Job Description

Webware is a Toronto-based company helping small businesses grow through modern digital marketing, website development, and online visibility tools. We value professionalism, integrity, and a growth mindset -- and we invest heavily in training so motivated individuals can build meaningful, long-term careers.

This role is part of

Webware Empire

, our

Management Training Program

designed to develop future leaders within the organization.

We're hiring an Entry Level Sales Associate to represent Webware in professional business environments -- including local events, community areas, business districts, and on-site visits across the Greater Toronto Area.

In this role, you'll gain hands-on experience in sales, communication, and client engagement while learning the foundations of business development and leadership.

Full training is provided

, weekly pay is standard, and there is a

clear, structured path for advancement into leadership and management roles

.

What You'll Do

Engage with local business owners in person to educate them on Webware's digital solutions Qualify interest, capture accurate lead information, and set appointments Execute structured outreach campaigns (territory coverage, follow-ups, appointment setting) Deliver Webware's message confidently and tailor conversations to each business owner Work closely with the sales and marketing team to align on strategy Maintain accurate CRM notes, next steps, and follow-up reminders Share daily and weekly performance updates (leads, meetings set, conversions) Support logistics for meetings and events to ensure a polished, professional experience Represent Webware with punctuality, professionalism, and a strong work ethic

Qualifications

Must be 18 years or older High school diploma or equivalent (post-secondary is an asset) Strong communication and interpersonal skills Coachable, goal-oriented, and eager to grow Comfortable initiating conversations with business owners Organized, reliable, and able to manage daily travel and follow-ups Experience in retail, customer service, hospitality, or sales is an asset Able to commute throughout the Greater Toronto Area for meetings and outreach

Compensation & Benefits

Weekly pay (every Friday) Uncapped earnings Weekly and quarterly performance bonuses Comprehensive training through our

Management Training Program

Rapid advancement opportunities with a clear path to leadership Supportive, high-energy team culture focused on growth

On-Target Earnings (OTE): $100k+

Job Type: Full-time

Pay: $55,000.00-$85,000.00 per year

Work Location: Hybrid remote in Toronto, ON M6G 2N4