Senior Account Executive

Posted Yesterday
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2 Locations
In-Office or Remote
Senior level
Fintech • Insurance • Software • Analytics
The Role
Drive the full SaaS sales cycle, from prospecting and discovery through demonstrations, mutual action planning, negotiation, and closing. Manage pipeline hygiene, forecasts, revenue targets, and win rates while collaborating with BDR, Marketing, Risk, Product Management, and Customer Success teams. Build trusted relationships with upper-mid-market buyers, understand their challenges, communicate solution value, and provide customer feedback to support product improvements and post-sale growth.
Summary Generated by Built In

ClearRisk is a rapidly scaling SaaS company.  We are searching for a driven individual to join our sales team as a Senior Account Executive.  Reporting to the Chief Revenue Officer, the ideal candidate is an entrepreneur at heart, has a passion for building external relationships, driving sales and all the benefits and challenges that go along with that!


Location: St. John’s, NL, Canada or Remote


ClearRisk empowers our customers by optimizing risk and improving safety for their employees and the general public. We keep people from harm and help our customers be more successful.  Our cloud-based claims and risk management solutions provide customers with a suite of tools and insights built for industries such as municipalities, utilities, real estate/property groups, manufacturers, retailers and more. Our solutions lower insurance and risk management costs while giving meaningful data insights that drive business growth.


You’ll have strong team support and a proven, mature SaaS solution that’s currently in-use within over 350 organizations in North America providing documented results.


Who you are:

We’re looking for someone who can close with empathy and trust. We don’t pressure customers into bad-fit solutions. We prioritize long-term trust over short-term wins.

  • You’re detail-oriented with excellent follow-through skills and able to manage and execute multiple projects;
  • You’re obsessed with sales process, though aware that not every buyer follows the same steps in the same order and are able to pivot;
  • You’re a natural relationship builder;
  • You have strong market research, software demo, and pitch skills;
  • You are driven, consistent and accountable;
  • You have an owner mindset, your pipeline is your small business;
  • You’re a problem solver and genuinely motivated to help individuals and organizations be better tomorrow than they are today.

Why you want to work for us:

  • We’re growing, that means you’ll grow!
  • We have an awesome office space with a flexible work environment;
  • We offer a culture of openness and idea generation;
  • We pride ourselves on transparency and keeping it real;
  • From the most senior to the newest team member, we provide open access to decision makers and career building work;
  • We prioritize diversity, inclusion, and community building; and
  • We have a competitive compensation package.

What you’ll do:

  • Hunt, grow, nurture and close new business opportunities;
  • Work directly with ClearRisk’s BDR and Marketing team during the hand-off process from introductory meeting to Discovery
  • Collaborate with ClearRisk’s Director of Risk to partner on discovery meetings and uncover challenges and understand what success looks like for each prospect;
  • Maintain excellent CRM hygiene: clean next steps, challenges to overcome, closing dates, forecasts and more;
  • Perform product demonstrations, tying the prospects challenges to desirable success outcomes, clearly articulating process and workflow improvements before and after implementation;
  • Build mutual action plans and guide prospects through their buying process, many of whom are buying software for the first time;
  • Accountable for monthly, quarterly and annual pipeline and revenue targets;
  • Own every aspect of the sales process and accountable for pipeline velocity targets and win rate;
  • Provide timely and accurate sales forecasts;
  • Work with our Product Management Team to deliver feedback from new and prospective customers regarding desired functionalities and other features, especially those offered by competitors;
  • Work with the Customer Success team in support (but not accountable for) post-sale engagement and upsell efforts.


What you bring:

  • You have post-secondary education completed – ideally in marketing, business, economics, or technical field;
  • You have at least 5 years of sales experience and can demonstrate knowledge of sales process, preferably with SaaS products and services;
  • Majority of experience has been working upper mid-market/complex sales opportunities involving multiple decision makers and influencers;
  • You’ve worked as a member of a team where you’ve strived to consistently meet and exceed set targets;
  • You have excellent written and oral communication skills, meticulous, versatile, sense of responsibility, open-minded, team-spirited;
  • You’re able to travel as required within the US and Canada.

We are looking for a driven individual who is motivated to build their career. This is a full-time permanent position with a competitive salary, benefits package and more.

ClearRisk may use AI-enabled tools to support parts of the recruitment process, including reviewing and assessing applications. Human team members are involved throughout the hiring process, and all decisions about candidate progression and selection are made by people. If you have any questions or require accommodation, please contact the hiring contact at [email protected]

Skills Required

  • Post-secondary education completed, ideally in marketing, business, economics, or a technical field
  • At least 5 years of sales experience
  • Knowledge of the sales process
  • Experience with SaaS products and services
  • Experience selling upper-mid-market or complex solutions involving multiple decision-makers and influencers
  • Track record of consistently meeting and exceeding sales targets
  • Excellent written and oral communication skills
  • Detail-oriented, versatile, responsible, open-minded, and team-spirited
  • Ability to travel within the United States and Canada as required
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The Company
HQ: St. John's
47 Employees
Year Founded: 2006

What We Do

ClearRisk is a St. John's, Newfoundland-based provider of cloud-based risk management software. Its SaaS platform covers claims, incident, vendor, fleet, asset and certificate-of-insurance management, plus data analytics through ClearRisk Insights, helping risk managers reduce insurance claims costs and make data-driven decisions. Founded by CEO Craig Rowe, a former municipal risk manager, the company serves more than 150 organizations across North America, mainly in the public and private sectors.

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