Regional Sales Manager - Insurance Services Industry - (Winnipeg, Regina or Saskatoon)

DGA Careers; Saskatoon; Remote; CAD 80,000 - 100,000; Full time

Job summary

A leading company in the insurance services industry is seeking a Regional Sales Manager to enhance market presence across Saskatchewan and Manitoba. This home-based role requires strong relationship-building skills, with a focus on business development and client engagement. The ideal candidate will have extensive territory management experience and a proven sales track record. This position offers competitive compensation and growth opportunities within a rapidly expanding organization.

Benefits

Competitive compensation package

Growth opportunities

Qualifications

• 5-7+ years of territory management experience.
• Proven track record in B2B sales.
• Experience with HubSpot preferred.

Responsibilities

• Drive business development through marketing and sales.
• Build and maintain a strong network of clients.
• Attend industry networking events.

Skills

B2B Sales

Relationship Building

Negotiation

Communication

Problem-Solving

Education

Bachelor's degree in marketing or business administration

Tools

CRM systems

Job description

Regional Sales Manager - Insurance Services Industry -Winnipeg, Regina or Saskatoon

Compensation : Competitive base salary plus commission structure

Role Overview : This field-based position offers the opportunity to work remotely while developing and maintaining key relationships within the insurance industry across Saskatchewan and Manitoba. The successful candidate will play a crucial role in expanding our client's market presence and delivering exceptional service to insurance partners.

Key Responsibilities :

• Drive business development through marketing and sales of services to insurance adjusters
• Build and maintain a strong network of clients to ensure a consistent sales pipeline
• Attend and participate in industry networking events, including golf tournaments and trade shows
• Organize and conduct educational presentations such as lunch and learns and seminars
• Coordinate with operations team on new claims and scope of work
• Develop relationships with local accommodation vendors
• Maintain detailed activity reports and territory analyses
• Contribute to service improvements based on market feedback
• Assist in resolution of customer concerns
• Maintain accurate CRM records
• Travel requirement : approximately 50%

Required Qualifications :

• 5-7+ years of territory management experience
• Proven track record in B2B sales and relationship building
• Bachelor's degree in marketing or business administration (asset)
• Experience with CRM systems (HubSpot experience preferred)
• Demonstrated ability to meet sales targets
• Strong prospecting and closing skills

Core Competencies :

• Exceptional emotional intelligence and self-awareness
• Strong leadership and coaching abilities
• Cultural sensitivity and customer service orientation
• Advanced negotiation and presentation skills
• Excellent communication abilities (verbal, written, and listening)
• Strong organizational and time management skills
• Problem-solving and decision-making capabilities
• Ability to deliver results under pressure
• Adaptable and solution-oriented approach

The ideal candidate will be outgoing, entrepreneurial, and comfortable with frequent client entertainment activities. Insurance industry experience is beneficial but not required.

Working Arrangement : This is a home-based position with regular travel throughout Manitoba and Saskatchewan.

Qualified candidates are invited to submit their resume in confidence. Our client offers a competitive compensation package and excellent growth opportunities within a rapidly expanding organization.

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Regional Sales Manager • Saskatoon, Saskatchewan