Sales Executive

Rival Insurance Technology; Toronto; Remote; CAD 70,000 - 90,000; Full time

Job summary

A leading insurance technology company is seeking a Sales Executive to help brokers modernize their businesses through digital solutions. This fully remote role involves engaging and converting clients, leading product demos, and maintaining client relationships. Ideal candidates should have a strong B2B sales background and excellent communication skills. The company values innovation and offers generous paid time off and professional development opportunities.

Benefits

Generous paid time off

Flexible work environment

Ongoing professional development

Qualifications

• Proven track record in B2B sales, preferably in tech or insurance.
• Clear communication style and strong presentation skills.
• Experience using CRMs and tools like Microsoft Office or Google Workspace.

Responsibilities

• Identify, engage, and convert brokers into long-term customers.
• Lead product demos focusing on client value.
• Build trust with clients and ensure smooth onboarding.

Skills

B2B sales experience

Strong presentation skills

Relationship building

Self-starter energy

CRM proficiency

Education

Degree in business, insurance, or technology

Tools

Microsoft Office

Google Workspace

Job description

Why This Role Matters

As a Sales Executive at Rival Insurance Technology, you’ll be at the forefront of helping insurance brokers modernize their businesses through digital solutions. You’ll connect with new and existing clients, guide them through the value of our products, and ensure their success with Rival from the first conversation to long-term partnership. This role is equal parts hunter, relationship-builder, and product advocate.

You’ll be joining a growing team that values curiosity, collaboration, and clarity—and your work will directly influence Rival’s growth and the experience of our customers.

What You’ll Be Doing

Sales & Business Development

• Identify, engage, and convert prospective brokers into long-term customers
• Lead product demos (virtual or in-person) that focus on client value
• Maintain a healthy pipeline and consistently meet or exceed monthly / quarterly sales goals
• Stay close to the needs of the market and surface trends and feedback internally

Client Relationship Management

Build trust with new and existing clients through consistent follow-up

Partner with our Client Services team to ensure smooth onboarding and support

Provide training and guidance on new product features to drive adoption

Market Presence

Represent Rival at industry events, trade shows, and webinars

Collaborate with Marketing to co-create sales assets and messaging

Act as a brand ambassador who can speak to our value, vision, and culture

Process & Operations

Support implementation for new clients with professionalism and clarity

Track outreach and opportunities in our CRM with discipline and accuracy

Continuously sharpen your knowledge of the insurance landscape and Rival’s offerings

What You’ll Bring

A proven track record in B2B sales—bonus if you’ve sold tech or worked in insurance

A clear, confident communication style and strong presentation skills

Comfort building relationships across client levels, from operations to executives

Self-starter energy—you know how to manage your time and follow through remotely

Experience using CRMs and tools like Microsoft Office or Google Workspace

A degree in business, insurance, or technology—or equivalent experience

What You’ll Gain

The opportunity to shape the future of a growing tech company in the insurance space

A fully remote environment built on trust, autonomy, and shared outcomes

Generous paid time off and flexibility to support balance

Ongoing professional development and learning opportunities

About Rival Insurance Technology

Rival builds technology that helps brokers and MGAs modernize how insurance gets done. We’re trusted by partners across Canada for our focus on innovation, usability, and customer care. Our mission is simple : Innovate Insurance Together . We’re proud of our 30-year foundation—and we’re even more excited about what’s next.

Our Commitment to Inclusion

Rival is committed to creating a diverse, inclusive, and accessible work environment. If you require accommodation during the hiring process, just let us know—we’re here to support your success.

We appreciate all applicants. Only those selected for an interview will be contacted.

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