Payroll and Benefits Specialist

Enavate is a rapidly growing, US-based IT company and a Microsoft Gold Partner, known for disrupting the SMB industry with tailored business solutions. As we continue to scale, our commitment to delivering exceptional experiences extends beyond our clients to the incredible Team Members who make it all possible. We are seeking a Payroll and Benefits Specialist to join our Human Resources and Culture team and support our global operations.

Location: Tampa, FL (Hybrid, 3 days in the office)
Reports To: Global HR Operations Leader
POD: Experience 
Team: Human Resources and Culture

About the Role:
Enavate is currently looking for a Payroll and Benefits Specialist to oversee payroll processing and Team Member benefits across the US and Canada. This role is critical to our employee experience and requires a high degree of accuracy, discretion, and collaboration between HR, Finance, and external vendors. You’ll help ensure that our payroll operations are compliant and efficient while supporting programs that keep our Team Members engaged and cared for.

The ideal candidate is a detail-driven professional who thrives in a dynamic environment, demonstrates strong analytical and communication skills, and is passionate about enhancing the employee experience through reliable payroll and best-in-class benefits offerings.

Your Impact and Key Responsibilities:

• Manage full-cycle, multi-national payroll operations for the US and Canada, ensuring timely and accurate processing in compliance with all regulations.
• Ensure proper tax filings, wage reporting, and adherence to federal, state, and local labor laws.
• Maintain payroll systems and data integrity across platforms.
• Serve as the main point of contact for Team Member payroll and benefits questions, delivering timely and effective support.
• Collaborate with HR and Finance teams to reconcile payroll accounts and support compensation analysis.
• Oversee the administration of health and wellness benefits, retirement plans, health savings accounts, and leave of absence programs.
• Partner with external benefits providers to manage vendor relationships and ensure competitive, cost-effective offerings.
• Monitor trends and regulatory changes to recommend updates to policies and processes.
• Support the development and rollout of payroll and benefits policies aligned with business objectives and Team Member satisfaction.
• Maintain accurate records for benefits enrollment, billing, and compliance, including medical, dental, 401(k), and life insurance programs.
• Utilize internal and external data to benchmark and enhance total rewards offerings.

What We’re Looking For:

Education & Certifications

• Bachelor’s degree in Human Resources, Accounting, Business Administration, or related field.

Experience

• Minimum of five years of experience in payroll and benefits administration.
• Proven expertise in managing payroll systems and benefits programs across multiple locations.
• Deep understanding of federal and state employment regulations, tax laws, and benefits compliance.
• Experience working with payroll and HRIS platforms (Rippling, ADP, Workday, Paylocity preferred).
• Demonstrated success managing vendors and implementing process improvements.

Technical Skills

• Proficient in Microsoft Excel, Word, and reporting tools.
• Strong knowledge of payroll platforms and benefits administration best practices.
• Ability to analyze data and apply insights to optimize processes and enhance Team Member offerings.

Soft Skills

• Exceptional attention to detail and organizational skills.
• Excellent verbal and written communication skills.
• High level of discretion and ability to handle sensitive information responsibly.
• Self-starter who can manage multiple priorities and meet deadlines in a fast-paced environment.
• Strong collaboration and problem-solving mindset.

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ABOUT ENAVATE

Transforming Businesses and the Lives They Touch

At Enavate, we are more than just a Microsoft Gold Partner—we’re a trusted partner in Enterprise Resource Planning (ERP) consulting, Cloud services, and managed services. We help businesses embrace the future by guiding them through ERP implementations, migrations to the cloud, and integrations that streamline their operations, allowing them to thrive in an ever-evolving business landscape.

Our work isn’t just about technology—it’s about transforming the way businesses operate, empowering them to grow, innovate, and succeed. By partnering with our clients, we provide peace of mind, enabling them to focus on what matters most while we handle the complexity of their systems and processes.

To learn more about what we do and how we make an impact, please check out our "What We Do?" 1-pager.

