Job DescriptionThe Opportunity:Our client is seeking a Regional Sales Director to help scale their modern SaaS platform within the Canadian insurance space. With a focus on Eastern Canada, this fully remote role offer the chance to work at the forefront of insurance technology. The successful candidate will bring deep industry knowledge and strong B2B sales experience to help drive adoption of an all-in-one platform tailored for insurers, mutuals, MGAs, and brokerages.This role is ideal for someone who thrives in a fast-paced environment, values flexibility, and is motivated by the opportunity to transform how the insurance industry operates.The Employer:Our client is a rapidly growing technology firm offering a configurable, all-in-one software solution built specifically for the insurance industry. With a strong reputation for innovation and customer focus, theyve earned the trust of insurers and brokers across Canada. The company fosters a connected and collaborative culturedespite being fully remoteand is known for valuing initiative, transparency, and team success.About You:Youre a consultative sales professional with 5+ years of success in B2B software salesideally in the insurance or InsurTech space. You bring a deep understanding of insurance workflows and the ability to connect with senior decision-makers. Youre motivated by the chance to make a real impact, enjoy autonomy, and thrive in high-growth environments.Necessary Qualifications Include:5+ years of B2B software sales experience, preferably in InsurTech or related sectorsStrong understanding of the Canadian insurance market (carriers, mutuals, MGAs, brokers)Proven track record of generating and closing new business dealsExceptional presentation and communication skillsAbility to quickly learn and communicate complex software solutionsSelf-starter with a performance-driven, goal-oriented mindsetExperience in a high-growth SaaS environment is a strong assetWhats in It for You:Flexible compensation structure (salary, commission, or blended)Extended health, dental, and vision benefitsExtra time off beyond standard vacation and holidaysProfessional development allowanceEmployee and Family Assistance ProgramEquity participation through Share Appreciation RightsCollaborative, remote-first team culture with in-person connection opportunitiesChance to shape the future of insurance technology across CanadaAbout Us:DGA Careers has been proudly serving the Canadian insurance industry for over 30 years, specializing in recruitment for insurers, brokerages, and InsurTech firms nationwide. With offices in Toronto, Vancouver, Montreal, Edmonton, and Calgary, we bring local insight and national reach to every search.Interested candidates, please contact Kim Ehman at
Job Title
Regional Sales Director