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Join Our Team at Wheels Up

At Wheels Up, we're proud to be a global leader in on-demand private aviation. As one of the largest companies in the industry and a strategic partner of Delta Air Lines – we are committed to making private air travel safe, reliable, and enjoyable. With a diverse fleet of owned aircraft plus a global network of trusted charter operators, we offer our customers access to the right aircraft for their needs and the ability to fly on their terms.

 

And it doesn’t stop at private flights. Wheels Up also provides freight services, safety and security solutions, and managed services to individuals, businesses, government agencies, and more. Regardless of how, when or where you want to fly, our mission is simple; deliver a premium, personalized aviation experience for every customer.

 

We anticipate closing applications submissions for this role on 4/11/25. If the deadline is extended, we will update this job posting accordingly.

Responsibilities

Role Overview: What You’ll Be Doing

The Senior Benefits Analyst will play a critical role in the management, analysis, and optimization of the company’s benefits programs. This position requires advanced knowledge of benefits administration, regulatory compliance, data analysis, and vendor management. The Senior Benefits Analyst will work closely with the HR leadership team to drive strategic initiatives and ensure the continued success of our benefits offerings.

 

Your Key Responsibilities (Essential Functions)

Manage and analyze the effectiveness of company benefits programs, recommending improvements and adjustments as neededOversee complex benefits administration tasks, such as eligibility audits, compliance reporting, and vendor managementCollaborate with HR leadership to design and implement benefits strategies that align with company goals and objectivesLead the open enrollment process, including preparation, communication, and vendor coordinationProvide advanced support to employees on complex benefits issues, resolving escalated inquiries and concernsEnsure compliance with all relevant federal, state, and local benefits regulations, including ACA, ERISA, and HIPAAPerform benefits benchmarking and market analysis to ensure competitive offeringsPrepare and deliver detailed benefits reports to leadership and external partners, including cost analysis, trends, and recommendationsLead or support the management of wellness programs and other health-related initiativesProvide mentorship and training to junior members of the benefits teamLeave of Absense administration Qualifications

What You Bring to the Table: Education & Certification Requirements

We’re looking for someone who has a unique mix of experience, skills, and passion for what we do:

3-5 years of experience in benefits analysis or administration, with a solid understanding of benefits strategy and complianceAdvanced knowledge of benefits programs, including health, dental, vision, life insurance, retirement, and wellness programsStrong expertise in benefits data analysis, benchmarking, and vendor management.In-depth knowledge of federal and state benefits regulations (ACA, ERISA, HIPAA)Proficiency in HRIS and benefits management systems, with advanced Excel skills for reporting and data analysisExceptional communication and interpersonal skills, with the ability to present data and recommendations to senior leadershipStrong project management skills, with the ability to manage multiple complex tasks simultaneouslyDetail-oriented with strong problem-solving abilities and critical thinking skillsAbility to handle confidential information with discretion and integrity

The Extras We Value (Preferred Requirements)

While not mandatory, here are some additional things that would make you stand out:

Bachelor’s degree in Human Resources, Business Administration, or a related fieldProfessional certifications such as CEBS (Certified Employee Benefit Specialist) or SHRM-CP/SHRM-SCP a plusA high degree of accuracy and attention to detailIntermediate to advanced level proficiency in Microsoft ExcelExpert knowledge with benefits tools and HRIS systems (e.g., ADP)Detailed knowledge of benefits laws and regulationsExcellent Oral and Written communication skillsExpert knowledge and skills in using PowerPoint for presentations

Physical Requirements

We want to make sure you’re fully equipped for success. Here’s a look at any physical requirements needed for this role:

The role primarily involves sitting for extended periods while working on computers or attending meetingsFrequent use of hands and fingers for tasks such as typing, using a mouse, and manipulating documents or spreadsheetsMust have the ability to view and analyze data on a computer screen for extended periods, with clear focus and attention to detailRequires clear verbal communication skills for phone calls, virtual meetings, and in-person discussionsOccasional walking, standing, or light lifting (e.g., carrying documents or small office supplies) Wheels Up Story

What We Offer: Salary Range & Benefits

At Wheels Up, we believe in fair compensation based on experience, skills, and qualifications. The salary for this role ranges from $85,000 - $105,000, depending on a variety of factors. We don’t typically start individuals at the top of the salary range; your place within the range is based on what you bring to the table. Additionally, you may be eligible for a discretionary annual incentive program, which rewards individual and organizational performance.

We also offer a range of benefits designed to support your well-being and personal life, including:

Tuition ReimbursementCompetitive 401(k)Comprehensive Medical, Dental, and Vision InsuranceComplimentary access to mental health and wellness counseling through Spring HealthFinancial planning assistance through WellCentsA variety of additional programs and services in support of your total well-being

Everyone is welcome here

Each of us is unique, and that’s what makes us amazing. We believe there’s power in bringing people with different backgrounds, points of view and life experiences together. So, bring yourself and your best ideas.

 

Wheels Up is committed to a policy of equal employment opportunity for applicants and employees. It is our policy to apply recruiting, hiring, training, promotion, compensation and professional development practices and make all other employment decisions without regard to actual or perceived race, color, religion, sex (including pregnancy, sexual orientation and gender identity), national origin, age, disability, genetic information, or any other characteristic protected by federal, state or local laws, regulations or ordinances.

 

Because when we feel safe and comfortable being ourselves, there’s no limit to what we can achieve.

 

Need Accommodations?

If you have a disability or are a disabled veteran and need assistance with applying, please reach out to us at hr@wheelsup.com. Simply include “Accommodation Request” in the subject line so we can quickly address your needs.

 

We look forward to learning more about you and how you can contribute to the Wheels Up journey!

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