About Silent Witness Silent Witness builds AI-powered accident reconstruction and injury analysis software for motor vehicle claims. We help personal injury law firms and insurance professionals understand the evidence, assess case strength and identify next steps. The role We’re looking for an Account Executive who can build pipeline, run compelling demos and close business. This is a hands-on, outbound-heavy role for someone who takes initiative and consistently creates their own opportunities. You’ll own the full sales cycle, from prospecting and discovery through to negotiation and close. You should be comfortable with high-volume outreach, speaking with decision-makers and explaining technical products clearly. What you’ll do
• Generate new business through cold calling, email and LinkedIn outreach.
• Build relationships with decision-makers at personal injury law firms and insurance organizations.
• Run discovery calls to understand customer needs and buying criteria.
• Deliver product demos tailored to each prospect’s workflow.
• Handle objections, manage follow-ups and close deals.
• Maintain accurate CRM records, pipeline and forecasts.
• Share customer feedback to improve our sales approach and product positioning. What we’re looking for
• At least 2 years of experience as an Account Executive at a software company. This is required.
• A track record of self-sourcing pipeline and closing software deals.
• Excellent verbal and written communication.
• Confidence on the phone and the discipline to maintain high outbound activity.
• Robust discovery, presentation and demo skills.
• Ownership of your results and consistent follow-through.
• Comfort working in a startup where you help build the sales process while executing it.
• Experience that stands out
• Legal or legal tech experience is a huge plus, but not required.
• Experience working with or selling to personal injury law firms is a plus.
• Insurance or insurtech experience is also a strong plus.

How to apply
• Apply with your CV and a short summary of your software sales experience. Include your quota attainment, the share of pipeline you generated yourself and your typical outbound activity.

📌 Senior Account Executive (Canada)
🏢 Silent Witness
📍 Canada