A Note from the CEO

I’m Teddy, CEO of AfterShip. We are building the operating system for global eCommerce. We are product-led, data-driven, and unapologetically "geeky."

I am not looking for an Executive Assistant. I am looking for a Force Multiplier.

I need a partner who can operate at the intersection of strategy and execution. You will be my proxy, my filter, and my amplifier. You will have full access to my inbox, my meetings, and my unfinished thoughts. Your job is to ensure that while I focus on the 10-year vision and our top customers, the company executes the 1-year plan with speed and precision.

This is a high-trust, high-intensity role. You will see the messiest problems in the business. If you want a predictable 9-to-5, do not apply. If you want the "MBA of real life"—learning how to scale a global unicorn from the inside—this is the role for you.

The Mission: Simple & Scalable

Your core mandate is to apply our value of "Simple & Scalable" to the Office of the CEO. You will cut through noise, automate low-value tasks, and ensure that information flows efficiently between the leadership team, the company, and me.

What You Will Own (Outcomes > Tasks)

• The "Rhythm of Business" (Alignment)
  • You don’t just "schedule" meetings; you design the outcome. You run our OKR planning, QBRs, and Executive Weekly meetings.
  • You ensure pre-reads are clear, data is accurate, and decisions are made, not deferred.
  • You hold the leadership team accountable. If a goal is off-track, you flag it before I do.
• The CEO’s Proxy (Leverage)
  • Represent me in meetings I cannot attend. You must be able to speak with my voice and authority.
  • Manage the "Flow of Information": Ensure I see the signals, not the noise. Synthesize complex updates from Product, Sales, and Ops into clear, decision-ready briefs.
  • Protect my time ruthlessly. Ensure my calendar reflects the company’s top priorities, not just whoever asks the loudest.
• Special Ops & "White Space" (Execution)
  • The hardest problems often fall between departments. You will jump into these gaps (e.g., a sudden market shift, a pricing overhaul, a cross-team conflict) and drive them to a resolution.
  • You act as the bridge between East and West. You navigate the cultural and operational nuances between our Product teams and GTM teams in APAC, NA, EU.

Who You Are (The DNA)

• You Have a "Geeky Spirit": You are curious. You don't just accept surface-level answers. You dive into the data, challenge assumptions, and want to understand how our product actually works.
• You are a Writer: You communicate with extreme clarity. You hate fluff. You can distill a 5-page chaotic document into a 1-page strategic memo.
• You are an Owner, Not a Renter: No task is beneath you. You will strategize on a Board Deck on Monday and fix a broken spreadsheet on Tuesday if that’s what blocks the team.
• You are Tech-Forward: You use tools to scale yourself. You embrace AI, automation, and new software to work faster.

The Requirements

• Experience: 2+ years in Management Consulting, Venture Capital, or a high-growth SaaS environment. You have seen what "excellence" looks like.
• Global Mindset: Experience working with global teams (specifically bridging APAC/US/EU business cultures) is a massive advantage.
• Data Fluency: You are comfortable with numbers. You can look at a dashboard and spot the anomaly.
• Resilience: You thrive in ambiguity. When the plan changes (and it will), you don't panic; you pivot.
• Great-to-Haves: Chinese fluency (written or spoken); Experience supporting founders, CEOs, or senior executives

This Role Is NOT For You If…

• You prefer predictable, structured work over navigating ambiguity and shifting priorities.
• You are uncomfortable taking ownership across teams or influencing without formal authority.
• You struggle with clear, concise communication or using data and tools to drive decisions.

Why AfterShip?

• Global Impact: Your work helps power the post-purchase experience for the world's biggest brands.
• Talent Density: We hire the top 1%. You will be challenged by the smartest people you’ve ever worked with.
• The Path Forward: This is a career accelerator. Successful CoSs at AfterShip grow into GMs, VPs, or Founders.

Chief of Staff (CEO)

Toronto

Company Operations