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Enterprise Account Executive

Optimyze1 Greater Toronto Area

Job Description

We are partnering with an exciting start-up in the technology space who are looking for a motivated sales person who is ready to join an early stage company and build things from the ground-up. As an Account Executive, you will be focusing on the Canadian and U.S market. Enterprise Account Executive Are you a relationship-driven sales professional who enjoys solving business challenges and helping clients succeed? Do you like blending research, consulting, and technology to create meaningful impact? If so, this opportunity may be a great fit. We are seeking an Enterprise Account Executive to join our remote-first team. In this role, you’ll guide clients through a broad range of business needs, shaping solutions from initial outreach through long-term partnership. You’ll help organizations identify opportunities, improve processes, and achieve better outcomes—while building trust and delivering value. Responsibilities: As an Enterprise Account Executive, you will oversee the full sales cycle and contribute to overall growth. Key aspects of the role include: Understanding Client Needs: Prepare for conversations by researching industries, challenges, and goals to bring helpful insights to each interaction. Using Modern Tools: Apply digital tools and emerging technologies to support research, communication, and general efficiency. Pipeline Development: Identify potential opportunities through outreach, networking, and ongoing relationship building. Managing Opportunities: Coordinate deal stages, track progress, and ensure solutions align with client priorities. Proposal & Communication Quality: Produce clear, organized communication and help shape proposals that reflect each client’s needs. Supporting Client Onboarding: Work with internal teams to help ensure smooth transitions after deals are closed. Account Development: Maintain and grow existing relationships by identifying areas for additional value. Cross-Team Collaboration: Partner with external or internal stakeholders to align on opportunities and shared goals. Professional Presence: Engage on professional platforms as needed to support brand visibility and outreach. CRM Discipline: Keep accurate records of interactions, opportunities, and updates in the CRM. Qualifications 5 years - 8 years of experience in B2B sales or related roles in technology (SaaS) or professional services or IT Consulting Familiarity with modern digital tools and platforms that support research, productivity, or solution delivery (AI tools) Experience using CRM systems and maintaining accurate data. Strong communication skills—written and verbal—with attention to detail. A consistent professional presence on relevant networks. Enterprise Sales experience and methodology (MEDDIC, CHALLENGER etc) Experience with longer sales cycles of 3-6 months and selling to the C-level Experience with selling IT Implementation Services and IT Consulting is a plus Educational or practical background in business, technology, or related fields. Knowledge, Skills & Abilities Curiosity and a proactive approach to understanding client context. Consultative selling skills and the ability to connect solutions to client goals. Strong research, communication, and organizational abilities. Comfort working with technology and adapting to new tools. Ability to manage moving parts across deals, teams, and timelines. Openness to feedback and a willingness to continually learn and adjust. Base salary: CAD 90,000 to 120,000 Commission

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This role is with Optimyze1 in Greater Toronto Area.

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