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PAIDIEM

Automates payroll, invoicing, time, and reporting

Head of Sales

Account ExecutiveConfirmed live in the last 24 hours
Full-timeToronto, ON, CanadaNo salary listedIn-person

About the Job

Requirements

  • Bring 8+ years of experience in B2B SaaS sales, ideally with experience in start-up environments and/or in the financial industry.
  • Ideally, bring staffing industry experience and knowledge of contingent workforce lifecycle, MSP programs, VMS technology and Applicant Tracking Systems.
  • Demonstrate expertise in building and nurturing a high-functioning sales team.
  • Have experience building an end-to-end sales pipeline, from identifying and developing prospects through qualification to closure.
  • Be comfortable communicating and selling to C-suite-level clients.
  • Be a driven relationship-based sales performer.
  • Be able to quickly adopt and learn sales processes, from prospecting through demos and closing deals.
  • Be proficient with technology and sales and marketing tools, such as HubSpot.
  • Have strong communication, presentation, and organizational skills.

Responsibilities

  • Collaboratively develop a go-to-market playbook and sales strategy, including a sales pipeline plan, segment-based messaging and pitch plans, targets, and measures to meet sales goals.
  • Meet or exceed individual and team sales goals through lead generation, sales calls, platform demos, and proposals to small, medium, large, and enterprise prospects.
  • Listen to market and customer feedback to ensure messaging and product features meet market needs.
  • Support sales, marketing, and customer success operational processes to manage business metrics and deliver for customers.
  • Assess and plan team staffing needs based on growth targets.
  • Hire, lead, and coach a high-functioning sales team that meets or exceeds sales targets while maintaining a healthy, productive, competitive, and collaborative team environment.
  • Nurture the team by planning career and professional growth, succession planning, and overall team wellbeing.
  • Plan and lead outbound lead generation and sales strategies.
  • Communicate with prospects to understand their needs and explain the company's value proposition.
  • Attend and participate in industry functions, trade shows, and webinars, and network with industry and referring groups.
  • Collaborate with clients and customer success, product, and technical teams to deliver the product and services effectively.
  • Provide responsive, high-quality service and support to customers, colleagues, end users, and other stakeholders.

Desired Qualifications

  • Experience in start-up environments and/or in the financial industry is ideal.
  • Staffing industry experience and knowledge of contingent workforce lifecycle, MSP programs, VMS technology, and Applicant Tracking Systems are ideal.

About the Company

PAIDIEM

Automates payroll, invoicing, time, and reporting

Paidiem provides an all-in-one financial technology platform that automates payroll, invoicing, time management, and financial reporting for businesses with a contingent workforce. It connects with a company's existing systems or can replace them, enabling quick onboarding and seamless workflows. The platform operates as a software-as-a-service (SaaS), charging subscription fees and additional charges for premium features. A key capability is on-demand pay, which allows workers to access earned wages outside normal pay cycles, supporting financial wellness. By automating administrative tasks and ensuring accuracy and compliance, Paidiem helps businesses reclaim resources, reduce errors, and focus on growth. Its goal is to streamline payroll and related processes for contingent workers, enabling organizations to scale efficiently while maintaining financial control.

Company size
1-10
Company stage
Seed
Total funding
$4.8M
Headquarters
Toronto, Canada
Founded
2019

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