Overview
This role is for one of the Weekday's clients. Min Experience: 4 years. Location: Toronto, Brampton, Mississauga, USA, Texas. Job Type: full time. We are seeking a Sales Executive to drive new business development, generate leads, and cultivate relationships within the printing and CCM (Customer Communication Management) sectors. This role is centered on recognizing opportunities, engaging with potential clients, and assisting us in expanding our reach.

Roles and Responsibilities

Identify and generate new business opportunities through prospecting, cold calling, and networking

Develop and maintain relationships with printing companies, in‑plant facilities, and outsourced print providers

Engage banks, insurance companies, and large organizations that outsource print and CCM services

Schedule appointments and establish new accounts; transition signed clients to the delivery/technical team

Assess customer requirements and propose customized CCM solutions

Monitor sales activities and manage the pipeline using Zoho CRM or similar platforms

Participate in trade shows, client meetings, and industry events across the USA, Europe, and Canada

Provide regular email updates and follow up on new prospects





Take ownership of and meet/exceed sales targets for designated territories and accounts

Required Skills

Experience: 4‑6 years in sales of software, IT services, printing solutions, or CCM products

Solid understanding of the printing industry, CCM solutions, or document management systems

Well‑established network with printing companies, in‑plant operations, and outsourced providers

Demonstrated success in business development and closing enterprise‑level transactions

Ability to engage effectively with BFSI, insurance, healthcare, and large enterprises

Exceptional communication, negotiation, and presentation abilities

Must have a valid passport and be open to international travel (USA, Europe, Canada)

Self‑motivated, results‑oriented, and capable of working independently as a contractor

Willingness to provide references from previous work experiences

Experience Required
A minimum of 4+ years in enterprise sales.

Key Skills

Sales

Business Development

Current Business Development

IT Sales

IT Solutions

IT Solution Selling

B2B Sales

Hunting

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📌 Sales Executive - IT Solution (Ontario)
🏢 Weekday AI (YC W21)
📍 Ontario