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Chit Chats

Sales Representative- Permanent Full-Time - (Supply Chain and Logistics B2B) - Ontario

Toronto, ON, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Nov 28, 2026
Experience: 2–5+ years of experience in sales, business development, customer success, account management, or sales support in Logistics/Supply Chain.
Posting language: English
Posted: Oct 29, 2026

Original job description

Company Description

We make shipping easier for Canadian businesses and entrepreneurs.

Since 2001, Chit Chats has helped small businesses and entrepreneurs ship across Canada and around the world with simple, affordable shipping solutions.

But we’re more than a shipping company. We’re a team of people who care about helping others succeed. We’re curious about how we can do things better, cheerful in how we show up, and always ready to help.

If you want to work somewhere your ideas matter, your teammates have your back, and the work you do helps Canadian businesses and entrepreneurs grow, you’ll fit right in at Chit Chats.

Job Description

The role of the Sales Representative is essential in identifying, qualifying, and converting new business opportunities into active Chit Chats clients. This role is focused on building relationships with prospective clients, understanding their shipping needs, presenting relevant Chit Chats solutions, and guiding them through the decision-making process.

The Sales Representative’s responsibilities include: sourcing and following up with leads, conducting discovery calls, qualifying opportunities based on client fit, preparing proposals or pricing comparisons, and working with internal teams to ensure the client can be supported successfully.

Reporting to the Sales Manager – Business Development, the Sales Representative will contribute directly to revenue growth by turning qualified opportunities into active shipping clients and supporting the handoff to onboarding and account management once the client is ready to begin shipping.

Responsibilities

Identify and pursue new business opportunities through outbound outreach, inbound leads, referrals, marketplace research, and reactivation campaigns.
Conduct discovery calls to understand client shipping volume, current carriers, pain points, platforms, service needs, and growth potential.
Qualify prospects based on commercial fit, shipping profile, compliance requirements, operational feasibility, and expected revenue.
Present Chit Chats services clearly and professionally, tailoring the conversation to each client’s needs.
Prepare basic pricing comparisons, savings summaries, proposals, and follow-up materials.
Work with Sales Manager, Data, Product, and Operations to support more complex pricing or service-fit questions.
Maintain accurate lead, opportunity, and client information in CRM.
Track all outreach activity, follow-ups, next steps, and deal stages.
Coordinate with Onboarding and Account Management to ensure a smooth transition after close.
Follow up with prospects consistently and professionally to move opportunities through the pipeline.
Identify client needs that may inform future products, service improvements, marketing campaigns, or partnership opportunities.
Contribute to sales campaigns, vertical-specific outreach, and market research initiatives.
Meet or exceed assigned activity, pipeline, conversion, activation, and revenue targets.

Requirements

Strong written and verbal communication skills.
Client outreach within Logistics (B2B) considered a strong asset.
Previous sales experience in Logistics/Supply Chain B2B considered a strong asset.
Comfortable with cold outreach, discovery calls, follow-ups, and client presentations.
Strong customer-first mindset with the ability to understand client pain points and recommend practical solutions.
Good organizational skills and ability to manage multiple prospects at different stages.
Ability to learn Chit Chats’ services, pricing structure, shipping workflows, compliance considerations, and operational requirements.
Experience using CRM software, Google Workspace, Microsoft Office, and basic reporting tools.
Strong problem-solving skills and ability to coordinate with internal teams.
Self-motivated, resilient, and comfortable working toward sales goals.
Ability to balance revenue growth with client fit, profitability, and operational feasibility.

Qualifications

Post-secondary education or equivalent experience.
2–5+ years of experience in sales, business development, customer success, account management, or sales support in Logistics/Supply Chain.
Experience in e-commerce, shipping, logistics, marketplaces, or small business services is an asset.
B2B sales experience, preferably in logistics, transportation, or a related industry considered an asset.

Additional Information

Total Rewards and Compensation:

Salary: Starting $60,000 per annum and Eligibility to participate in Sales Incentive Plan (Commission - tiered)
Employer paid Group Benefits (Health, Dental and Vision; 80% coverage). After 3 months.
Annual Year-End Bonus.
Two weeks paid vacation (negotiable)
Birthday leave (Paid)
A rich GRSP plan eligibility after 3 months of employment

We thank you for your application, but only those candidates selected for an interview will be contacted.

Please note that the successful candidate will be subject to reference and criminal background checks prior to employment.

As a federally regulated employer, Chit Chats Express fully supports the principles of employment equity and encourages all qualified members of the designated groups to apply.

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More about this job

Responsibilities

Identify, qualify, and convert prospective business clients by conducting outreach and discovery calls, assessing shipping needs, and presenting tailored Chit Chats solutions and pricing. Manage leads and sales pipeline in the CRM, coordinate with internal teams and client onboarding, and meet activity, conversion, activation, and revenue targets.

Requirements

Requires strong communication, organization, customer-focused problem-solving, and comfort with cold outreach, discovery calls, follow-ups, and presentations. Seeks post-secondary education or equivalent experience and 2–5+ years in sales, business development, customer success, account management, or sales support; logistics or supply chain B2B experience is an asset.

Skills

B2B Sales
Business Development
Lead Generation
Cold Outreach
Discovery Calls
Prospect Qualification
Client Presentations
Pricing Comparisons
Proposal Preparation
CRM Management
Pipeline Management
Sales Reporting
Market Research
Cross-Functional Coordination
Problem-Solving

Benefits

Employer-Paid Health Benefits
Employer-Paid Dental Benefits
Employer-Paid Vision Benefits
Annual Year-End Bonus
Paid Vacation
Paid Birthday Leave

Visa sponsorship

Not detected in the job text

Keywords

B2B Sales
Logistics
Supply Chain
Shipping
Transportation
Business Development
Lead Generation
Outbound Outreach
Inbound Leads
Discovery Calls
Prospect Qualification
Client Presentations
Pricing Comparisons
Proposals
CRM
Google Workspace
Microsoft Office
Sales Pipeline
Revenue Targets
E-Commerce
Market Research
Compliance Requirements
Operational Feasibility
Onboarding
Account Management

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