Paychex is reimagining how businesses manage their workforce by bringing payroll, HR, benefits, and advisory services together into a single connected HCM platform. As Paychex and Paycor come together, we're combining innovative technology, data-driven insights, AI, and human expertise to help organizations work smarter, support their people, and achieve better business outcomes. This is an exciting time to join our team as we continue to invest in innovation, simplify client experiences, and shape the future of work. At Paychex, you'll have the opportunity to grow your career, make a meaningful impact, and be part of something bigger as One Paychex.

Overview

Insurance Inside Sales Representatives are responsible for prospecting clients remotely and managing the entire sales cycle from within our Insurance Inside Sales Hub. They engage with customers via phone, email, or other virtual channels to effectively close deals and meet sales targets. This role exclusively sells for the Paychex Insurance Agency Organization.

Responsibilities

Accountable for the end-to-end sales cycle from prospecting, qualifying, demonstrating and closing business to achieve quota.
Identify client needs and present Paychex solutions to key stakeholders and decision-makers through virtual interactions.
Scheduling appointments with referral sources to secure referrals to end users.
Conduct outbound prospecting via cold calls, emails, and social engagements, and follow up on marketing leads, to qualify opportunities and generate pipeline.
Performs insurance needs analysis for clients to provide solutions to insurance and benefit needs.
Use technology tools to accurately track activities and forecasts.
Collect data to support underwriting process, close sales.
Projecting a positive image in representing the company to clients and the community.
Writes and processes sales contracts in a professional manner and by HRS operation guidelines.
Continually develop technical, competitive, and sales skills knowledge to effectively represent an Insurance sales organization.
May be required to travel for purposes of attending Conference, training sessions, and/or area regional or national meetings

Qualifications

H.S. Diploma in Business or related discipline - Required
Bachelor's Degree in Business or related discipline - Preferred
2 years of experience in Relevant sales/sales management experience or the equivalent combination of education and experience.
This role requires you to be eligible for applicable insurance licensing in all 50 states, which may involve an enhanced background check. If you are not currently licensed, you will be required to obtain the necessary insurance license(s) within 90 calendar days of your official start date. Failure to obtain the required license(s) within 90 days of your start date and to maintain eligibility throughout the duration of your employment may result in corrective action, up to and including termination of employment. Paychex Insurance Agency, Inc. (PIA) will cover the cost of up to two (2) attempts to pass a state insurance licensing exam including exam materials and testing fee. The cost of any additional attempts will be at the expense of the individual employee. If an individual is hired by PIA with an active and current license(s), that employee will be responsible for the timely updating and/or verifying of any changes that may have occurred with their state license(s) prior to their start date at PIA. This includes any state of residence changes, e-mail changes, mailing address changes or name changes. - Required

Live the Paychex Values

Act with uncompromising integrity.

Provide outstanding service and build trusted relationships.

Drive innovation in our products and services and continually improve our processes.

Work in partnership and support each other.

Be personally accountable and deliver on commitments.

Treat each other with respect and dignity.

What's in it for you?

We value your well-being: We provide over 21 comprehensive rewards, including medical coverage, virtual wellness classes, tuition reimbursement, 401(k) + employer match, adoption assistance, financial assistance, and much more.
We value your time: From paid time off to company holidays, culture days, and comprehensive work-life balance programs, we will ensure you have the flexibility you need to be your best.
We value your development: Our award-winning training and development programs empower our employees with ongoing learning opportunities to give you the building blocks to grow your career.
We value your perspective: Our company culture reflects the diversity of our employees. We want you to be you and your voice to be heard.
We value our communities: We offer paid time off for volunteerism and promote many company-wide and local initiatives that benefit organizations you care about.

Not sure if you meet every requirement?

About the company

Paychex provides payroll processing and human capital management solutions for small and mid-sized businesses. Its offerings include payroll, HR, benefits, timekeeping, and compliance services delivered through software and services in an integrated platform. The company differentiates itself through a long history in payroll, growth via acquisitions, and an integrated suite built over decades, plus a public listing since 1983. Its goal is to help small businesses manage payroll and human resources efficiently and affordably across the United States.

Company Size

10,001+

Company Stage

IPO

Headquarters

Rochester, New York

Founded

1971

Get referred to Paychex

See people who can refer or advise you

Simplify's Take

What believers are saying

Fiscal Q1 2027 revenue rose 6% to $1.63 billion on September 23, 2026.
WISE Hire launched September 23, 2026, promising 4x faster hiring across platforms.
Fiscal 2026 delivered over $100 million Paycor synergies and 17% revenue growth.

