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 skilled 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)
🏢 Weekday AI (YC W21)
📍 Mississauga