Strategic Outbound Account Executive Job Toronto Ontario Canada,Sales

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Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

We’re looking for a Strategic Account Executive to join our sales team in NOAM. As a Strategic Account Executive focused on new business, you will be at the forefront of our company's growth in Retail, driving revenue by identifying, pursuing, and closing strategic deals with high-value new clients in the retail network division. This role demands a proactive and results-oriented professional, with a demonstrated ability to consistently exceed sales targets within a direct sales environment.

You will act as a trusted advisor, understanding potential clients' complex business needs and delivering tailored solutions that resonate and close.

What you'll be doing:

Proactively spot high-potential retail prospects and show how Lightspeed optimises operations and elevates guest satisfaction.

Craft and execute sales strategies to win key retail accounts using Lightspeed’s POS, online ordering, and inventory tools.

Deliver compelling demonstrations that highlight how Lightspeed streamlines workflows and enhances guest experiences.

Guide complex deals from first contact through negotiation and closing, showcasing Lightspeed’s integrated payments and efficiency.

Consistently surpass quarterly and annual goals, driving adoption of Lightspeed’s transformative retail technology

Cultivate trust with owners, managers, and decision-makers, aligning Lightspeed solutions with their unique needs.

Understand business goals and pain points, leveraging Lightspeed’s analytics and reporting to create seamless onboarding and long-term success.

And a little bit of...

Work on other sales/marketing campaigns designed to improve the customer experience as well as grow Lightspeed MRR in the process.

Maintain accurate records of sales activities and prospect interactions within the CRM system

Contributing as part of the wider team to achieve organisational targets, even if this means doing things that aren’t strictly within the scope of your role.

What you need to bring:

4 years + experience in direct, outbound sales with a proven record of managing the entire sales cycle and exceeding targets.

Experience in IT solutions, software sales, e-commerce, cloud applications, SaaS, POS, retail, or related technology sectors.

Expertise in leading high-value negotiations and securing strategic deals.

Proficient critical thinking skills to assess complex situations and deliver effective, results-orientated solutions.

Exceptional verbal and written presentation skills to engage and persuade senior stakeholders.

Skilled at fostering trust with decision-makers through emotional intelligence and active listening.

CRM & Pipeline Management:
Proficient in Salesforce or similar tools to track leads and streamline sales processes.

Thrives in fast-paced, evolving environments with persistence and a results-focused mindset.

As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position.

We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role... hit the ‘Apply’ button and give it a try!

Be a changemaker

You’ll enjoy:

A flexible work environment that empowers you to do your best work

A culture that celebrates performance

The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard

Career-defining opportunities

Plus benefits designed to keep you happy, healthy and fulfilled.

Flexible paid time off and remote work policies

Equity options, because this is your company too

Contributions to your pension plan. Your future matters

Training opportunities to grow your skills and career

Health and wellness credit so you feel your best

Time off to volunteer and give back to your community

Interest groups, employee led networks, social committees to sponsored sports teams

Computer purchase program to get your personal Macbook

Enhanced parental leave to support growing families

Fuel your growth. Find your people.

At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you, all within a driven, diverse and inclusive team that’s passionate about empowering our communities


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