Lead or participate in audits, internal reviews, and compliance initiatives to ensure accuracy and adherence to regulatory requirements. Partner closely with the Sr. Benefits and Compensation Manager on complex benefits administration tasks, vendor coordination, and strategic initiatives. Participate in cross‑training to deepen subject matter knowledge of broader HR functions. Serve as a skilled backup for the Compensation Analyst, supporting monthly Go Bonus calculations and approvals, advanced data entry, and reporting. Assist with annual benefits Open Enrollment, yearly plan reviews, audits, and other enterprise‑level projects. Manage and serve as the point of contact for our annual North America Wellbeing Week across all locations. Ensure accuracy, compliance, and proper documentation across all benefits and compensation processes. Support annual Length of Service program across North America. Assist in review, document processing and payments for our Tuition Reimbursement program. Qualifications and Experience Bachelor’s degree in Human Resources, Business Administration, or a related field required. 4+ years of experience in leave administration, benefits, or a related HR support role. Advanced working knowledge of FMLA, ADA/ADAAA, state‑specific leave laws, and other applicable federal and local regulations. Comfortable speaking to employees about complex leave matters mainly on the phone or via text/email daily. Strong familiarity with benefits programs, including medical, dental, vision, life insurance, disability plans, and vendor partnerships. Experience with HRIS systems (e.g., UKG, Workday, or similar); experience working with leave vendor platforms (e.g., Lincoln, Benefits Express) preferred. HR certification (SHRM‑CP/SCP, PHR/SPHR, CEBS, or related) preferred but not required. Strong analytical and problem‑solving skills with the ability to manage and prioritize multiple complex tasks in a fast‑paced environment. Excellent written and verbal communication skills, including the ability to convey complex policies and decisions in a clear, employee‑friendly manner. High degree of professionalism, discretion, and confidentiality when handling sensitive employee information. Proficiency in Microsoft Office Suite, particularly Excel, with demonstrated experience generating and analyzing reports. Commitment to delivering high‑quality, empathetic support to employees navigating leave or benefits matters. Benefits Excellent Health Care Options: Comprehensive medical, dental, and vision coverage. Paid Time Off (PTO). Merlin Magic Pass: Free entry for friends and family to our amazing parks & attractions. Recognition Programs and Rewards. 401(k) Program: Save for the future with company matching contributions. Tuition Reimbursement Programs: Get support for further education and career growth. Numerous Learning and Advancement Opportunities: Grow your skills and advance your career with us! Pay Range From USD $28.00/Hr. #J-18808-Ljbffr
- ...base. What You Will Do: We’re looking for a Sr. HR Operations Analyst to join our team... ...Operations Lead day-to-day HR operations across benefits, compliance, and the full employee... ...resolve issues and improve delivery. Oversee leave of absence processes and provide guidance...SeniorTemporary workWork at officeLocal area
- Full Sail University in Winter Park, Florida, is looking for a dedicated professional in a customer service role to manage financial aid processes accurately and timely. Candidates should have a Bachelor's degree and a minimum of 2 years of experience in a customer service...Suggested
- ...priorities. Coordinate immigration and foreign national sponsorships with managers, TA, and outside counsel; serve as a liaison to Benefits on leaves of absence and related employee needs. Champion a collaborative, inclusive culture by building trusted relationships,...SeniorWork at officeLocal areaFlexible hours
- ...JOB SUMMARY The Benefits Compliance Administrator is responsible for ensuring the organization... ...across health and welfare, retirement, leave, and well‑being programs. The position partners... ...to compliance. Coordinates with the Sr. Benefits Administrator responsible for internal...SuggestedLocal area
- ...on site in the specified locations. As a Sr. Manager, Wealth Advisor within Schwab Wealth... ...a regular basis. We offer a competitive benefits package that takes care of the whole you –... ...service for eligible positions Paid parental leave and family building benefits Tuition...SeniorWork at office
- ...fiduciary commitment to our clients. As a Sr. Manager, Wealth Advisor , you'll manage ongoing... ...a regular basis. We offer a competitive benefits package (/summary-of-benefits) that takes... ...for eligible positions * Paid parental leave and family building benefits * Tuition reimbursement...SeniorWork at office
- ...Benefits Consultant The Benefits Consultant is primarily responsible for retaining clients and their existing book of business. The consultant will oversee strategy, financial analysis, benefit design, plan renewals, benchmarking, and overall service delivery. They...Local area
- ...Digital Insurance LLC in Orlando, Florida, is seeking a Benefits Consultant to help manage client benefit portfolios and develop sophisticated benefit strategies. The role involves close collaboration with client-service teams and maintaining client satisfaction through...
