Enterprise Account Executive at Owl.co

Vancouver, British Columbia, Canada

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Not SpecifiedCompensation

Mid-level (3 to 4 years), Senior (5 to 8 years)Experience Level

Full TimeJob Type

UnknownVisa

Insurtech, P&C InsuranceIndustries

Requirements

4–6 years of SaaS new-logo experience; at least 2+ years selling into enterprise (multi-stakeholder, security/legal cycles)
Exposure to Insurtech / P&C insurance or adjacent regulated industries (bonus: carrier, TPA, SIU, claims tech)
Consistent quota attainment (e.g., ≥100% in 2 of last 3 years) with meaningful new-logo wins
Comfortable selling an outcomes-driven narrative (business case, ROI, value mapping) as well as product capabilities
Mastery of discovery, qualification, and exec presence; challenger mindset with strong storytelling
Located in Vancouver & willing to work East Coast hours; able to travel ~10–20% for customers and team onsites
Nice to have: Established network with carriers
Nice to have: Experience selling AI/data/analytics platforms or workflow tools
Nice to have: Familiarity with procurement, InfoSec, and DPA/MSA negotiation in regulated environments

Responsibilities

Own the full cycle from discovery → solution mapping → business case → security/legal → close → handoff
Build and manage a 3× pipeline coverage target with a disciplined methodology
Run executive-level conversations with insurers and ecosystem partners; tailor narratives to CCO/CFO/CIO and line-of-business leaders
Collaborate with Product, CS, and Tech to scope pilots, define success criteria, and convert to production
Forecast with precision in Salesforce; maintain clean hygiene across CRM
Contribute feedback loops to marketing and product; help refine ICP, messaging, and competitive positioning
Represent Owl at industry events (e.g., Insurtech-focused conferences) and customer onsite meetings as needed

Skills

Key technologies and capabilities for this role

SalesforceCRMPipeline ManagementEnterprise SalesDiscoveryQualificationBusiness CaseROI SellingExecutive EngagementForecastingSaaS Sales

Questions & Answers

Common questions about this position

What is the compensation for this Enterprise Account Executive role?

The OTE includes base salary, equity, and performance bonus ranging from $220k to $300k.

Is this position remote or on-site?

This is an on-site position located in Vancouver, requiring willingness to work East Coast hours and able to travel 10-20% for customers and team onsites.

What skills and experience are required for this role?

Requires 4-6 years of SaaS new-logo experience with at least 2+ years in enterprise sales involving multi-stakeholder and security/legal cycles, consistent quota attainment (≥100% in 2 of last 3 years), mastery of discovery, qualification, exec presence, and storytelling, plus exposure to Insurtech/P&C insurance or adjacent industries.

What is the company culture like at Owl.co?

The company emphasizes an in-person first collaboration office culture.

What makes a strong candidate for this position?

Strong candidates have 4-6 years of SaaS new-logo experience with 2+ years in enterprise sales, consistent quota attainment, exposure to Insurtech or regulated industries, and mastery of discovery, exec presence, and outcomes-driven selling.

Owl.co

Customer insight solutions for insurance claims

About Owl.co

Owl.co provides customer insight solutions tailored for the insurance industry, focusing on improving the claims process for bodily injury claims. The platform uses data analytics and machine learning to analyze both structured and unstructured data, allowing insurance companies to access unbiased information about claimants. This helps insurers make quicker and more informed decisions, ultimately leading to faster resolutions for claimants. Unlike its competitors, Owl.co emphasizes accuracy and efficiency in claim processing, addressing common issues such as delays and incorrect decisions that many claimants face. The company's goal is to streamline the claims process, ensuring that decisions benefit both insurers and claimants, resulting in a more efficient and fair experience.

Vancouver, CanadaHeadquarters

2018Year Founded

$32.7MTotal Funding

SERIES_BCompany Stage

Data & Analytics, Enterprise Software, Financial ServicesIndustries

51-200Employees

Benefits

Competitive compensation

Stock options

Medical, dental, vision, & disability insurance

401k

PTO

Personal development

Hybrid working environment

Risks

Emerging insurtech startups pose a threat to Owl.co's market share.

Rapid tech advancements may strain resources to keep the platform competitive.

Data privacy concerns could impact operations due to regulatory scrutiny.

Differentiation

Owl.co uses AI to detect non-eligible insurance claims efficiently.

The platform aggregates data from trusted sources for unbiased customer insights.

Owl.co's SaaS model offers scalable and flexible service delivery for insurers.

Upsides

Owl.co raised $30M to expand its workforce by 20% in North America.

Integration of AI-driven analytics enhances proactive fraud detection capabilities.

Growing demand for real-time data processing aligns with Owl.co's platform strengths.

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