Sales Executive – Mid-Market – Paychex – Orlando, FL

Company: Paychex

Location: Orlando, FL

Expected salary:

Job date: Sun, 05 Oct 2025 01:28:05 GMT

Job description:

Job Description: Payroll and Benefits Specialist

Overview:

We are seeking a dynamic Payroll and Benefits Specialist to join our team, focused on supporting American businesses through innovative digital HR technology and advisory solutions. In this role, you will be instrumental in managing payroll processes and employee benefits programs, ensuring compliance and fostering a seamless experience for our clients.

Key Responsibilities:

  • Payroll Management: Oversee the accurate processing of payroll for clients, ensuring timely and compliant disbursement of wages and taxes.
  • Benefits Administration: Manage employee benefits programs, provide guidance on options, enrollments, and changes, and address employee inquiries.
  • Client Advisory: Utilize digital HR solutions to assess client needs, propose enhancements, and offer strategic advice on payroll and benefits best practices.
  • Market Development: Apply innovative marketing tactics to develop and implement outreach strategies via telephone, direct mail, seminars, and client visits, aimed at attracting new business and engaging current clients.
  • Collaboration: Work closely with cross-functional teams to streamline processes and enhance service delivery, ensuring that we meet the evolving needs of our client base.

Qualifications:

  • Bachelor’s degree in Human Resources, Business Administration, or related field.
  • 2+ years of experience in payroll and benefits administration.
  • Strong understanding of federal and state payroll compliance regulations.
  • Exceptional communication and interpersonal skills, with a client-centered approach.
  • Proficient in HR software and digital technology solutions.
  • Ability to manage multiple tasks and deadlines in a fast-paced environment.

Join Us:

Become a vital part of our mission to provide cutting-edge HR solutions that meet the needs of businesses across America. If you are passionate about payroll and benefits, and thrive in a collaborative environment, we want to hear from you!

SVP, Small & Lower Midmarket Segment Lead – Canada – Chubb – Toronto, ON

Company: Chubb

Location: Toronto, ON

Expected salary:

Job date: Wed, 17 Sep 2025 07:20:32 GMT

Job description: Job Category: UnderwritingJob Description:Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial and personal property and casualty insurance, personal accident and supplemental health insurance, reinsurance and life insurance to a diverse group of clients. The company is distinguished by its extensive product and service offerings, broad distribution capabilities, exceptional financial strength, underwriting excellence, superior claims handling expertise and local operations globally.KEY OBJECTIVE:We are seeking an ambitious and energetic leader with deep experience in the Canadian Property & Casualty (P&C) marketplace to advance and lead Chubb’s Small & Lower Midmarket (“SLM”) unit in Canada. As a key leader in the Commercial Insurance organization, this individual will collaborate with colleagues across North America to further a comprehensive strategy for growing Chubb’s presence in this segment including both Field and Digital channels. This individual leads a team of dedicated SLM new business production underwriters in an operating model designed to efficiently underwrite low-complexity accounts. The ideal candidate enjoys a fast-paced, dynamic, and team-oriented environment focused on achieving superior results.This role reports dually to the EVP Commercial Insurance Canada, as well as the EVP Chief Operating Officer, NA Small & Lower Midmarket.MAJOR RESPONSIBILITIES:

  • Establish a multiline, end-to-end solution including appetite, underwriting, product, pricing, servicing, renewal, distribution/marketing, and technology to achieve long-term growth and profitability in both Digital and Field channels
  • Develop a capability roadmap and engage directly with Agile teams to define requirements and ensure timely delivery. Explore opportunities to adapt existing capabilities from Chubb’s global footprint to the Canadian SLM market.
  • Leverage Canadian and North American resources/leadership to drive SLM strategy.
  • Collaborate with partners in Technology to define requirements, workflows and service levels required to deliver a superior broker experience
  • Drive new business production through a team of multiline underwriters working in multiple branches, approve deals within assigned authority limits, and manage underwriter productivity.
  • Advance and execute strategic and financial plans for SLM Canada, including production forecasting and reporting. Provide updates on financial results and delivery milestones to senior executives.
  • Support Field Operations efforts to develop and execute an SLM-focused distribution strategy across broker, digital, and emerging channels, including marketing & communications.
  • Enhance Chubb’s SLM market presence and raise awareness of our capabilities by actively engaging in broker visits, presentations, trade shows, alliances, digital/social media, and other activities.
  • Talent management for direct and indirect reports, including performance assessments, compensation planning, recruiting, and onboarding.
  • Ensure adherence to audit and compliance requirements and execute self-audits for SLM underwriters.
  • Travel: This position requires travel across Canada and the northeastern United States, approximately 25% of the time.

Qualifications:

  • 10+ years of commercial underwriting experience.
  • Deep knowledge of the Canadian commercial insurance marketplace and distribution landscape.
  • Experience with rules-based, analytics-driven underwriting preferred.
  • Excellent interpersonal communication and negotiation skills.
  • Strong organizational and analytical skills.
  • Demonstrated strategic and creative thinking abilities.
  • Ability to collaborate effectively with internal and external business partners at all levels.
  • Demonstrated project leadership skills.

At Chubb we are committed to providing equal employment opportunities to all employees and applicants. It is our policy to provide equal employment opportunities to employees and applicants based on job-related qualifications and ability to perform a job. If you require an accommodation during the hiring process or upon hire, please inform Human Resources. If a selected applicant requests accommodation during the recruitment process, Chubb will consult with the applicant in order to provide suitable accommodation that takes into account the applicant’s accessibility needs.

Job Summary: Underwriting Position at Chubb

Chubb, a leader in global insurance with operations in 54 countries, is seeking a dynamic leader to head its Small & Lower Midmarket (SLM) unit in Canada. This role involves:

  • Strategy Development: Leading a comprehensive growth strategy for Chubb’s SLM segment across both Field and Digital channels.
  • Team Leadership: Managing a team of underwriters focusing on low-complexity accounts and driving new business production.
  • Operational Excellence: Collaborating with Agile teams to enhance capabilities and ensure timely delivery for underwriting processes.
  • Market Engagement: Enhancing Chubb’s market presence through broker relations, trade shows, and digital outreach.
  • Financial Management: Executing strategic and financial plans, including forecasting and reporting to executives.
  • Talent Management: Overseeing performance assessments, recruiting, and onboarding of team members.
  • Compliance: Ensuring adherence to audit standards and performing self-audits.

Qualifications:

  • 10+ years in commercial underwriting.
  • Strong knowledge of the Canadian insurance market.
  • Excellent communication, organizational, and strategic skills.
  • Ability to work collaboratively across various levels of the organization.
  • Travel Requirement: Approximately 25% across Canada and the northeastern U.S.

Chubb emphasizes equal employment opportunities and is committed to accommodating applicants’ needs throughout the hiring process.