Outside Sales Representative, Store (Toronto)

Outside Sales Representative, Store (Toronto)

04 Aug
|
Weekday AI (YC W21)
|
Toronto

04 Aug

Weekday AI (YC W21)

Toronto

Overview

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.

Compensation range: CA$90,000.00‑CA$120,000.00.

Employment type: contract.

Responsibilities Identify and generate recent 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.

Qualifications / 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, Greater Toronto Area, Canada.

📌 Outside Sales Representative, Store (Toronto)
🏢 Weekday AI (YC W21)
📍 Toronto

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