Founding Enterprise Account Executive

10 hours ago

Greater Toronto and Hamilton Area Ontario, Canada Optimyze1 Full time $90,000 - $1,210,000 per year

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 the first 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

  • 3-5 years
    of experience in B2B sales or related roles in
    technology (SaaS) or professional services.
  • 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)
  • 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 110,000 + Commission

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