Sales Executive

Weekday AI (YC W21); Toronto; Hybrid; CAD 70,000 - 90,000; Full time

Job summary

A technology solutions company is seeking a Sales Executive in Toronto to drive new business growth in IT solutions and Customer Communication Management. This role involves lead generation, enterprise account acquisition, and relationship building with organizations outsourcing printing and document management solutions. Ideal candidates will have 4-6 years of enterprise sales experience, excellent communication skills, and a valid passport for international travel.

Qualifications

• 4-6 years of experience in enterprise sales involving software, IT services, or CCM products.
• Strong understanding of the printing ecosystem and document management solutions.
• Demonstrated success in new business development and closing high-value deals.

Responsibilities

• Drive new business acquisition through prospecting and networking.
• Build strong relationships with printing companies and service providers.
• Engage with large enterprises outsourcing print and CCM services.
• Manage sales pipelines and activities using CRM tools.
• Represent the organization at trade shows and industry events.

Skills

Sales

Business Development

New Business Development

IT Sales

IT Solutions

B2B Sales

Hunting

Tools

CRM tools (e.g., Zoho)

Job description

Be among the first 25 applicants.

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.

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 organizations, and large enterprises that outsource print and Customer Communication Management (CCM) services.
• Schedule client meetings, open new accounts, and seamlessly transition closed deals to delivery and technical teams.
• Understand customer requirements and propose customized CCM and IT solutions.
• Manage sales pipelines, leads, and activities using CRM tools such as Zoho or equivalent platforms.
• Represent the organization at trade shows, client meetings, and industry events across international markets (USA, Europe, and Canada).
• Execute timely email communications and follow-ups to advance sales opportunities.
• Own assigned territories and accounts while consistently meeting or exceeding sales targets.

Required Skills & Experience

• 4-6 years of experience in enterprise sales 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 professional references from prior roles.

Location

Mississauga / Brampton / Toronto

Core Skills

• Sales
• Business Development
• New Business Development
• IT Sales
• IT Solutions
• B2B Sales
• Hunting