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Open nowPosted 154 days ago

Sr. Strategic Account Executive

Easyship19 open roles

Where
Toronto
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Your applicationOpen nowSr. Strategic Account ExecutiveEasyship · Toronto

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The clock on this job

Early applications get read.

13.3% of postings close within 7 days. Measured by our own scanner across the market. Easyship postings stay open a median of 55 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.6%3 days
  3. 13.3%7 days
  4. 21.3%14 days
  5. 35.7%30 days
  6. 59.1%60 days
This job: posted 154 days ago

Easyship median: 55 days open

The posting

About Easyship: Easyship is one of the world's leading multi-carrier shipping software, built to make global eCommerce borderless. Since 2014, we've been on a mission to democratize logistics by removing the "black box" of international shipping costs and complexities. Trusted by over 100,000 brands, our platform provides a single "mission control" for global trade, offering access to 550+ courier services across 200+ destinations.

We are an award-winning, global team (Forbes 30 Under 30, TechInAsia's Best Startup) with offices in London, New York, Hong Kong, and beyond. We're growing fast, we value transparency, and we genuinely enjoy building the infrastructure that powers modern commerce. If you're ready to solve complex problems at scale, we'd love to have you join us.

Role Title: Sr. Strategic Accounts Executive Location: Remote, North America. Reporting to: Ben Wright (Director, Commercial & Marketing)

Who We're Looking For: Easyship is a shipping technology platform that connects sellers and marketplaces to couriers, and we build customized end-to-end logistics solutions for the world's fastest-growing brands. As we move upmarket, our largest and most complex accounts need a dedicated partner who can navigate multi-stakeholder deals and build relationships that last. We're looking for an experienced enterprise seller who knows eCommerce, shipping, and fulfillment, and who thrives on closing high-value, consultative deals. Own a portfolio of our most strategic prospects and customers, defining tailored solutions that drive real value for them and meaningful revenue for Easyship.

What would you be responsible for:

  • Owning the full sales cycle for Easyship's largest and most complex accounts, from prospecting and discovery through negotiation and close.
  • Building and managing a pipeline of high-value enterprise opportunities that align with Easyship's strategic growth goals.
  • Acting as a trusted advisor to senior stakeholders, translating their shipping, warehousing, and fulfillment challenges into customized end-to-end solutions.
  • Leveraging data and ROI-based business cases to prioritize accounts and demonstrate value to prospects.
  • Negotiating complex, multi-stakeholder commercial agreements and shepherding them to signature.
  • Working collaboratively with global teams across sales engineering, solutions, logistics, product, and customer success to deliver and scale winning solutions.
  • Gaining a deep understanding of our customers' operations and growth plans to expand and retain strategic relationships over time.
  • Staying informed about market dynamics and competitor activity to help Easyship maintain a competitive edge.

You Might Be a Good Fit If…

  • You have 8+ years of B2B enterprise sales experience , with a strong track record closing enterprise or strategic accounts, preferably in a supply chain/logistics or SaaS environment.
  • You have understanding and experience with eCommerce shipping, warehousing, and fulfillment logistics.
  • You have experience working in a metrics-driven environment and consistently hitting or exceeding quota.
  • You have demonstrated ability to identify, prioritize, and qualify high-value opportunities, with a clear rationale for these decisions.
  • A "Data-First" approach and strong commercial and analytical skills.
  • You are skilled in influencing and collaborating with distributed global teams and selling to senior, multi-stakeholder buying committees.
  • You have excellent organizational, verbal, and written communication skills.
  • You possess resourcefulness, resilience, self-motivation, and the ability to thrive in an entrepreneurial, team-based environment with high expectations.
  • You are a self starter, you thrive in ambiguity.
  • You set the bar with your work ethic, we are looking for a relentless sales professional.

The Way We Work:

  • Ownership: You take responsibility for outcomes, not just tasks
  • Collaboration: You share context and move forward together
  • Resilience: You adapt quickly and keep momentum
  • Integrity: You operate with honesty and transparency
  • Diversity: You value different perspectives
  • Initiative: You take action and learn by doing
  • Growth mindset: You seek feedback and continuously improve

Why You’ll Love Working at Easyship?

  • Competitive compensation with equity options
  • Comprehensive health insurance
  • Gym & wellness reimbursement
  • Work from anywhere for up to 4 weeks per year
  • Generous vacation policy, duvet days, and mental health days

Easyship is an equal opportunity employer. We make all employment decisions- recruiting, hiring, pay, benefits, training, promotion, leave, and separation based on qualifications, merit, and business needs. We do not discriminate on the basis of race, colour, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, veteran or military status, citizenship, or any other characteristic protected by law.

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