Regional Sales Manager - Insurance Services Industry - (Winnipeg, Regina or Saskatoon) - IW-9699

DGA Careers; Saskatoon, Winnipeg, Regina; Remote; CAD 80,000 - 120,000; Full time

Job summary

A leading company in the insurance services industry is seeking a Regional Sales Manager to oversee market expansion in Saskatchewan and Manitoba. This remote, field-based role involves driving sales and maintaining key relationships within the industry. Candidates should demonstrate strong business acumen alongside excellent relationship-building and sales skills, with a competitive compensation package and growth opportunities available.

Qualifications

• 5-7+ years of territory management experience.
• Proven track record in B2B sales and relationship building.
• Experience with CRM systems preferred.

Responsibilities

• Drive business development through marketing and sales of services to insurance adjusters.
• Build and maintain a strong network of clients.
• Organize and conduct educational presentations.

Skills

B2B sales

Relationship building

Negotiation

Presentation skills

Organizational skills

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) - IW-9699

Date of modification: June 3, 2025

Job number: IW-9699

Detail

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

Description

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

Location:Remote with travel requirements

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.

Information

• City: Winnipeg
• Job Type: Full-Time
• Education: Post Secondary Education
• Minimum experience required: 5 to 6 Years