Dash BookingDash Booking

Now Hiring

Sales Supervisor

Dash Booking Inc. is a fast-growing software company providing appointment booking, payment, marketing, POS, and business management solutions for beauty salons, spas, barbershops, and service businesses. We are looking for a motivated Sales Supervisor to lead and support our sales team while helping businesses discover solutions that improve their operations and customer experience.

Position Summary

About the Role

The Sales Supervisor will oversee daily sales activities, supervise sales representatives, support customer acquisition efforts, and ensure the team achieves sales and service goals. This role requires strong leadership, communication, and customer relationship skills in a software sales environment.

What You Will Do

Key Responsibilities

Supervise and support administrative, customer service, sales, and operational staff to ensure productivity and compliance with company policies.
Assign tasks, projects, and customer accounts to team members based on workload, skills, and business priorities.
Establish and coordinate employee work schedules to ensure adequate staffing and operational efficiency.
Prepare and analyze reports on sales performance, customer activity, operational metrics, and team productivity.
Respond to and resolve customer inquiries, service requests, escalations, and complaints in a timely and professional manner.
Coordinate and oversee daily business operations, ensuring staff activities align with company objectives and service standards.

Requirements

Qualifications

College, CEGEP or other non-university certificate or diploma from a program of 1 year to 2 years required. 2 years to less than 3 years experience in sales, customer service, software sales, business development, or supervisory roles.

Nice to Have

Preferred Qualifications

Experience with SaaS, POS systems, appointment booking software, or technology sales
Experience managing sales teams or supervising employees
Familiarity with CRM systems and sales pipelines
Experience working with beauty, wellness, hospitality, or service industries is an asset

Who You Are

Skills & Personal Suitability

Strong leadership and team management skills
Excellent communication and interpersonal skills
Client-focused mindset
Organized and detail-oriented
Problem-solving abilities
Initiative and self-motivation
Reliability and accountability
Ability to work in a fast-paced environment
Team player with strong relationship-building skills

Work Environment

Working Conditions

  • Fast-paced software sales environment
  • Combination of customer meetings, virtual demos, and team supervision
  • May require occasional evening or weekend availability based on business needs
  • Hours: 40 hours per week
  • Language of work: English
  • Work Location: In person

Compensation

Pay

$23.00–$30.00 per hour

Perks

Benefits

Dental care
Life insurance
Vision care

Join Our Team

How to Apply

Please put "Sales supervisor" on the subject line when emailing your resume to annadang@dashbooking.com or apply in person or mail your resume to the address: 1414 Main St, Winnipeg, MB, R2W 3V4.

Feel free to call us at 1 (844) 844-1567 if you have any inquiries or would like to discuss the position with us (a resume is still required if you would like to apply for the position).

Only shortlisted applicants will be contacted for an interview. Anyone who can legally work in Canada can apply for this job. If you are not currently authorized to work in Canada, we will not consider your job application.