What critics are saying

Management Solutions grew 4% in Q1 2027, below the 5%-6% guidance floor.
Operating cash flow fell to $413.5 million, down from $718.4 million.
ADP, Workday, and Rippling compress payroll pricing, turning Paychex into a commodity.

What makes Paychex unique

Paychex serves 840,000 customers and 1 in 11 U.S. private-sector workers.
April 2025 Paycor acquisition expands Paychex into SMB and enterprise HCM.
WISE embeds AI across Paychex Flex, SurePayroll, and Paycor, increasing workflow stickiness.

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Benefits

Health Insurance
401(k) Company Match
Tuition Reimbursement
Adoption Assistance
Paid Vacation
Paid Holidays
Flexible Work Hours
Wellness Program

Growth & Insights and Company News

6 month growth

-8%

1 year growth

-1%

2 year growth

-1%

Yahoo Finance

Oct 23rd, 2026

Paychex shares jump 17% after Q1 beat on $1.63B revenue, but estimates trend lower

Paychex shares have risen about 17% in the month since its last earnings report, outperforming the S&P 500. The payroll and HR firm beat estimates for the first quarter of fiscal 2027. Adjusted earnings rose 9.8% to $1.34 per share. Revenue grew 5.9% to $1.63 billion, led by a 12% jump in PEO and Insurance Solutions revenue to $367.6 million. Net income rose 12% to $429.7 million. Cash flow from operations fell 42.4% to $413.5 million. Paychex raised its fiscal 2027 PEO and Insurance Solutions revenue growth forecast to 7-8% from 6-7%. It also launched WISE Hire, an AI recruiting tool. Analyst estimates have trended downward, and Paychex holds a Zacks Rank #3 (Hold).

MarketScreener

Oct 19th, 2026

Paychex, inc. introduces Paychex Tax Penalty Protection Service powered by WISE.

Paychex, inc. introduces Paychex Tax Penalty Protection Service powered by WISE. Published on 10/19/2026 at 10:00 am EDT S&P Capital IQ Paychex introduced Paychex Tax Penalty Protection Service, powered by WISE (Workforce Intelligence Strengthened by Expertise), a first-of-its-kind offering designed to help businesses resolve eligible payroll tax issues more easily and with less financial risk. Paychex?s unique combination of AI-driven innovation and industry expertise has enabled the company to transition the management of eligible issues from the business to its team of experienced advocates at scale. The new service relieves businesses of the burden of navigating complex tax matters on their own and saves them valuable time, protects cash flow, and reduces compliance-related stress. Paychex has long supported customers with payroll tax notice research and resolution. Paychex Tax Penalty Protection Service, powered by WISE, expands that support by covering the cost of eligible payroll tax issues, including customer and tax agency errors. As part of the service, Paychex researches the issue and works directly with tax agencies to pursue a correction, abatement, or appeal on the customer's behalf. The company has built AI into its back-office payroll and tax operations, supported by decades of experience and one of the industry's largest payroll tax datasets. As a result, Paychex can identify, prevent, and resolve payroll tax issues with speed and accuracy at scale that was not possible before. That confidence has enabled Paychex to move from helping with tax notices to standing behind the outcome. The service is currently available to Paychex Flex(R) customers. Financial protection for penalties and interest, subject to applicable terms, conditions, and limits. (C) S&P Capital IQ - 2026

Associated Press

Oct 13th, 2026

Paychex's SixFifty launches first agentic AI HR compliance specialist, tracking 440 law changes

SixFifty, the employment law compliance platform owned by Paychex, has launched what it calls the first agentic HR compliance specialist in the HCM industry. Users can chat with the tool to get compliance information, then have it complete the related tasks. It can draft handbooks, policies, and contracts and send them for signature. It also distributes labour posters, provisions required harassment training, and files state documents when a company hires in a new location. Over the past year, SixFifty's team tracked more than 440 employment law changes across nearly 130 jurisdictions. "Employment law has become too complex and changes too quickly for small and mid-sized businesses to manage manually," said Kimball Parker, founder and chief executive officer of SixFifty. The tool is available now to standalone customers and trial users. Advanced capabilities will reach the Paychex Flex and Paycor integrations later this fiscal year.

