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Weekday AI (YC W21)
Sales ExecutiveWeekday AI (YC W21) • Mississauga, Peel Region, CA
Sales Executive

Sales Executive

Weekday AI (YC W21) • Mississauga, Peel Region, CA
30+ days ago
Job type
  • Full-time
Job description

Sales Executive – IT Solutions & Customer Communication Management (CCM)

Company: Weekday (client’s account). 3+ years of experience. Full‑time. Location: Toronto / Brampton / Mississauga, Canada.

This role focuses on lead generation, enterprise account acquisition, and building long‑term relationships with organisations that outsource printing, document management, and CCM services.

Roles & Responsibilities

  • Drive new business acquisition through prospecting, cold outreach, networking, and referrals.
  • Build and sustain strong relationships with printing companies, in‑plant facilities, and outsourced print service providers.
  • Engage with banks, insurance firms, healthcare organisations, and large enterprises that outsource print and CCM services.
  • Schedule client meetings, open new accounts, and seamlessly transition closed deals to delivery and technical teams.
  • Understand customer requirements and propose customised CCM and IT solutions.
  • Manage sales pipelines, leads, and activities using CRM tools such as Zoho or equivalent platforms.
  • Represent the organisation at trade shows, client meetings, and industry events across international markets (USA, Europe, Canada).
  • Execute timely email communications and follow‑ups to advance sales opportunities.
  • Own assigned territories and accounts while consistently meeting or exceeding sales targets.

Qualifications & Experience

  • 4–6 years of enterprise sales experience involving software, IT services, printing solutions, or CCM products.
  • Strong understanding of the printing ecosystem, CCM platforms, or document management solutions.
  • Established industry network with printing companies, in‑plants, and outsourced service providers.
  • Demonstrated success in new business development and closing high‑value enterprise deals.
  • Experience engaging with BFSI, insurance, healthcare, and large enterprise clients.
  • Excellent communication, negotiation, and presentation abilities.
  • Valid passport with willingness to travel internationally (USA, Europe, Canada).
  • Self‑driven, target‑oriented, and capable of working independently.
  • Willingness to provide professional references from prior roles.

Core Skills

  • Sales
  • Business Development
  • New Business Development
  • IT Sales
  • IT Solutions
  • B2B Sales
  • Hunting

Seniority level: Associate

Employment type: Contract

Job function: Other

Industries: IT Services and IT Consulting

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Sales Executive • Mississauga, Peel Region, CA

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