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Our Culture

Whether you’re joining us in North America, Europe, or beyond, Enavate offers a dynamic and collaborative environment where you’ll have the opportunity to make a real impact.

At Enavate, we’re driven by our core values, and our people are at the heart of everything we do:

• Team Members: We take care of our own.
• Innovation: We explore, evolve, and seek excellence at every level.
• Results: We are achievers who set high goals and reach them.
• Integrity: We are trustworthy. Our word is our bond.

We believe that a diverse and inclusive team leads to better innovation and outcomes. We actively support diversity and inclusion through a variety of initiatives, creating a workplace where everyone is respected and valued.

To gain a deeper understanding of our values and the environment we foster at Enavate, take a look at our "Enavate Culture" Guide.

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What We Offer

At Enavate, we’re committed to providing a supportive and rewarding environment that empowers you to thrive both professionally and personally. Here’s a glimpse of the benefits and perks you’ll enjoy as part of our team:

• Health and Wellness
  We offer competitive health insurance, wellness programs, and mental health resources to support your well-being, both physically and mentally.
• Flexible Work Arrangements
  We believe in work-life balance, which is why we offer flexible working hours and, where applicable, remote work options to help you manage both your professional responsibilities and personal needs.
• Professional Development
  Your growth matters to us! We provide access to a range of training programs, workshops, and reimbursement for certifications and courses, helping you continuously expand your skills and advance your career.
• Generous Time Off
  Take the time you need to recharge with unlimited paid time off (PTO), which covers vacation, sick leave, holidays, and personal days. We support you in maintaining a healthy work-life balance, so you can perform at your best.
• Employee Recognition
  We appreciate and celebrate the hard work and achievements of our team. Our employee recognition programs are designed to acknowledge your contributions and ensure you feel valued at every step of your journey with us.
  

For more details about the benefits available in your region, check out the following links:

• USA Benefits Guide
• Europe Benefits Guide
• Canada Benefits Guide

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Work Structure & Collaboration

At Enavate, we embrace flexibility in how we work, but we also believe that collaboration is key to our success. Our office locations in Tampa, FL, Fargo, ND, and Kyiv, Ukraine are central to our culture and provide a hub for team interaction and innovation.

We prioritize hiring candidates who are based in or near these locations. For employees based in Tampa and Fargo, we encourage team members to spend at least three days per week in the office to foster collaboration, connection, and contribute to our vibrant team culture.

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Our Hiring Process

At Enavate, we take a thoughtful approach to hiring that ensures a great fit for both you and us. Our process includes:

1. Intro Call – A brief conversation to get to know you, discuss your background, and determine if there's a mutual fit.
2. Predictive Index Assessment – We use the Predictive Index to understand your natural strengths and how they align with the role and our team dynamics.
3. Interviews – A combination of technical and cultural interviews, focused on your expertise, problem-solving abilities, and alignment with our core values.
4. Debrief – Our team will come together to discuss your fit for the role and next steps.
5. Offer – If all goes well, we’ll extend an offer and welcome you to the team!

We aim to provide you with a clear understanding of your fit with Enavate, and we want to ensure you feel confident in your decision to join us.


Enavate is an Equal Opportunity employer. This commitment applies to all candidates and employees regardless of race, ethnicity, citizenship, creed, place of origin, religion, sex, gender identity, gender expression, sexual orientation, family status, marital status, disability, age, and any other protected characteristic. Accommodation requests can be made at any stage of the recruitment process, and during employment by contacting our Talent Acquisition team.

 

Join Us in Our Mission!

At Enavate, we believe in transforming businesses and the lives they touch – because to us, it’s personal. If you're ready to make an impact, we invite you to be part of a team that listens, challenges, collaborates, and takes action. Together, we’re reshaping the future of ERP and how businesses operate, offering fresh perspectives and innovative solutions.

Are you ready to transform your career and help us shape the future? Enavate is the place for you.