Sales Executive - Eastern Canada & Manitoba (Remote)

Trufla; Toronto; Remote; CAD 60,000 - 80,000; Full time

Job summary

A leading company in the insurance sector is seeking a Sales Executive for Ontario and Manitoba. This remote role involves prospecting clients, managing sales pipelines, and providing tailored tech solutions to brokerage owners. Ideal candidates will have strong knowledge of P&C insurance and proven sales experience. The position offers competitive salary and commission structures, along with opportunities for growth in a transformative environment.

Benefits

Generous commission structure

Quarterly and annual bonus incentives

Qualifications

• Solid knowledge of P&C insurance and brokerages.
• Proven solution-selling experience in SaaS or B2B.

Responsibilities

• Identify and engage potential clients through outreach.
• Manage sales pipeline from first contact to close.
• Lead solution-based conversations with brokerage owners.

Skills

Communication

Negotiation

Independence

Tools

HubSpot

Job description

Join to apply for the Sales Executive - Ontario & Manitoba (Remote) role at Trufla

3 days ago Be among the first 25 applicants

Join to apply for the Sales Executive - Ontario & Manitoba (Remote) role at Trufla

We’re changing the game—and we’re looking for the right sales talent to help us do it.

At Trufla, we’re on a mission to reinvent how insurance brokerages operate. We’re not just building software—we’re building tools that empower brokers to sell smarter, serve faster, and grow stronger.

After years of development, we’re preparing to launch a fully integrated platform that transforms how brokers capture leads, quote policies, and manage clients. It’s not quite a BMS. But it’s not not a BMS either. It’s something more.

We’re assembling a national sales team to take this to market. If you understand the business of insurance, love technology, and have a bias toward action—we want to talk.

Key Responsibilities

1. Prospect and Qualify: Identify and engage potential clients through outbound outreach, networking, and inbound lead follow-up.
2. Own the Pipeline: Manage your sales pipeline using HubSpot, from first contact to close.
3. Consult & Sell: Lead solution-based conversations with brokerage owners, understanding their challenges and tailoring tech solutions that solve real problems.
4. Negotiate & Close: Deliver proposals, manage objections, and drive deals to the finish line.
5. Collaborate Cross-Functionally: Share feedback with Product, Marketing, and Customer Success teams to support continuous improvement.
6. Stay Sharp: Keep up with trends in the broker landscape, insurtech innovation, and competitor moves.
7. Crush Your Targets: You’ll have clear goals. Your job is to exceed them.

Required Skills And Qualifications

1. Solid knowledge of P&C insurance and how brokerages operate.
2. Proven solution-selling experience, ideally in SaaS or B2B.
3. Confidence in presenting to decision-makers and closing multi-stakeholder deals.
4. Strong communication and negotiation skills.
5. Independence: you thrive in a self-directed environment.
6. Willingness to travel to conferences, client meetings, and team events.

Bonus: Level 1 Insurance License is a plus—but not required.

Compensation

1. Competitive base salary
2. Generous commission structure
3. Quarterly and annual bonus incentives
4. Opportunity to sell a game-changing product in a legacy-bound industry

Let’s Build Something Better

This role is for people who aren’t content with the way things have always been done. If you’re energized by disruption, passionate about tech, and know the insurance world inside out—Apply Now.

Seniority level

• Entry level

Employment type

• Full-time

Job function

• Sales and Business Development

Industries

• Insurance