- ...conflict. Compliance & Policy Management: Ensure all HR practices, benefits administration and compensation plans comply with federal,... ...Assistance Program Life Insurance Education & Training Generous Leave Policy (11 Federal Holidays, PTO, Military Leave, Bereavement and...SeniorTemporary workFor contractorsWork at officeLocal areaRemote work
- ...Asplundh Tree Expert, LLC is looking for an Employee Relations Specialist in Orlando, Florida. This role involves managing employee-organization relationships, resolving conflicts, and ensuring a positive work culture. Responsibilities include investigating complaints...Remote work
$22.02 - $33.08 per hour
...commission (annual, monthly, etc.) and/or an incentive program. Benefits Employees are eligible to receive a minimum of sixteen hours of... ...for additional paid time off in the form of bereavement leave, time off to vote, jury duty leave, volunteer time off, military...SeniorHourly payWork at office1 day per week- ...Description An Employee Relations Specialist ensures a positive work environment by managing employee-organization relationships... ..., reading, hearing-speech range. Constantly : seeing. Benefits We offer a competitive range of benefits to support our...Remote work
- -Meet with clients on Zoom daily to deliver, explain and update their benefits -Explain options in a clear, simple, and relatable way -Maintain ongoing client relationships to encourage retention and referrals -Follow a proven process with training and support provided...Remote jobFull time
- ...Proficient with Microsoft Office software, including Word and Excel. Benefits Competitive Premiums for Medical, Dental, and Vision. Paid Time... ...Program. Company Paid Disability (includes paid Maternity Leave), and Life Insurance. Health Savings Accounts (HSA) with...SeniorWork at officeLocal areaRemote workFlexible hours
$94k - $127.2k
...of America (Hannover Re) is looking for a Sr Financial Analyst to join our CSS – Financial... ...(Base + Bonus) $94,000 – $127,200 Benefits Comprehensive medical, dental and vision coverage... ..., termination, layoff, recall, transfer, leave of absence, compensation, training and...SeniorFull timeWork at officeLocal areaRemote workTrial period$23 - $25 per hour
...Assist with general HR administration. Assist with new hire badging. Must maintain a high level of confidentiality. Responsible for leaving a good first impression with all visitors and callers. Ensure full compliance with the HR process, policy and procedure. Prepare...Work at office- ...information with professionalism. Key Responsibilities: Maintain and update employee records in HR systems. Administer payroll, benefits, and leave programs. Ensure compliance with labor laws and company policies. Assist with recruitment, onboarding, and offboarding...
- ...& Technical Career Tracks) ~ Mentorship Program ~ Tuition Reimbursement ~ Parental Leave ~ Competitive health and dental insurance premiums ~ Variety of voluntary benefit options ~ Short-Term Disability/Long-Term Disability ~ Company-furnished life insurance...SeniorTemporary workFlexible hours
- ...Job Description YOUR ROLE As a part-time Sr Brand Ambassador, you bring our brand to life... ...extended based on applicant volume. PAY/BENEFITS INFORMATION: Actual starting pay is determined... ...may be eligible to receive paid sick leave and AEO may provide REAL rewards at its discretion...SeniorFull timePart timeSeasonal workLocal areaFlexible hoursWeekend workAfternoon shift
- ...University. You'll find your choice of career opportunities, great benefits, an environment that welcomes and values creativity, and a work... ....Reconciles monthly benefit billsAdministers and tracks leaves of absence (FMLA, ADA, personal leaves)Oversees and administers...Temporary workWork experience placementWork at office
$69k
...performance and renewals Residual income opportunities through client renewals Unionized position with stock options Comprehensive benefits package including medical, dental, and prescription coverage Ongoing training and mentorship from experienced managers High-...Remote jobWork from homeFlexible hours$56.7k
...including hiring and interviewing staff, managing on-and off-boarding, supporting employee relations investigations, administering benefits and leave, and enforcing County policies and practices. Responsibilities Primary contact for assigned departments. Conducts or acquires...Work at officeLocal area$56k - $77k
...other factors. Chipotle offers a competitive total rewards package, which includes medical, dental, and vision insurance, 401(k), sick leave, vacation time, and more. Who We Are Chipotle Mexican Grill, Inc. (NYSE: CMG) is cultivating a better world by serving responsibly...Temporary workLocal areaRemote workShift work- ...automation of existing HR processes and procedures, including employee leaves and returns, electronic filing of personnel documents,... ...require occasional lifting of items weighing up to 20 pounds. Benefits Generous and flexible paid time off including paid personal time...Temporary workCasual workWork at officeLocal areaMonday to FridayFlexible hours
- ...National law firm has a Sr Paralegal Position in Naples, Florida. This is a direct hire role with a full benefits package. They are looking for someone who can prepare probate pleadings, federal estate tax returns, trust and/or estate accountings and funding calculations...Senior
$75k
...service to seller and buyer clients. As a Sr. Account Executive, aka Strategic Growth Manager... ...potential. We provide a full range of benefits and compensation may include equity. Base... ...vacation, holidays, sick time, parental leave, and recharge leave Medical, tele-health,...SeniorWork at officeLocal areaFlexible hours$40k - $80k
...purposes Accurately and thoroughly communicates all assignment and benefits details to field staff throughout the recruitment process to... ...job Medical insurance Vision insurance 401(k) Paid paternity leave Tuition assistance Get notified about new Recruitment Consultant...Full timeContract workWork experience placementLocal area$20 - $22 per hour
...build a long‑term career, we have something for everyone. Perks & Benefits: Free season pass to Winter Park and all Alterra Resorts... ...& family tickets Medical, dental, vision, life, paid parental leave and more for eligible employees 401(k) plan with 100% company match...Hourly paySeasonal workH2bWork at officeNight shiftWeekend workAfternoon shift- ...Meet with clients through Zoom to discuss benefits options and enrollment needs. Use Zoom confidently to schedule, host, and manage virtual appointments. Explain benefit plans clearly and answer client questions in a professional manner. Assist clients with completing...Full timeRemote workWork from home
- ...Recruiting Experience Required Compensation and Benefits: Base salary + Uncapped earning... ...insurance Disability insurance Paid maternity leave Paid paternity leave Get notified about... ...in Orlando, FL . Talent Acquisition Specialist/Technical Recruiter Lake Mary, FL $90,00...Full timeContract workWork at officeRemote work
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Sr. Leave & Benefits Specialist. Be the first to apply!
- benefits assistant Orlando, FL
- hr benefits specialist Orlando, FL
- benefits specialist Orlando, FL
- healthcare benefits specialist Orlando, FL
- benefit administrator Orlando, FL
- senior game producer Orlando, FL
- senior robotics software engineer Orlando, FL
- senior specialist Orlando, FL
- sr project engineer Orlando, FL
- senior electrical designer Orlando, FL



