Sales Development Representative

About L Squared

L Squared Digital is a prominent provider of digital signage software that empowers organizations to enhance communication with employees, customers, and visitors. Their platform, built on Microsoft Azure, offers enterprise-grade security, robust features, and measurable return on investment while minimizing communication costs. Serving industries such as corporate offices, campuses, healthcare, manufacturing, and retail, L Squared enables impactful and timely content delivery.

Role Overview

The Sales Development Representative (SDR) serves as the initial contact point between L Squared and prospective clients. This role focuses on managing the top of the sales funnel by identifying target accounts, connecting with decision-makers through various channels, qualifying leads, and scheduling meetings for Account Executives. Ideal for individuals who thrive on conversational outreach, embrace rejection constructively, and seek a long-term career in technology sales.

Key Responsibilities

• Conduct high-volume outbound prospecting via cold calls, email campaigns, LinkedIn, and SMS/text to create qualified sales opportunities.
• Utilize a parallel dialer system to increase call volume, connection rates, and live interactions with key decision-makers.
• Implement Account Based Marketing (ABM) strategies by researching and targeting key accounts with personalized multi-touch outreach across diverse stakeholders.
• Qualify both inbound and outbound leads using established criteria to provide Account Executives with highly qualified prospects.
• Maintain a healthy sales pipeline by consistently booking discovery meetings and meeting weekly and monthly targets.
• Keep accurate and up-to-date records of activities, contacts, and opportunities within the CRM (HubSpot), ensuring clean data and smooth handoffs.
• Collaborate with Account Executives, Marketing, and Sales Leadership to continuously improve messaging, targeting, and outreach strategies.
• Stay current on L Squared’s offerings, industry trends, and competitor landscape to enable value-driven conversations.
• Continuously test and refine outreach approaches based on results and coaching feedback.

Qualifications

• Minimum of 2 years’ experience in outbound sales, cold calling, or similar Sales Development/Business Development roles.
• Practical experience with CRM systems, with a strong preference for HubSpot; knowledge of Salesforce or similar platforms is also acceptable.
• Familiarity with parallel dialer or power dialing technologies such as Orum or Nooks.
• Understanding of Account Based Marketing (ABM) tactics and targeted prospecting across multiple stakeholders.
• Proficient in using various outreach channels including LinkedIn (Sales Navigator is a plus), cold calling, email sequencing tools, and calling/text platforms like Aircall.
• Strong technical aptitude with the ability to rapidly learn new software tools and sales processes.
• Proven success in achieving or exceeding activity, meetings, and pipeline goals.
• Must be able to work onsite five days a week at the North York office.

Key Skills and Attributes

• Exceptional verbal communication skills, capable of engaging confidently from coordinators up to C-level executives.
• Persistence and resilience, viewing rejection as a step toward future success and following up with professionalism.
• Effective time management, prioritizing high-value accounts and balancing outreach methods efficiently.
• Coachability, actively welcoming feedback and applying it to improve performance continuously.
• Curiosity to ask insightful questions that uncover real business needs and link them to suitable solutions.
• Competitiveness and goal orientation with full ownership of personal performance metrics.
• Team-oriented, sharing successes and insights to support collective achievement.

Education

Post-secondary education in Business, Marketing, Communications, or a related discipline is required.

Compensation and Benefits

• Annual base salary ranging from $50,000 to $55,000, complemented by uncapped commission opportunities.
• Defined career progression with advancement prospects into Account Executive and leadership positions.
• Continuous sales training, hands-on coaching, and mentorship from seasoned sales leaders.
• Opportunity to promote a Microsoft Azure-based platform with proven return on investment for clients.
• A collaborative and energetic in-office culture that celebrates team achievements.
• Additional perks include company events, on-site parking, and paid time off.

Additional Information

This is a direct full-time, onsite role based at the North York, Ontario office. L Squared is committed to diversity and fosters an inclusive workplace environment, welcoming applicants without discrimination. Reasonable accommodations are provided for candidates with disabilities throughout the recruitment process.