Vice President of Sales

Rival

9d•Remote

About The Position

About Rival Rival Insurance Technology is a Canadian insurtech company modernizing how brokers run their business. With nearly 30 years in the industry and a fully remote team across Canada, we are at an inflection point -- new product family, growing broker network, and a leadership team that moves fast. The Role This is a builder role. You will own the full revenue and marketing function -- developing strategy, leading a growing team, and driving measurable results. You report directly to the CEO and operate at the intersection of sales execution, team leadership, and market presence.

Requirements

8+ years in insurance or insurtech, with 3+ years in a sales leadership role
Demonstrated track record building and scaling a B2B sales team
Proven ability to design commission structures and sales performance frameworks
French/English bilingualism with strong Quebec market understanding
Hunter mindset for net new business, with the discipline to build repeatable process
Comfortable in a fast-moving, remote-first, tech-forward environment

Nice To Haves

Familiarity with the AMF-regulated market and Quebec broker associations

Responsibilities

Develop and implement sales strategies to achieve revenue targets
Identify new business opportunities, potential clients, and broker channel partnerships
Build and maintain strong relationships with key customers, brokers, and stakeholders
Represent Rival at industry events and conferences
Lead, mentor, and develop the sales team to drive performance against defined targets
Set sales targets and KPIs, and hold the team accountable to outcomes
Design and manage commission structures aligned with industry practices
Hire, coach, and scale the team as the business grows
Streamline sales processes and drive operational efficiency
Collaborate with the leadership team on product and service requirements
Shape and execute marketing strategy in partnership with internal stakeholders