Director of Benefits
Cheesecake Factory
Calabasas Hills, CA · Posted September 10, 2026
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About the job
Compensation Range
$215,000 - $240,000 / Year
Position Overview:
Eligible for a hybrid work schedule split between home & office, with a minimum of 3 days in the office each week.
At The Cheesecake Factory, We Don't Do Ordinary! Nothing is scaled down. Not the pride, not the fun, and definitely not the teamwork. Here, you'll lead great people, drive meaningful impact, and help shape the future of our business while supporting the restaurant teams who make it all possible. That's the kind of culture that has earned us a place on Fortune's 100 Best Companies to Work For® list every year since 2014.
The Director of Benefits is responsible for the strategy, governance, administration, compliance, and financial management of the Company's comprehensive employee benefits programs. Reporting to the Vice President of Total Rewards, you'll oversee all health and welfare, retirement, leave of absence, and time-off programs while serving as the Company's subject matter expert in benefits, vendor management, and fiduciary oversight.
You will develop and execute benefits programs that support business objectives, optimize employee health outcomes, manage costs, ensure regulatory compliance, and deliver an exceptional employee experience.
You'll Thrive in This Role If You Are
A strategic leader who can balance employee experience, business objectives, and financial stewardship.
A subject matter expert in employee benefits, compliance, and fiduciary governance.
Skilled at building partnerships across HR, Finance, Payroll, Legal, Internal Audit, and executive leadership.
Passionate about leading and developing high-performing teams.
Comfortable using data , analytics, and market trends to drive business recommendations and program enhancements
Here’s more of what you’ll get to do:
Benefits Strategy & Program Leadership
Partner with the VP, Total Rewards to develop and execute a comprehensive benefits strategy aligned with business, talent, and financial objectives.
Lead the design, administration, and continuous improvement of health and welfare, retirement, leave of absence, time-off, wellness, and financial well-being programs.
Evaluate market trends, regulatory developments, and competitive benchmarks to ensure a compelling and cost-effective benefits portfolio.
Benefits & Leave Management
Oversee health and welfare programs, including medical, pharmacy, dental, vision, disability, life, wellness, and voluntary benefits.
Direct retirement programs, including 401(k) and deferred compensation plans, while supporting financial wellness initiatives.
Lead leave of absence, accommodation, and time-away programs, ensuring compliance with federal, state, and local regulations.
Compliance, Financial & Vendor Management
Ensure compliance with all applicable benefits and leave regulations, including ERISA, ACA, HIPAA, COBRA, and related requirements.
Manage benefits budgets, healthcare cost forecasting, vendor performance, and program financial sustainability.
Lead relationships with consultants, carriers, administrators, recordkeepers, and other vendors to optimize service delivery and outcomes.
Benefits Operations & Team Leadership
Drive operational excellence through effective benefits administration, open enrollment execution, process improvements, and benefits technology optimization.
Utilize data and analytics to inform decision-making, enhance program performance, and improve the employee experience.
Lead, coach, and develop a high-performing benefits team while fostering a culture of accountability, collaboration, and customer service.
What we require:
Bachelor's degree in Human Resources, Business Administration, Finance, or a related field.
10+ years of progressive benefits leadership experience, including 5+ years leading enterprise-wide health and welfare, retirement, and leave of absence programs.
Significant experience managing self-insured medical plans and large-scale benefits programs in complex, multi-state organizations.
Extensive knowledge of benefits compliance and administration, including ERISA, ACA, HIPAA, COBRA, IRS regulations, and federal, state, and local leave laws.
Demonstrated success managing vendor relationships, strategic sourcing initiatives, and complex contract negotiations.
Strong financial acumen with experience managing multimillion-dollar benefits budgets, healthcare forecasting, and cost-containment strategies.
Experience supporting organizations with 20,000+ employees preferred; experience supporting organizations with 40,000+ employees strongly preferred.
Exceptional analytical, project management, communication, presentation, and executive influencing skills.
What We Prefer
Certified Employee Benefit Specialist (CEBS)
SHRM-SCP or SPHR certification
Experience in a publicly traded company
Experience partnering with Benefits Committees and Retirement Plan Committees
Experience with benefits analytics, population health, and value-based healthcare strategies
Experience working with health and retirement plans in Canada.
