Lead Senior Specialist, Payroll

ConnectCPA LLP
Remote

About The Position

At ConnectCPA, we are an online/virtual, paperless, and tech-savvy Licensed, Chartered Professional Accounting (CPA) firm that operates with a startup mentality. We experiment, collaborate, embrace new technologies, automate, and are constantly looking for new tools and better ways of doing things. We are building a workplace where people can grow, feel heard, and enjoy their work. We are seeking a payroll professional who enjoys solving complex challenges, working directly with clients, and continuously expanding their expertise. Unlike traditional in-house payroll roles, you will support a diverse portfolio of growing Canadian businesses across multiple industries and provinces. Every week brings new challenges, opportunities to advise clients, and exposure to situations that will accelerate your professional growth. You will use online payroll software and apps and work closely with our clients to ensure their payroll is delivered seamlessly. You will become one of the most technically well-rounded payroll professionals in Canada.

Requirements

  • PCP certified
  • At least 12 years of payroll experience in a fast-paced environment for a large company or companies with a multi-jurisdictional payroll exposure
  • Experience with complex payroll scenarios and escalations, including advanced data analysis, reporting, and implementing continuous improvement initiatives
  • Advanced understanding of the Canadian payroll process, including but not limited to withholding taxes, source deductions, other deductions, benefits, ROE forms, T4 slips, and more
  • Experience processing payroll in multiple provinces (QC is an asset)
  • Great communicator. You’re confident, clear, and professional in both writing and conversation. Clients trust you, and teammates love collaborating with you.
  • Organized & efficient. You can juggle multiple clients and tasks without dropping a beat.
  • Self-starter energy. You’re proactive, motivated, and comfortable working independently in a remote setting.
  • Tech-savvy. You learn new software quickly and maybe even geek over automations and workflow hacks.
  • Payroll know-how. Payroll processing, T4, multi-province experience, benefits, and more.
  • Proven Success. You are recognized for your analytical skills, attention to detail, and commitment to compliance and process improvements.
  • You just get it. You’re sharp, dynamic, and ready to become a key player in a fast-growing firm where your ideas make an impact.
  • Strong internet. At least 6Mbps up/down to keep Zoom running smoothly and work flowing freely.

Nice To Haves

  • Experience with tools like Payworks and Wagepoint is a big plus.

Responsibilities

  • Running payroll on time, making changes to payroll (adding/removing employees, adding/removing deductions, etc.), handling the T4 process, and submitting ROE forms, amongst other payroll duties
  • Answering often complex inquiries from clients related to payroll, providing recommendations and problem-solving, and analyzing data, all while maintaining compliance, accuracy, and efficiency
  • Processing end-to-end payroll for multiple clients with different pay frequencies
  • EHT, WCB filings for multiple provinces
  • Reviewing CRA accounts and responding to notices
  • Correspondence with clients and the bookkeeping team to ensure timely service and a hands-off experience
  • Champion process improvements and contribute to the development of departmental best practices
  • Act as a technical resource for the team, supporting knowledge sharing and complex payroll inquiries

Benefits

  • Fully Remote. You will be working from your home office
  • Room to Grow. Opportunities for career development and annual performance increase
  • Fully paid for health, dental, and vision benefits. Plus access to virtual healthcare
  • Fridays off in July & August (yep, paid!)
  • Paid December holiday shutdown.
  • Equipment Provided. A brand-new laptop and all the gear you need to hit the ground running.
  • Your voice matters. From improving workflows to shaping our culture, everyone has a seat at the table.
  • Supportive, inclusive, and low-ego environment. We value respect, collaboration, and open communication, without unnecessary corporate politics.
  • Comfortable, casual, and professional. We don’t require formalwear; wear what helps you do your best work, while remaining presentable and client-ready when needed.
  • Technical Mastery. Develop expertise across provinces, industries, payroll platforms, benefits, and compliance.
  • Career Acceleration. Get exposure to clients in various industries.
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