Experience in Payroll Processing within a Multi-State Environment is required. This is the key to success in this role!

Hybrid Schedule: 3 days per week onsite in Evanston, IL

At ProPay HR, we understand that payroll is more than just numbers—it’s about people being paid correctly and on time, every time. We’re looking for a Payroll Specialist who knows the ins and outs of multi-state payroll and takes pride in getting it right.

In this role, you’ll be a trusted partner for our clients, helping them stay compliant, answering their questions, and keeping payroll running smoothly. You won’t just be processing paychecks—you’ll be building relationships and making a real difference for the businesses we serve.

We’ve been steadily growing, and with that growth comes opportunity. Our team members know they’re supported, valued, and given the chance to keep learning. If you’re looking for a place where your payroll expertise will be appreciated—and where you can grow right alongside the company—you’ll feel at home here.

LOCAL Candidates to Chicagoland – HYBRID position, NOT fully Remote

At ProPay HR we work with each client to bring a true understanding of everything related to their Payroll Process.

As the Client Success Manager at ProPay HR, you play a critical role in the continued growth of our Business by ensuring the success and satisfaction of our clients. We support clients with critical issues involving payroll, HR, compliance, benefits, accruals, and union regulations. Our strength lies in building lasting relationships and delivering smart, effective solutions that work across borders.

Utilizing our Human Resources Information System (HRIS) – this person will be successfully identifying KPI’s for client accounts. You will be collaborating with internal Management and our Client base, to ensure customers are maximizing Paycor’s technology solutions and service offerings.

By helping customers understand gaps and the benefits of utilizing the software at its full capability, that will help maximize our client’s own effectiveness and productivity.

Job Summary

At ProPayHR, we’re all about building strong, lasting relationships with our clients — and we’re looking for a Client Success Manager who’s just as passionate about helping people succeed as we are.

In this role, you’ll manage a portfolio of clients, working closely with them to ensure they’re getting the most out of our services. You’ll stay in regular contact, lead business reviews, and coordinate with our internal teams to make sure everything runs smoothly. Our business has been built on referrals. Your goal? Keep clients happy, supported, and coming back year after year.

We’re looking for someone who takes ownership of their work, is eager to learn, great at juggling priorities, and enjoys solving problems. If you’re customer-focused, clear in your communication, and love turning good relationships into great ones — we’d love to meet you!

Essential Duties and Responsibilities

Build Strong Relationships: Become a trusted advisor for your clients by working closely with their executive leaders and day-to-day contacts to help them achieve shared goals and long-term success.

Be Proactive About Retention: Spot potential risks to the client relationship early. Work quickly to create action plans that address those risks and partner with internal teams to keep clients on track and satisfied.

Help Clients Get the Most from ProPayHR: Make sure clients are fully using our services and technology to drive their own success. When helpful, recommend additional resources or services that could take their business even further.

Support Growth Opportunities: Work alongside our Management team to identify ways to grow the partnership with your clients.

Know the Industry: Stay up to date on industry trends and best practices. Be able to confidently connect those insights to your clients’ goals and how they can get ahead.

Be the Client’s Voice: Advocate for your clients by sharing their feedback, needs, and ideas with our Product, Support, and Management teams to help shape future improvements.

Requirements

• B.A./B.S. degree or equivalent business experience preferred.
• 3+ years of experience in Customer Success, Account Management, Business Development, Management Consulting, Project Management, or another customer-facing role
• Prior Paycor, Human Capital Management, Payroll, HR, or Benefits experience preferred, other SaaS industry background considered.
• Excellent oral and written communication skills
• Excellent organizational, interpersonal, and change management skills.
• Command of Microsoft Office technology stack and experience with CRM preferred.
• Ability to travel up to 25%

We believe in taking care of our team—just like family. Here’s what you can look forward to:

• Comprehensive health insurance to keep you covered
• Dental & vision coverage – 100% company-paid for employees
• Disability & life insurance – also fully company-paid for employees
• A 401(k) plan with a very generous company match
• Optional family coverage available on all plans (at an additional cost)
• Hybrid work setup and flexible hours that support work-life balance
• Paid Time Off (PTO) | Paid Holiday’s (yes, we want you to truly unplug!)
• A family-friendly, down-to-earth team that supports one another

If you are passionate about client success and want to make a meaningful impact in a growing company, we invite you to apply today and join our dedicated team at ProPay HR!

