As a Sales Manager at Rival Insurance Technology, you’ll help insurance brokers modernize their businesses through smart, practical technology. This is a hands-on sales leadership role for someone who understands the property and casualty insurance market, knows how brokers work, and can build trusted relationships across the Canadian insurance landscape.

You’ll lead sales activity, support and coach the team, manage pipeline discipline, and help grow Rival’s broker network. This role is equal parts relationship-builder, team coach, and growth driver.

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

•           Identify, engage, and convert prospective brokers into long-term customers

•           Develop and execute sales strategies that support revenue targets

•           Maintain a healthy sales pipeline and support accurate forecasting

•           Build relationships with brokers, customers, partners, and industry stakeholders

•           Lead or support product demos, broker meetings, and sales conversations

•           Represent Rival at industry events, conferences, trade shows, and webinars

•           Lead, mentor, and support members of the sales team

•           Set clear sales goals, KPIs, and expectations

•           Coach the team on prospecting, pipeline management, relationship building, and closing

•           Support performance conversations with clarity and accountability

•           Help build repeatable sales processes as the team grows

•           Stay close to market needs and share broker feedback with internal teams

•           Collaborate with Marketing on campaigns, messaging, events, and sales materials

•           Partner with Client Services to support smooth handoffs, onboarding, and long-term customer success

• Work with Product and leadership to surface trends, opportunities, and client needs

• Act as a brand ambassador who can speak clearly to Rival’s value, vision, and culture

•           Track outreach, opportunities, and sales activity in the CRM with discipline and accuracy

•           Support improvements to sales workflows, reporting, and team accountability

•           Help strengthen how Rival measures sales performance and customer growth

•           Continuously build knowledge of Rival’s products, the broker market, and the insurance technology landscape

•           Bilingual fluency in French and English is required

•           Property and casualty insurance experience is required

•           5+ years of sales experience, ideally in insurance, insurtech, broker technology, or a related B2B environment

•           2+ years of experience leading, coaching, or mentoring sales professionals

•           Strong understanding of the Canadian insurance broker market

•           Experience selling to or working with brokers, brokerages, MGAs, or insurance partners

•           A proven ability to build relationships, manage a pipeline, and close new business

•           Clear, confident communication skills and strong presentation ability

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

•           Comfort using CRM tools (Hubspot preferred), Microsoft Office,and modern sales tools

•           A practical, solutions-focused mindset and a willingness to work in a fast-moving environment

•           Existing relationships with broker networks, associations, or industry partners

•           Experience contributing to sales reporting, compensation plans, or performance frameworks

•           Experience selling software, SaaS, or technology-enabled services

• The opportunity to help shape the future of a growing Canadian insurtech company

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

• Meaningful work with visible impact across the business

• The chance to work closely with leadership, product, marketing, and client-facing teams

• Ongoing professional development and learning opportunities

Rival Insurance Technology is a Canadian insurtech company building modern software for property and casualty insurance brokers. For over 30 years, we’ve supported Canadian brokerages with trusted tools, deep industry knowledge, and a commitment to practical innovation.

Our mission is simple: Innovate Insurance Together. We’re proud of our foundation, and we’re even more excited about what’s next.

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.