Discover best payrolling executives in USA offering reliable payroll processing, accurate tax handling, and improved employee satisfaction
-
Home
-
Blogs -
Payrolling Executives in USA
Payrolling Executives in USA
Discover best payrolling executives in USA offering reliable payroll processing, accurate tax handling, and improved employee satisfaction
Key Takeaways:
2.What Makes an Outstanding Payrolling Executive
3.Chad Richison – Paycom’s Visionary Trailblazer
4.Maria Black – Steering ADP’s Future
5.John “B.” Gibson – Leading Paychex’s Expansion
6.Joshua Reeves – Innovator at Gusto Toby Williams – Shaping Paylocity’s Growth
7.Toby Williams – Shaping Paylocity’s Growth
Introduction
The payroll ecosystem in the U.S. has transformed radically in recent years—spurred by technological innovation, regulatory complexity, and elevated employee expectations. At the helm of this shift are elite leaders,including the best payrolling executives in USA who not only ensure payroll accuracy and compliance, but also champion operational excellence, automation, and employee-centric solutions. Let’s dive into the profiles of the top executives shaping this domain today.
What Makes an Outstanding Payrolling Executive
Across these leaders, several key qualities emerge:
1.Visionary Innovation – Leveraging technology (cloud, AI, automation) to reinvent payroll.
2.Operational Discipline – Upholding accuracy and stringent compliance at scale.
3.Culture and Employee Empowerment – Building workplaces that foster engagement and customer satisfaction.
4.Strategic Leadership – Executing mergers, global expansion, and product integration.
5.Industry Influence – Shaping payroll standards and adopting best practices.
With that lens, let’s profile the top executives transforming the payroll landscape.
Chad Richison – Paycom’s Visionary Trailblazer
Background & Impact
-Chad Richison founded Paycom in 1998 and has led it since, taking it public in 2014. He’s recognized as one of the pioneers of cloud-based payroll and HCM solutions
-He’s been the highest-paid CEO in the U.S., earning over $211 million in 2020 linked to performance goals
-Under his leadership, Paycom’s revenue soared to nearly $1.9 billion in 2024, employing over 7,300 people
Innovation & Tech
-Richison championed employee self-service through Paycom’s Beti® system and Direct Data Exchange (DDX), reducing payroll times by 90% in some companies
-He personally reviews product specs, showcasing his hands-on approach, but this intensity has stirred debate. Some employees cite burnout and “culture of yesmen,” while others hail his drive
Culture & Recognition
-Richison’s leadership earned Paycom a spot on Time’s Best MidSize Companies and multiple Glassdoor Top CEO rankings
-He is involved in philanthropy in Oklahoma and actively engaged in employee-centric decision-making
Pros & Cons
-Pros: Vision-led, bold tech adoption, recognized for culture.
-Cons: High-pressure environment, debate around executive-driven culture and retention.

Maria Black – Steering ADP’s Future
Background & Impact
-Maria Black is the CEO of ADP, the largest global payroll and HCM provider with revenues north of $5.5 billion in Q3 2025
-ADP recently announced that Peter Hadley will take over CFO responsibilities from July 2025.
Innovation & Industry Leadership
-During her tenure, ADP continues to deliver strong payroll performance and is actively acquiring complementary platforms like WorkForce Software
-ADP’s National Employment Report has become a respected economic indicator, underlining their data prowess
Culture & Influence
-Employee satisfaction remains high, reflected in CEO ratings (89/100) on leader-review platforms.
-ADP embeds AI and predictive analytics into payroll and HCM, aligning with broader digital transformation trends.

John B. Gibson – Leading Paychex’s Expansion
Background & Impact
-John Gibson became CEO of Paychex in October 2022, succeeding its founder Tom Golisano. Paychex supports around 740,000 clients globally
-The firm completed a $4.1 billion acquisition of Paycor in 2025
Innovation & Integration
-Under Gibson, Paychex streamlined multiprocessor payroll, including payroll, tax services, human resources, benefits, and freelancers.
