Amazing Career Moments Happen Here
Transforming the insurance industry is ambitious, we know. That's why at Applied, we're building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers - all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable, we're creating a place where amazing career moments are made possible.
Position Overview
We are searching for an Enterprise Account Executive who will be responsible for selling company's connectivity, data solutions and advanced AI powered Risk Digitization Platform to existing strategic carrier & MGA clients and prospects that will have a major impact on the long-term success of the business, via telephone, virtual, and onsite engagements. Responsible for closing new logos and expanding existing accounts within Canada. This is primarily an outside sales role. The senior Enterprise Account Executive will be working under minimal supervision.
What You'll Do
- Create strategic account plans for key/targeted accounts identifying key individuals, initiatives, and actions to deliver solutions and anticipate/manage problems delaying customer purchase decisions; compress sales cycle by working with those charged with developing product value analyses and purchase justifications.
- Disseminate customer needs and the penetration strategy and tactics to bring alignment to company product road maps and sales and marketing activities.
- Gather market feedback on product performance, industry trends, competitive products, and strategies.
- Utilize a consultative approach to manage existing business relationships, build sound retention strategies, increase business, ensure customer satisfaction, utilize strong negotiation efforts to preserve business, and handle escalated customer issues.
- Develop/maintain in-depth knowledge of our clients' products and services and their practical application to operating challenges faced by the organization and customers on a day-to-day basis.
- Develop and manage strong relationships within each customer's functional department management and C-level executives.
- Establish an excellent working relationship with new and existing clients, continuously striving to improve the business relationship and level of overall service being provided.
- Directs prospecting and sales activities for large prospects, insurance companies and specified named clients.
- Pursues a program of self-development using selected reading, seminars, and participation in continuing education.
- Identifies and communicates possible improvements in the work process for customers and peers.
- Provides monthly, accurate forecasts to the Vice President, Insurers.
- Meets or exceeds assigned monthly, quarterly, and annual sales goals.
- Follows the Applied Solution Selling methodology.
- Represents Applied Systems by learning all Applied products and services, including their application to the insurance industry.
- Participating in the Industry events (conventions, gala, etc.)
We're Excited to Learn More About You
- Must have 5+ years of insurance industry experience or equivalent.
- Must have 5+ years of experience providing software solutions to large corporations.
- 10+ years successful sales experience, with a consultative/solution methodology
- A proven track record of quota over-achievement
- Excellent demonstration, presentation, negotiation, and conflict resolution skills
- Excellent knowledge of all products and services; market and competition
- Proficiency in using Salesforce or other CRM systems.
- Knowledge of Insurance Industry and its distribution system
- Solid time management skills
- Ability to prioritize and multi-task multiple projects.
- Manages competing demands.
- Functional proficiency with Microsoft Word, Excel, Outlook, and PowerPoint
- Candidate will need to reside in Canada, ideally in the province of Ontario or Quebec. Working arrangement will be hybrid/remote.
- Bachelor's degree or equivalent work experience
You may have other skills or credentials, including:
- Insurance industry experience
- Expertise in Salesforce
- Expertise with Slack
We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply!
When You Join Team Applied, You Can Expect:
A culture that values who you are and recognizes that you aren't just an employee; you are a teammate, and you matter. We thrive on the benefits of our different experiences and celebrate the uniqueness our teammates bring to work with them every day.
We flex our time together, collaborating remotely and in-person to empower our teams to work in the ways that work best for them.
A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day:
- Medical, Dental, and Vision Coverage
- Holiday and Vacation Time
- Health & Wellness Days
- A Bonus Day for Your Birthday
Our targeted starting total cash compensation in Canada for this position ranges exceeds CAD $200,000 per year. This range includes base salary and on-target performance-based variable commissions. Actual earnings are uncapped, and many team members exceed on-target amounts by surpassing their sales goals. To determine a new team member's starting pay, we consider a variety of factors, including depth, breadth, and variety of experience, skills, and responsibilities.
Learn more about the people behind our products at https://www1.appliedsystems.com/en-ca/about-us/jobs/
This position requires the employee to reside and work from one of the following provinces: Alberta, British Columbia, Manitoba, New Brunswick, Newfoundland and Labrador, Nova Scotia, Ontario, PEI, Saskatchewan.
Your Security Matters:
Our candidates' personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers.
EEO Statement
Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don't discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.
#LI-Remote
#LI-CA
Skills Required
- 5+ years of insurance industry experience or equivalent
- 5+ years of experience providing software solutions to large corporations
- 10+ years of successful sales experience using a consultative or solution-selling methodology
- Proven track record of quota over-achievement
- Excellent demonstration, presentation, negotiation, and conflict resolution skills
- Excellent knowledge of products, services, markets, and competition
- Proficiency with Salesforce or other CRM systems
- Knowledge of the insurance industry and its distribution system
- Solid time management skills
- Ability to prioritize and manage multiple projects
- Ability to manage competing demands
- Functional proficiency with Microsoft Word, Excel, Outlook, and PowerPoint
- Reside and work in an eligible Canadian province, ideally Ontario or Quebec
- Bachelor's degree or equivalent work experience
- Insurance industry experience
- Expertise with Salesforce
- Expertise with Slack
Applied Systems Compensation & Benefits Highlights
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Healthcare Strength — Health insurance (medical, dental, vision) begins on day one and is generally characterized as strong and comprehensive. Company and third-party materials also note options like HSA/FSA, wellness incentives, and virtual care.
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Flexible Benefits — Remote-first and hybrid work options under the company’s flexibility model are consistently highlighted as a significant perk. Work-from-home arrangements are widely available and well regarded.
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Inclusive Benefits Coverage — Fertility benefits, transgender healthcare coverage, abortion travel support, and paid family leave are explicitly included in the package. These offerings indicate attention to diverse employee needs.
Applied Systems Insights
What We Do
Applied is the connective intelligence transforming how insurance works. We build the platforms, data, and agentic systems that connect the entire insurance journey, turning months of manual work into moments. We keep work flowing, from thousands of agencies and carriers to the millions of policyholders they protect.
Why Work With Us
The most advanced technology in insurance does not build itself; people do. We care about the strength of our products because we care about our customers' wins, and we bring that same care to the people who build them. Here you get rare scope to build what an entire market runs on. This is where careers move an industry.
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Applied Systems Teams
Applied Systems Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
At Applied, we trust that our people will achieve the outcomes and deliver high-impact results to our customers, in whatever way - hybrid, in-person, or remote - that works best for them.