What we offer:
Eligible for annual bonus
Eligible for annual equity grants
Medical, Dental & Vision
Eligible for benefits first day of the month following date of hire
401K with company match
3 weeks of vacation which increases to 4 weeks starting in your 5 th year
5 days of sick time per year (first year prorated)
Tuition Reimbursement of $2,500 for qualified programs
Adoption Assistance Benefit of $2,500
25%-35% discount when dining as a guest
Reusable gift card loaded annually for your dining enjoyment
About the Company:
Named to FORTUNE Magazine’s “100 Best Companies to Work For®” list every year since 2014, The Cheesecake Factory Incorporated is a leader in experiential dining. We are culinary-forward and relentlessly focused on hospitality. Delicious, memorable experiences created by passionate people—this defines who we are and where we are going.
We currently own and operate over 370 restaurants throughout the United States and Canada under brands including The Cheesecake Factory®, North Italia®, Flower Child® and a collection of other FRC brands. Internationally, 35 The Cheesecake Factory® restaurants operate under licensing agreements. Our bakery division operates two facilities that produce quality cheesecakes and other baked products for our restaurants, international licensees and third-party bakery customers.
We are committed to creating an inclusive and welcoming workplace for all. We welcome applicants from a wide variety of identities, ideas, perspectives, backgrounds and experiences to apply. The Cheesecake Factory offers reasonable accommodations to job applicants with disabilities.
#SoCheesecake #LifeAtCheesecake
To notify of a non-compliant job posting, please send a notice to ats@thecheesecakefactory.com
Benefits Strategy & Program Leadership
Partner with the VP, Total Rewards to develop and execute a comprehensive benefits strategy aligned with business, talent, and financial objectives.
Lead the design, administration, and continuous improvement of health and welfare, retirement, leave of absence, time-off, wellness, and financial well-being programs.
Evaluate market trends, regulatory developments, and competitive benchmarks to ensure a compelling and cost-effective benefits portfolio.
Benefits & Leave Management
Oversee health and welfare programs, including medical, pharmacy, dental, vision, disability, life, wellness, and voluntary benefits.
Direct retirement programs, including 401(k) and deferred compensation plans, while supporting financial wellness initiatives.
Lead leave of absence, accommodation, and time-away programs, ensuring compliance with federal, state, and local regulations.
Compliance, Financial & Vendor Management
Ensure compliance with all applicable benefits and leave regulations, including ERISA, ACA, HIPAA, COBRA, and related requirements.
Manage benefits budgets, healthcare cost forecasting, vendor performance, and program financial sustainability.
Lead relationships with consultants, carriers, administrators, recordkeepers, and other vendors to optimize service delivery and outcomes.
Benefits Operations & Team Leadership
Drive operational excellence through effective benefits administration, open enrollment execution, process improvements, and benefits technology optimization.
Utilize data and analytics to inform decision-making, enhance program performance, and improve the employee experience.
Lead, coach, and develop a high-performing benefits team while fostering a culture of accountability, collaboration, and customer service.
Bachelor's degree in Human Resources, Business Administration, Finance, or a related field.
10+ years of progressive benefits leadership experience, including 5+ years leading enterprise-wide health and welfare, retirement, and leave of absence programs.
Significant experience managing self-insured medical plans and large-scale benefits programs in complex, multi-state organizations.
Extensive knowledge of benefits compliance and administration, including ERISA, ACA, HIPAA, COBRA, IRS regulations, and federal, state, and local leave laws.
Demonstrated success managing vendor relationships, strategic sourcing initiatives, and complex contract negotiations.
Strong financial acumen with experience managing multimillion-dollar benefits budgets, healthcare forecasting, and cost-containment strategies.
Experience supporting organizations with 20,000+ employees preferred; experience supporting organizations with 40,000+ employees strongly preferred.
Exceptional analytical, project management, communication, presentation, and executive influencing skills.
What We Prefer
Certified Employee Benefit Specialist (CEBS)
SHRM-SCP or SPHR certification
Experience in a publicly traded company
Experience partnering with Benefits Committees and Retirement Plan Committees
Experience with benefits analytics, population health, and value-based healthcare strategies
Experience working with health and retirement plans in Canada.