Africa SMB Journal

Oct 13th, 2026

SixFifty, a paychex company, launches agentic HR Compliance specialist.

SixFifty, a paychex company, launches agentic HR Compliance specialist. New agentic AI capabilities help businesses navigate changing employment laws, mitigate risk, and confidently complete compliance tasks. Rochester, N.Y., Oct. 13, 2026 (GLOBE NEWSWIRE) - Paychex (Nasdaq: PAYX), a leading provider of expert-enabled HR, payroll, and benefits, today announced that SixFifty, the company's employment law compliance platform, has released the HCM industry's first agentic HR compliance specialist. Users can chat with the agentic HR compliance specialist to get trusted employment compliance information and turn it directly into action by completing necessary compliance tasks. SixFifty Transforms Compliance from a Manual Burden into an Automated Workflow Employment law requirements often present challenges for businesses and compliance becomes increasingly complex for those operating across multiple jurisdictions. In the past year alone, SixFifty's employment compliance team tracked more than 440 changes to employment laws across nearly 130 federal, state and local jurisdictions, including 45 states and the District of Columbia and more than 80 cities and counties. With new agentic AI capabilities, SixFifty can now execute multi-step compliance tasks, from drafting employment documents and distributing updated handbooks to delivering labor law posters and tracking employee acknowledgments. New Agentic AI Specialist Built to Support HR Compliance at Scale The new agentic HR specialist in the SixFifty platform helps businesses comply with employment laws across the country by: * Answering questions about employment law in every state, city, and county in the United States * Drafting and updating employee handbooks, HR policies, and contracts and sending them for signature * Distributing digital labor posters and new hire notices based on where employees are located * Provisioning required sexual harassment trainings * Collecting complaints, requests, and suggestions from employees * Filing state government documents when a company hires someone in a new location "Employment law has become too complex and changes too quickly for small and mid-sized businesses to manage manually," said Kimball Parker, founder and CEO of SixFifty. "We started SixFifty with a simple belief: the law should be accessible to all. With our agentic HR specialist, we're taking that idea one step further to provide business leaders with trusted employment law guidance and the tools to act on it." Each agentic action is grounded in strict workflows and the federal, state and local employment law database maintained by SixFifty's employment compliance team. The agentic HR compliance specialist acts based on the user's instructions, combining SixFifty's proprietary, attorney-built employment law foundation with agentic technology designed to help businesses turn guidance into action. For business leaders and lean HR teams, automating those steps can significantly reduce the administrative burden associated with employment law compliance. "SixFifty is our go-to for proactive monitoring and compliance, giving us an end-to-end resource to draft and maintain a wide range of policies and procedures with a great ability to customize and adapt to our specific business and culture," said Chris Walker, VP of human resources at Sportsman's Warehouse. "It is often our one-stop-shop for getting tailored perspective on specific situations. It's great at breaking them down, providing solid, practical suggestions, and getting us a solid head start on issues we can resolve internally or take to counsel. It's helped us be more prepared, efficient, and effective in our use of outside counsel - cutting down on unnecessary legal spend." SixFifty is available as standalone to non-Paychex payroll clients, as well as integrated with Paychex Flex(R) and Paycor(R) through WISE (Workforce Intelligence Strengthened by Expertise), the company's AI-powered intelligence engine. The new agentic HR compliance specialist is now available to SixFifty standalone customers and trial users, with advanced capabilities coming to the integrated solutions later this fiscal year. To learn more about SixFifty or start a free trial, visit sixfifty.com. About Paychex Paychex, Inc. (Nasdaq: PAYX) provides a comprehensive suite of expert-enabled technology and advisory solutions that help businesses manage HR, payroll, and benefits. Serving approximately 840,000 customers and paying 1 in 11 U.S. private sector workers, Paychex combines scale, trusted expertise, and innovation to help businesses succeed. Built on more than 50 years of workforce experience and one of the industry's largest proprietary HR datasets, Paychex's WISE agentic AI engine embeds intelligence directly into workflows to improve productivity, enhance decision-making, and deliver better outcomes. Learn more at paychex.com. Press Inquiries Media Contact Tracy Volkmann Paychex, Inc. Manager, Public Relations (585) 387-6705 tvolkmann [at] paychex.com Legal Disclaimer: EIN Presswire provides this news content "as is" without warranty of any kind. Africa SMB Journal do not accept any responsibility or liability for the accuracy, content, images, videos, licenses, completeness, legality, or reliability of the information contained in this article. If you have any complaints or copyright issues related to this article, kindly contact the author above.

