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Sales Executive

2 weeks ago

Brampton, Ontario, Canada Weekday AI (YC W21) Full time

This role is for one of the Weekday's clients
Min Experience: 3 years

Location: Toronto, Brampton, Mississauga

JobType: full-time

We are seeking a driven Sales Executive to accelerate new business growth within the IT solutions and Customer Communication Management (CCM) space. This role focuses on lead generation, enterprise account acquisition, and building long-term relationships with organizations that outsource printing, document management, and CCM services.

Requirements
*Key Responsibilities*

  • Identify and generate new business opportunities through prospecting, cold outreach, networking, and referrals.
  • Build and nurture strong relationships with printing companies, in-plant facilities, and outsourced print service providers.
  • Engage with banks, insurance firms, healthcare organizations, and large enterprises outsourcing CCM and print operations.
  • Schedule client meetings, open new accounts, and successfully transition signed clients to delivery and technical teams.
  • Understand client requirements and present customized IT and CCM solutions aligned with business needs.
  • Manage sales pipelines, leads, and activities using CRM tools such as Zoho or equivalent platforms.
  • Participate in client meetings, trade shows, and industry events across international markets (USA, Europe, Canada).
  • Execute consistent follow-ups via email and calls to advance opportunities.
  • Own assigned territories and accounts while consistently achieving or exceeding sales targets.

Required Experience & Skills

  • 4-6 years of experience in enterprise sales, preferably within IT solutions, software services, printing solutions, or CCM platforms.
  • Strong understanding of the printing ecosystem, CCM technologies, or document management systems.
  • Established network with printing service providers, in-plant operations, and outsourced vendors.
  • Proven success in business development, new logo acquisition, and closing enterprise-level deals.
  • Experience selling to BFSI, insurance, healthcare, and large enterprise clients.
  • Excellent communication, negotiation, and presentation skills.
  • Valid passport with willingness to travel internationally (USA, Europe, Canada).
  • Self-motivated, target-oriented, and capable of working independently in a contractor-based role.
  • Willingness to provide professional references from prior engagements.

*Location*
Mississauga / Brampton / Toronto

Core Skills
Sales

Business Development

New Business Acquisition

IT Solution Selling

B2B Sales

Enterprise Hunting