Sales & Marketing

Director, Insurance Solutions (Remote)

Preferable Location(s): Raleigh, United States of America | Charlotte, United States of America | New York, United States of America | Toronto, Canada | Kitchener, Canada
Work Type: Full Time

Who is ProNavigator?

ProNavigator is a venture-backed insurance technology company on an exciting growth path. We build software that helps insurance companies boost their operational efficiency, improve team satisfaction, and win more clients.

At ProNavigator, we’re tackling and solving unique challenges. Every day is an exciting new opportunity to collaborate with colleagues as we build a leading-edge platform and support our clients to do their best work. Our culture is built on the values of openness, collaboration, empathy, hard work, creativity and high performance. We’re looking for new team members who will try new things, share their opinion, move fast, think creatively and have fun.

What’s this role all about?

The Director, Insurance Solutions is an important addition to our team as we focus on growing our client base of US insurance carriers and mutuals. In this you will provide hands on leadership to drive and close sales while also partnering with our CEO and leadership team to lay the foundation for a scaling sales function. This is a perfect role for someone who is looking to have an influential role as a leadership team member while excited about contributing their proven success to a greenfield market with lots of opportunity.

In this role, your responsibilities will include:
  • Leveraging deep knowledge of the insurance industry to understand prospect pain points and where ProNavigator can help them achieve business goals

  • Driving deals from origination to contract signing, working with internal and external stakeholders to understand client needs, creating urgency throughout the process and closing deals to meet quarterly revenue targets

  • Developing solutions- and trust-based relationships with potential clients early in the sales cycle to enable future deal success

  • Understanding, leveraging and scaling various methods to effectively generate a healthy sales pipeline

  • Developing materials (e.g. sales presentations, messaging, demos) to support effective sales processes and advance deals

  • Creating standard sales processes that lead to repeatable success as defined by pipeline and close rate metrics

  • Establishing sales tracking, measurement and reporting best practices to provide insights on individual deal progress and overall sales function performance

  • Working collaboratively with Customer Success and Product teams to integrate product knowledge into the sales process and proactively share client feedback and insights

  • Driving the recruitment and development of sales team members, ensuring they are set up to succeed against role expectations and targets


While this role will be remote-first, some travel, approximately 25%, may be required across Canada and the US.

What do you need to be successful?

The experiences, skills and attributes we think are key to your success are listed below. If you’re excited about this role but don’t meet 100% of these qualifications, we still encourage you to apply – we know there is no match for hunger, curiosity and an ability to figure things out in an often-ambiguous environment.


  • 5+ years of hands-on experience leading sales processes of technology solutions to enterprise clients in the insurance space

  • Previous consulting experience, particularly in a firm’s dedicated insurance practice, with experience working closely with insurance companies to understand and solve their unique and complex business needs, ideally through the lens of technology solutions

  • 3-5 years of management experience including leading efforts to standardize and scale operations and providing coaching and direction to team members

  • Deep knowledge of the US insurance industry, understanding of common pain points in this industry and a strong network within US insurance carriers.

  • Advanced problem solving capabilities demonstrated by driving full cycle client engagements including initial project scoping, ongoing project management, client education and proposal presentation and final implementation and change management

  • Exceptional verbal and written communication skills across emails, calls, presentations and in-person interactions with the ability to position ProNavigator and our differentiation to capture the attention of prospects, understand and reflect their needs and challenges, communicate technical concepts in a digestible format and effectively manage objections

  • Proven capability to develop champions effectively, getting multi-threaded within accounts and achieving technical validation

  • A strong fluency in technology with previous experience understanding and leveraging knowledge about technical concepts, ideally with experience in the software or SaaS industry

If you need accommodations during the hiring process, let us know at any time and we’ll make sure you’re set up for success.

What’s in it for you?

We’re looking for the best of the best to join our team and in return, we invest in the things that are important to our team members including:

  • Aggressive total sales compensation package including salary and sales incentive plan with performance-based accelerators

  • Stock equity grants

  • 4 weeks of vacation for all employees to give you the time away from work you need

  • Unlimited and flexible time off to help you rest and recover when you’re sick or to manage things that come up in your personal life

  • Remote-first work environment that gives you the flexibility to work wherever you’re most productive

  • Professional development budget so you can pursue growth in the areas related to your career goals

  • A culture that focuses on collaboration, transparency and communication and that prioritizes employee feedback as we continue to make investments in our team

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