-The integration of Paycor expands enterprise HR and payroll capabilities, rounding out their product spectrum.
Culture & Performance
-Gibson earns a CEO rating of 71/100, a solid score among payroll leaders.
-Paychex holds top rankings across service benchmarks—ideal for small and midsize businesses.

Joshua Reeves – Innovator at Gusto
Background & Impact
-Josh Reeves co-founded ZenPayroll in 2011, rebranded as Gusto in 2015, and currently serves as CEO
-Gusto generates about $500 million in annual revenue and supports startups, SMBs, and microbusinesses.
Innovation & SMB Focus
-Gusto provides integrated payroll, benefits, compliance, and HR in a single, webbased platform
-With Remotely, they enable global hiring and compliance—demonstrating nimble innovation.
Culture & Ratings
-Reeves earns a 64/100 CEO rating, slightly lower than bigger firms—an area for potential improvement.
-Gusto ranks high among startups (Cloud 100) and maintains strong client satisfaction for SMBs

Toby Williams – Shaping Paylocity’s Growth
Background & Impact
-Toby Williams is CEO of Paylocity, a leading cloud payroll and HCM provider with over 6,200 employees
-Paylocity continues to expand, supporting mid-market employers across North America.
Innovation & Technology
-The company offers comprehensive cloud tools: payroll, time & labor, performance, onboarding, and compliance.
-Paylocity is investing in service enhancements and modular product offerings for mid-market customization.
Culture & Leadership
-Though specific CEO ratings aren’t available, strong market performance and customer adoption suggest effective leadership.
-The company is listed on the S&P 400, advanced under Williams’s stewardship
Comparison Summary
Executive |
Company |
Company Size / Revenue |
Innovation Focus |
CEO Rating |
Key Strengths |
Chad Richison |
Paycom |
$1.9 B revenue, 7,300+ employees |
Self-service, automation, DDX, Beti |
87/100 |
Visionary, tech-driven, culture builder |
Maria Black |
ADP |
$5.5 B quarterly revenue |
AI, analytics, global payroll services |
89/100 |
Global scale, data leadership |
John B. Gibson |
Paychex |
740,000 clients, post-IPO global entity |
M&A, payroll outsourcing, SMB services |
71/100 |
Operational depth, integration excellence |
Joshua Reeves |
Gusto |
$500 M revenue |
SMB-focused benefits and payroll suite |
64/100 |
Startup agility, SMB-tailored UX |
Toby Williams |
Paylocity |
6,200 employees, S&P 400-listed firm |
Mid-market HCM modular innovation |
~Not available |
Customer focus, mid-market growth |
Emerging Leaders to Watch
- APS Payroll – Aaron Johnson (94/100 CEO rating)
Review platform Comparably shows Johnson topping CEO ratings in the APS Payroll sector. Though smaller in scale, he is gaining attention for strong leadership and client satisfaction. - UKG – Chris Todd (89/100 CEO rating)
This CEO rating reflects UKG’s ongoing recognition in the payroll/HCM field. UKG’s products and leadership are worth watching in the mid-market enterprise space.
These rising executives point to an evolving landscape where nimble, technology-driven, and client-focused leadership is thriving.
Conclusion
The best payrolling executives in the U.S. excel at blending vision, technology, culture, and scale. Whether it’s Richison’s aggressive automation at Paycom, Black’s enterprise momentum at ADP, Gibson’s strategic expansion at Paychex, Reeves’s refined SMB UX at Gusto, or Williams’s midmarket excellence at Paylocity—they each bring unique strengths.
Emerging leaders like Aaron Johnson (APS Payroll) and Chris Todd (UKG) exemplify the increasing importance of CEO engagement and employee satisfaction. As payroll continues to be a cornerstone of business operations, expect even greater innovation and leadership excellence from these professionals.
Frequently Asked Questions (FAQs)
The most effective strategy is a hybrid approach combining AI-powered applicant tracking systems, remote/hybrid role offerings, and a strong employer brand. This trio ensures speed, flexibility, and high candidate engagement while maintaining compliance and cultural fit.
