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Tailor your resume to this Sales Representative- Permanent Full-Time - (Supply Chain and Logistics B2B) - Ontario role.

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About the Role

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

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.
• 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.

Skills

• Client outreach within Logistics (B2B)
• Previous sales experience in Logistics/Supply Chain B2B
• Sales
• Business Development
• Customer Success
• Account Management
• Sales Support
• E-commerce
• Shipping
• Logistics
• Marketplaces
• Small business services
• B2B sales
• Logistics
• Transportation

Location

• Canada

Work Type

• Full-time

Experience Level

• 2–5+ years of experience in sales, business development, customer success, account management, or sales support in Logistics/Supply Chain.

Education Level

• Post-secondary education or equivalent experience.

Salary/Compensations

• Starting $60,000 per annum
• Eligibility to participate in Sales Incentive Plan (Commission - tiered)

Benefits

• 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

About the Company

• 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.
• 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.

Equal Opportunity

• 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.