Sales Representative, Supply Chain and Logistics

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

Location: Toronto, ON, ca, Remote

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.

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…