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 qualified 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 (Ontario)
🏢 Weekday AI (YC W21)
📍 Ontario