The Manila Times

Oct 8th, 2026

Paychex honored as a Workforce Management technology Leader by NelsonHall.

Paychex honored as a Workforce Management technology Leader by NelsonHall. By GlobeNewswire October 8, 2026 The company's flagship HCM platforms evaluated and recognized for WFM innovation * Paychex recognized by NelsonHall for the company's ability to deliver immediate benefit and meet future needs of clients through its Paychex Flex(R) and Paycor(R) platforms * The industry evaluation highlights Paychex's strategy and continued investment in AI-powered workforce optimization solutions ROCHESTER, N.Y., Oct. 08, 2026 (GLOBE NEWSWIRE) - Paychex (Nasdaq: PAYX), a leading provider of expert-enabled HR, payroll, and benefits, today announced that its Paychex Flex and Paycor platforms were each recognized as a "Leader" by global analyst and research firm, NelsonHall, in its "Workforce Management: Employee Experience Transformation 2026 Market Analysis," as part of the firm's Vendor Evaluation and Assessment Tool (NEAT). The NEAT enables buyers to assess the capabilities of WFM vendors across a range of criteria and business requirements to identify the best-performing providers. NelsonHall's Head of Research, Dominique Raviart, said "Paychex's position as a Leader in NelsonHall's 2026 Workforce Management NEAT reflects its particular strength in scheduling and workforce planning. Also, its combination of payroll adjacency, embedded time and attendance, scheduling, leave management, labor forecasting, and advisory services gives customers a pragmatic path to reduce payroll friction, improve workforce visibility, and support frontline operations at scale." NelsonHall evaluated 12 WFM platforms in the 2026 NEAT report and based results on two criteria: (1) ability to deliver immediate client benefit and (2) ability to meet future client requirements. The company received a leader designation in the Scheduling & Workforce Planning Capability NEAT matrix and innovator designation in both the Employee Experience Capability NEAT and Overall WFM NEAT matrices. Advancing Workforce Management Through AI-Assisted Workforce Optimization "This recognition from NelsonHall reflects our commitment to transforming workforce management from transactional timekeeping into a more intelligent, AI-assisted experience," said Ryan Bergstrom, chief product and technology officer at Paychex. "Our comprehensive portfolio provides businesses with intelligent solutions tailored to their distinct needs, with Paychex Flex bringing simplicity and automation to users and Paycor helping organizations manage greater workforce complexity." Recent workforce management enhancements include: * Paychex Flex: AI-powered attendance insights, automated time-off approvals, predictive scheduling, shift-swap capabilities, and enhanced compliance tools that help business owners reduce the administrative burden and make smarter workforce decisions. With WISE Intelligent Pay Cycle, Paychex proactively detects and resolves employee hours-worked errors before payroll is run, helping prevent mistakes, reduce compliance risks, and eliminate costly rework. * Paycor: AI-powered Smart Scheduler, agentic timesheet approvals, auto-generated shift planning, enhanced manager controls, and workforce optimization capabilities can help organizations enhance scheduling efficiency, labor compliance, and operational performance. About NelsonHall NelsonHall is the leading global analyst firm dedicated to helping organizations understand the 'art of the possible' in digital operations transformation. NelsonHall provides buy-side organizations with detailed, critical information on markets and vendors (including NEAT assessments) that helps them make fast and highly informed sourcing decisions. And for vendors, NelsonHall provides deep knowledge of market dynamics and user requirements to help them hone their go-to-market strategies. NelsonHall's analysis is based on rigorous, all-original research, and is widely respected for the quality and depth of its insight. About Paychex Paychex, Inc. (Nasdaq: PAYX) provides a comprehensive suite of expert-enabled technology and advisory solutions that help businesses manage HR, payroll, and benefits. Serving approximately 840,000 clients and paying 1 in 11 U.S. private sector workers, Paychex combines scale, trusted expertise, and innovation to help businesses succeed. Built on more than 50 years of workforce experience and one of the industry's largest proprietary HR datasets, Paychex's WISE agentic AI engine embeds intelligence directly into workflows to improve productivity, enhance decision-making, and deliver better outcomes. Learn more at paychex.com. Media Contact Chelsea Wernick Public Relations Program Manager Paychex, Inc. (585) 216-2974

Paychex

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