Client Success Manager | Client Success Coordinator | Client Services Representative | Customer Success Manager | Manager Process Improvement | Manager Process Improvement | Client Services Manager | Client Services Coordinator | Manager of Customer Success

Outsourced Payroll Services | External Payroll Administration | Managed Payroll Solutions | Payroll Services Partner | Payroll Management Provider | Payroll Operations Partner | Full-Service Payroll Provider | Employer Services Partner | Workforce Administration Partner | PEO | Co-Employment Services Provider | Employer Support Organization | Workforce Solutions Provider | HR & Payroll Services Partner | Integrated Employer Services | Human Capital Management Partner

Business Development Manager – Build on Our Reputation, Drive Our Next Chapter

Since 2012, ProPay HR has grown into a trusted payroll partner—without a large sales force or flashy marketing campaigns. Our success has been fueled by referrals, long-standing client relationships, and the trust we’ve earned within the healthcare industry.

Now, we’re ready to expand that success into new markets—and we’re looking for the right person to help lead the way.

We’re seeking a Business Development Manager who values consultative selling, relationship-building, and long-term partnerships. This isn’t just about closing deals—it’s about representing a service built on accuracy, reliability, and genuine client support. You’ll leverage our strong foundation while helping us expand into new industries where our services are just as essential.

What You’ll Do

• Leverage Warm Opportunities – Build from an established base of referrals and client goodwill to generate new business.
• Expand Into New Industries – Identify and pursue opportunities beyond healthcare—our payroll solutions are universal and scalable.
• Own the Sales Cycle – Prospect, present, negotiate, and close. You’ll manage the full sales process from start to finish.
• Represent Our Brand – Clearly communicate how ProPay HR simplifies payroll with accuracy, compliance, and a personalized approach.
• Collaborate on Strategy – Partner with leadership to refine our sales approach and support continued company growth.

What We’re Looking For

• 5+ years of B2B sales experience (payroll, HR, financial services, SaaS, or outsourcing preferred)
• Proven ability to build trust and long-term client relationships
• Experience working with small to midsize businesses across various industries
• Self-motivated, yet collaborative in team settings
• Located near Evanston, IL, and interested in a hybrid work environment

Why ProPay HR?

• Strong Foundation – Our growth has been driven by results and reputation. You’ll help take us to the next level.
• Essential Service – Payroll isn’t optional. We deliver it better—with precision and personal service.
• Room to Grow – As we expand, we will eventually want this person to evolve into leadership to continue scaling that growth.

What We Offer

We believe in taking care of our team—just like family.

• Competitive compensation package (base salary + commission)
• Comprehensive health insurance
• 100% company-paid dental & vision for employees
• 100% company-paid life & disability insurance
• 401(k) with a generous company match
• Optional family coverage on all benefit plans
• Hybrid work environment with flexible hours
• Paid Time Off (PTO) & paid holidays
• A supportive, down-to-earth team culture

This is an opportunity to represent a trusted, proven service—and bring it to industries that need a better payroll partner.

If you’re ready to build on something solid and help shape what’s next, we’d love to connect.

Business Development Consultant | Business Development Manager | Regional Sales Manager | Regional Account Executive | Business Development Representative | National Sales Manager | National Sales Consultant | Sales/Business Development | Payroll Sales | Outsourced Payroll Services | External Payroll Administration | Managed Payroll Solutions | Payroll Services Partner | Payroll Management Provider | Payroll Operations Partner | Full-Service Payroll Provider | Employer Services Partner | Workforce Administration Partner | PEO | Co-Employment Services Provider | Employer Support Organization | Workforce Solutions Provider | HR & Payroll Services Partner | Integrated Employer Services | Human Capital Management Partner