Senior Account Executive

MakeShift is seeking a Senior Strategic Account Executive to spearhead our People First scheduling solution, acclaimed by Gartner Digital Markets, and ranked as a Leader on the G2 grid. Notably, MakeShift has been recognized on G2's Top 100 Fastest-Growing Products list, alongside industry giants like Apollo and Canva.

At MakeShift, we're not just about managing time—we're about saving it, improving it, and championing a superior employee experience through smarter scheduling. We’re dedicated to #WhatReallyMatters: empowering organizations and making life easier for everyone involved.

In this hunter role, you’ll get to showcase your sales talents by building strategic partnerships and driving self-sourced, direct deals. You’ll own the full sales cycle – from prospecting and relationship-building to pitching, negotiating, and closing deals.

This role is perfect for those passionate about transforming shift-based industries through innovative, enterprise-level solutions.

The Role

As a Senior Strategic Account Executive, you’ll be pivotal in driving MakeShift’s growth by executing and refining our go-to-market strategy within the SAP ecosystem and large enterprise space.

You'll engage with senior partners like SAP, C-level clients, and key decision-makers to uncover opportunities and manage complex, high-value deals from initiation to closure.

Responsibilities

• Lead the execution of MakeShift’s go-to-market (GTM) strategy in partnership with SAP, with a strategic focus on expanding market share, driving large-scale enterprise deals, and increasing revenue.

• Manage and own the entire sales cycle—from prospecting and lead generation to negotiating and closing multi-million-dollar deals with senior decision-makers.

• Develop and implement strategic sales plans, focusing on complex, long-term deals that align with client business objectives and deliver measurable ROI.

• Leverage a variety of strategies, including cold outreach, executive presentations, and industry events, to build a robust sales pipeline and foster relationships with C-level executives.

• Collaborate closely with internal teams—product, client success, marketing, and support—to ensure a seamless onboarding process, client satisfaction, and long-term retention.

• Build and maintain strong executive-level relationships with SAP leadership, VPs, and AEs, driving joint go-to-market success and identifying co-selling opportunities.

• Mentor and influence internal teams, contributing to marketing and communication campaigns that strengthen MakeShift’s position in the market and drive growth.

• Continuously deepen your industry expertise, positioning yourself as a trusted advisor to clients, and drive consultative sales that maximize value for their organizations.

Requirements

• 15+ years of enterprise sales experience, with a track record of closing large, strategic deals within complex organizations—SAP experience strongly preferred.

• Deep experience in business development, especially in HR solutions like scheduling and time management, with a history of success in engaging with C-level stakeholders.

• Proven expertise in managing large sales pursuits, from lead generation and qualification to the negotiation and closing of multi-million-dollar deals.

• Impeccable communication skills, with the ability to influence senior decision-makers and build long-term client partnerships.

• Known for your strategic thinking, initiative, and perseverance, with a strong ability to lead and exceed sales targets in dynamic, high-growth environments.

• Candidates must successfully complete a criminal background check prior to starting in this role.

Perks of MakeShift

• Fully remote work environment, allowing for flexibility and work-life balance.

• Comprehensive benefits package.

• 3 weeks’ vacation and a generous paid parental leave program.

• Retirement savings plan with RRSP or 401K match up to 4%.

• Professional growth opportunities, including annual allowances for training and development.

• Opportunity to contribute to ideas and have your input valued.

Interested? Send us an email with your latest resume at careers@makeshift.ca.