Deputy Chief of Staff, Commercial

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Job Description:

  • Support the Chief Commercial Officer in driving strategic initiatives, optimizing organizational effectiveness, and managing cross-functional priorities on behalf of the Chief Commercial Officer.
  • Shape Circle’s Growth Agenda: prioritize and advance initiatives — from global OKRs and revenue progress, to ecosystem development and customer experience.
  • Run the Commercial Operating System: own the cadence of planning, reporting, and performance tracking, ensuring alignment and delivery against goals.
  • Orchestrate strategic initiatives across international growth, partnerships, and new ventures.
  • Prepare concise briefings, analyses, and presentations to enable executive decision-making.
  • Lead high-visibility special initiatives and projects visible to senior leadership.
  • Scale leadership and talent: build and develop the commercial team, align leaders, and ensure crisp execution.
  • Build trusted relationships between the CCO, senior leadership, internal teams, and external partners.

Requirements:

  • 13+ years of experience in strategy, operations, or project management within fast-paced technology, financial services, or consulting environments, with a track record of driving complex initiatives from idea to execution.
  • Extreme attention to detail, disciplined follow-through, and the ability to create order and clarity in highly dynamic, cross-functional settings.
  • Deep fluency in leveraging AI tools to accelerate research, analysis, workflow automation, and executive deliverables — using technology as a force multiplier for speed and quality.
  • Demonstrated ability to prioritize competing demands, manage multiple high-stakes projects simultaneously, and consistently deliver results under tight deadlines.
  • Exceptional written and verbal communication skills; proven experience developing clear, compelling presentations, analyses, and materials for senior leaders and external stakeholders.
  • Strong interpersonal skills with the ability to build trust, influence, and foster alignment across diverse teams and senior leadership.
  • Familiarity with generative AI models (ChatGPT, Gemini, etc.) and prompt development.
  • Bachelor’s degree required; advanced degree (MBA or equivalent) strongly preferred.
  • Experience/familiarity with Slack, Apple MacOS and GSuite.

Benefits:

  • day-one PERM sponsorship for qualified candidates
  • Remote first in US (New York City and Boston)
  • Flexible and diverse work environment where new ideas are encouraged
  • Accommodations for disabilities during interview process (contact accommodations@circle.com)
  • Participation in E-Verify Program in certain locations
  • Company values and stakeholder culture (employees valued as stakeholders)
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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

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Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

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