AI automates resume screening, candidate matching, and communication through chatbots. It helps reduce time-to-hire by over 40%, filters qualified talent based on licenses and certifications, and ensures consistent follow-ups—all crucial in a talent-starved healthcare market.
A strong employer brand builds trust and credibility with candidates. In healthcare, showcasing values like patient care, work-life balance, and career growth opportunities significantly improves application rates and helps attract top clinical talent in competitive regions.
- Healthcare-specific job boards (e.g., Health eCareers, PracticeLink)
- LinkedIn for experienced roles
- Referral programs
- Partnering with medical schools and training institutes
- Internal mobility programs
Using a combination of these boosts both quality and quantity of candidates.
Clearly label remote/hybrid options in job listings, highlight flexible scheduling, offer telehealth tools, and promote virtual onboarding programs. Many clinical roles—like mental health professionals or tele-nurses—are ideal for remote-first hiring.
An EVP is the unique set of benefits and values your organization offers employees. A strong EVP (e.g., tuition reimbursement, clear career paths, mental health support) improves retention and makes your job offers more compelling compared to competitors.
Use blind resume screening, structured interviews, and AI tools that remove demographic info. Also, train recruiters in DEI best practices and ensure job descriptions use inclusive language. These steps improve fairness and workforce diversity.
Key metrics include:
- Time-to-fill
- Cost-per-hire
- Candidate drop-off rate
- Source of hire
- Diversity of applicants
- 12-month retention rate
Tracking these helps optimize strategies and prove ROI to leadership.
Build a talent pipeline ahead of time, maintain travel nurse and gig worker relationships, and have pre-approved credentialing workflows. Using a flexible, modular hiring system helps fill roles within days rather than weeks.
Investing in upskilling and internal promotions reduces hiring costs and improves retention. For example, training nurses for advanced practice or leadership roles ensures continuity and fills key positions faster than external hiring.
Also Read:
-
AI-Driven SEO Tools and Services:Boosting Rankings with AI
-
Best Manufacturing Employment Agencies In USA
-
Best Technical Search Engine Optimization Agencies in USA
-
Best Email Marketing Services in USA 2025
-
Best AI-Driven Digital Marketing in USA 2025
-
Best Social Media Marketing Services in New York 2025
-
Best Digital Marketing Services in New York 2025
-
Best Digital Marketing Services in Boston 2025
-
Best SEO Services in Boston 2025
-
Best Social Media Marketing Services in UAE
-
Best Website Development Services in Dubai
-
Best Performance Marketing Services in Dubai
-
Best SEO Services in Dubai
-
Best Social Media Marketing Services in Dubai
-
Best Digital Marketing Services in Dubai
-
Best Performance Marketing Services in Australia
-
Best Content Writing Services in Thailand
-
Best Performance Marketing Services in Thailand
-
Best SEO services in Thailand
-
Best Mobile App Development Services in Thailand
-
Best Website Development Services in Thailand
-
Best Social Media Marketing Services in Thailand
-
Best Digital Marketing Services In Thailand
-
Best Social Media Strategies in 2025 for Business Growth
-
Best Mobile App Development Services In Australia
-
Best Google Ads Services in Australia
-
Best SEO (Search Engine Optimization) services in Australia 2025
-
Best Email Marketing Services in Australia
-
Best Graphic Design Services in Australia
-
Top Content Writing Services in Australia
-
Top Social Media Marketing Services in Australia
-
Best Digital Marketing Services in Australia
-
Best Website Development Services in Australia
Book a Free Consultation
Ready to elevate your customer experience? Don’t settle for ordinary support. Our dedicated consultants are standing by to match your enterprise with the highest-caliber customer service executives in the USA. From virtual assistants to specialized account managers, we have the expertise and talent pool to meet your needs.
Contact our team today to discuss how our tailored customer executive services can transform your support operations. Let us help you hire or outsource the best customer service executives in USA, so you can focus on growing your business with confidence. Together, we will build a world-class customer support team that drives loyalty and success.
The post Payrolling Executives In USA appeared first on Vanator RPO.