Technology Solution Sales Specialist (Entry Level)

GlassHouse Systems (GHS) is an enterprise systems, and managed services solutions provider that develops, designs and deploys solutions for leading enterprises in Canada and the US. For almost 33 years, GHS has delivered an enterprise level of service and support to clients. Recognized with industry-leading awards each year, GHS translates this differentiation into positive client experiences.

We are seeking a motivated and driven Entry-Level Technology Solution Sales Specialist to join our high-performance, collaborative sales team. This role is ideal for early-career professionals or recent graduates looking to build a foundation in technology sales while gaining hands-on experience across the full sales cycle.

In this role, you will manage a portfolio of existing accounts while developing new business opportunities through proactive outreach. You will be responsible for both prospecting and closing, working within a high-volume, transactional sales motion that includes maintenance renewals, hardware, software, and services.

You will work closely with experienced senior sellers and receive structured training to accelerate your development into a fully independent sales professional.

Responsibilities:

Account Management & Revenue Growth

• Manage a base of existing mid-market and enterprise accounts
• Drive maintenance contract renewals, upgrades, and follow-on business
• Identify expansion opportunities within assigned accounts

New Business Development

• Proactively build pipeline through: Cold calling, Email outreach, Social selling (LinkedIn, etc.)
• Execute targeted outbound campaigns aligned to specific product and sales plays
• Follow up on inbound leads from marketing and vendor partners

Sales Execution

• Own opportunities from identification to close, including: Needs discovery, Solution positioning (technical + business value), Quotation and proposal development, Negotiation and closing
• Manage a transactional, high-volume pipeline with deal sizes ranging from $10K to $250K
• Navigate sales cycles typically ranging from 3–6 months

Collaboration & Learning

• Partner with senior sellers on select opportunities
• Participate in ongoing product, sales, and technical training
• Leverage internal resources to accelerate deal progression

Disclaimer:

What you'll get:

Competitive salary

Health benefits (medical, vision, dental)

Life insurance

Pension plan

Professional development

Amazing company culture

Free parking

Gym on-site

The base salary range + commission for this position in Canada is $75,000 - $100,000 CAD per year.

Join a team of professionals led by a diverse set of leaders from across the industry.

GlassHouse Systems commitment:

We believe that a diverse team is the key to innovation and growth. We are an equal opportunity employer that values diversity at our company and encourages all candidates to apply. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

GlassHouse Systems will accommodate individuals with disabilities through each stage of the recruitment process. Please advise us of any needs when your interview is booked and we will do our best to meet your needs.

Please note that all candidates have to be legally eligible to work in Canada.

Any offer of employment will be conditional upon a criminal record check.

GlassHouse Systems thanks all candidates for their interest, however only those selected to continue in the process will be contacted.

Requirements:

• Bachelor’s degree (Business, Engineering, Mathematics, or related discipline preferred)
• Strong communication and interpersonal skills
• Demonstrated interest in sales, business, or technology
• Internship or experience in sales or customer-facing roles - Advantage
• Leadership experience (e.g., team captain, student leadership, volunteer leadership) - Advantage
• Exposure to technology or IT solutions - Advantage

Core Traits

• Hardworking – You bring energy, effort, and consistency
• Persistent – You handle rejection and stay focused on outcomes
• Creative – You find new ways to engage clients and solve problems

Mindset

• Comfortable operating in a fast-paced, high-activity environment
• Willing to take risks, learn quickly, and improve through feedback
• Confident communicating with clients, even early in your career

What May Hold You Back

This role may not be a fit if you:

• Prefer to wait for direction instead of taking initiative
• Avoid outreach or are uncomfortable engaging new clients
• Struggle with resilience or fear rejection
• Lack drive or accountability for results