Digital Sales Account Executive

Duration | 12-Month Contract Location: Downtown Toronto Work Model: Hybrid, three days onsite per week Pay Rate: $27 - $31/hr Contract Duration: 12 months, with the possibility of extension up to 18 months

The Opportunity

Our client is seeking a results-driven Digital Sales Account Executive to support and grow relationships within its existing mid-market customer base. In this role, you will manage a portfolio of approximately 300 to 500 customer accounts, uncover new business opportunities, and help customers solve operational challenges using our client's cloud-based accounting ecosystem. You will own the complete sales cycle, including prospecting within existing accounts, conducting discovery calls, delivering product demonstrations, negotiating agreements, and closing business. This is an excellent opportunity for an experienced B2B sales professional to join a growing team and gain valuable experience within a leading technology organization.

What You’ll Do

Manage and grow a portfolio of approximately 300 to 500 existing mid-market customer accounts. Identify upsell, cross-sell, and account expansion opportunities within the client's existing customer base. Conduct approximately 25 outbound calls per day, supported by consistent email and digital outreach. Lead the complete sales process, including account research, discovery, product demonstrations, objection handling, negotiation, and closing. Develop a strong understanding of mid-market accounting best practices and industry-specific business needs. Identify gaps in customer processes and align appropriate solutions from the client's small business ecosystem. Build relationships and manage communication with multiple stakeholders throughout the sales cycle. Maintain an accurate and well-organized sales pipeline. Consistently update customer, activity, opportunity, and forecasting information within applicable business systems. Use tools such as Gong, Outreach, and AI-enabled productivity platforms to improve sales effectiveness. Collaborate cross-functionally with marketing, business development, customer success, and other internal teams. Provide actionable feedback to internal stakeholders to improve customer experiences and team operations. Demonstrate a customer-first mindset and operate with integrity in every interaction.

What You Bring

Required Qualifications At least four years of B2B sales experience, ideally within a SaaS, fintech, technology, or cloud-based solutions environment. Experience managing and growing existing customer accounts. Demonstrated success in an end-to-end sales role, including discovery, demonstrations, solution selling, negotiation, and closing. Strong pipeline management and sales forecasting capabilities. Ability to assess pipeline health, identify gaps, and create an action plan to achieve sales targets. Excellent verbal and written communication skills. Strong time management, organization, and attention to detail. A proven ability to uncover customer challenges and connect those needs to relevant business solutions.

Preferred Qualifications

Experience selling to mid-market customers. Experience using consultative sales methodologies such as SPIN Selling, Challenger, or Solution Selling. Familiarity with Gong, Outreach, CRM platforms, and AI-supported productivity tools. Experience managing a high-volume account portfolio. Experience in accounting technology, financial services, fintech, or small-business solutions.

Contract Details

This is a 12-month contract position, with the possibility of extension up to a total of 18 months. The role follows a hybrid schedule requiring three days per week in the downtown Toronto office. Candidates may select their onsite days based on team and business requirements. Apply today if you are an experienced account executive who enjoys growing customer relationships, solving business challenges, and managing the complete sales cycle.

Job Type & Location

This is a Contract position based out of Toronto, ON.

Pay and Benefits

The pay range for this position is $31.61 - $31.61/hr.

Workplace Type

This is a hybrid position in Toronto,ON.

À propos de TEKsystems et TEKsystems Global Services

Nous sommes un fournisseur de services aux entreprises et de technologies. Nous accélérons la transformation de nos clients. Notre compétence en stratégie, conception, exécution et opérations libère la valeur de l’entreprise par un éventail de solutions. Nous sommes une équipe de 80 000 personnes qui collaborent avec plus de 60 000 clients, notamment 80 % du Fortune 500 en Amérique du Nord, Europe et Asie, qui collaborent avec nous dans le cadre de nos capacités full-stack et notre rythme. Nous sommes des penseurs stratégiques, des collaborateurs pratiques qui aident les clients à exploiter le changement et maîtriser le dynamisme de la technologie. Nous bâtissons le futur en livrant les résultats et en créant un impact positif dans nos communautés mondiales. TEKsystems et TEKsystems Global Services sont des entreprises d’Allegis Group. Découvrez d’autres informations à TEKsystems.com. Ordonnance sur l’égalité des chances de San Francisco: Conformément à l’Ordonnance sur l’égalité des chances de San Francisco, pour tous les postes situés dans la ville et le comté de San Francisco, nous examinerons les candidatures des personnes qualifiées ayant un casier judiciaire ou des antécédents criminels. Utilisation de l’intelligence artificielle (IA): Nous pouvons utiliser l’intelligence artificielle (IA) pour soutenir certaines étapes de notre processus d’embauche, notamment la recherche, la présélection et l’évaluation des candidatures. L’IA aide à analyser les candidatures et les qualifications, mais les décisions finales sont prises par notre équipe de recrutement. En soumettant votre candidature, vous reconnaissez et acceptez que celle-ci puisse être examinée à l’aide d’outils d’IA.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com. The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law. San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records. Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.econnaissez et acceptez que celle-ci puisse être examinée à l’aide d’outils d’IA.