VP Cyber Solutions Sales

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Toronto, ON, CAN
Hybrid
140K-160K Annually
Insurance • Cybersecurity
The Role
About Us
At Resilience, we’re creating a new category that integrates cybersecurity, cyber insurance, and cyber risk management.

Founded in 2016 by experts from across the highest tiers of the US military and intelligence communities – and built by prominent leaders and innovators from the insurance, technology, and cybersecurity industries – Resilience is rewriting the rules of how cyber risk is assessed, measured, and managed. Our integrated cyber risk solutions connect risk quantification software, cybersecurity experts, and A+ rated cyber insurance, all purpose-built for middle and large organizations. 

Guided strongly by our mission and four core values - transparency, excellence, grit, and humility, our culture uniquely blends many different backgrounds, experiences, and skills from across industries and geographies - all focused on helping our clients and partners stay ahead of the bad guys. We are a cybersecurity company, a Cyber and Tech E&O-focused MGA, a fintech startup, and a data science powerhouse, all purposefully built into one. 

Resilience is proud to be backed by leading technology investment firms, including General Catalyst, Lightspeed Venture Partners, Intact Ventures, Founders Fund, CRV, and Shield Capital. With headquarters in San Francisco, Resilience’s team is globally dispersed, with offices in New York, Chicago, Baltimore, Los Angeles, Toronto, and London. Resilience offers insurance coverage through its licensed and appointed insurance agents and security services through its expert security team.  

Resilience is redefining cyber risk-helping organizations track, translate, and transfer their exposure through our integrated Cyber Solutions platform. Our mission is to empower our clients to make smarter, data-informed decisions around their security posture and financial risk transfer. We are seeking a senior-level Cyber Solutions Sales Executive to lead growth and strategy for our Canadian operations, with a focus on our Edge and Enterprise offerings. This role will serve as a key market-facing leader responsible for driving pipeline conversion, deepening broker and client relationships, and elevating the Resilience brand across the region

Responsibilities:

  • Lead growth strategy and execution for Canadian territory, aligning our cyber risk solutions with mid-market and large enterprise insurance clients.
  • Own and expand relationships with key broker partners, clients, and internal stakeholders including underwriting and distribution leadership.
  • Drive product sales engagement, articulate the value of integrated cyber risk management—spanning resilience-building services, insurance placement, and post-event support.
  • Deliver sales analytics and reporting to track performance, identify opportunities, and disciplined pipeline management.
  • Serve as a thought leader and educator on cyber risk trends, supporting client advisory sessions, industry events, and broker training.

Qualifications:

  • 7–10 years of progressive experience in technology sales, cyber insurance, or brokerage, with a focus on middle market and large accounts.
  • Understanding of the cyber threat landscape, insurance market, and risk transfer strategies.
  • Successfully manage conversion of regional pipelines and grow visibility within the region to the Resilience Solution offerings.
  • Strategic thinker with a strong commercial mindset and the ability to connect security solutions with business outcomes
  • Exceptional communication skills with a client-first mentality and high emotional intelligence.
  • Based in Toronto, with ability to travel regionally as needed.

What Resilience Offers You
Innovative company culture
Flexible work schedules
Family paid leave
Paid healthcare for employees
401k
Professional development & career advancements
Flexible paid time off
Employee referral bonus

Accommodations and Accessibility

We want to ensure you're able to perform as well as possible in your interview. As part of that, if you have any accessibility-related needs to ensure a comfortable visit, please let us know. We'll do our best to provide reasonable accommodations to suit your working style during your interview and if you join our team.

If you require a reasonable accommodation in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please let your recruiter contact know.

Beware of Job Scams
Resilience is excited to welcome talented individuals to explore career opportunities with us. However, we urge you to stay vigilant against recruitment scams where fraudsters may impersonate our company. We will never ask for payments, conduct interviews via chat rooms, or contact candidates from personal email accounts. All job applications must be submitted through our official platform at lever.co, and interviews will only take place via approved Resilience accounts. If you receive suspicious outreach or have concerns, please contact us directly at [email protected] to verify authenticity. Thank you for helping us maintain a safe and secure recruitment process.

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The Company
HQ: San Francisco, CA
131 Employees
Year Founded: 2016

What We Do

Resilience has been purpose-built to eliminate the Fear, Uncertainty, and Doubt that the cyber security and insurance industries have thrived on. Our unique solution to cyber risk integrates stronger security and enhanced insurance coverage by prioritizing the threats that matter most to a client's business. By leveraging data on real world cyber incidents, we help our clients to better prepare, protect, and progress their cyber resilience.

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