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Chief of Staff to the COO

Boomerang
York, NY Full Time
POSTED ON 11/26/2025 CLOSED ON 12/25/2025

What are the responsibilities and job description for the Chief of Staff to the COO position at Boomerang?

**To apply, please send your resume and 2-3 sentences on why you would be a good fit for this position to mallory@hiboomerang.com**


At Boomerang, we’re on a mission to revolutionize how employers stay connected with their former colleagues. We believe relationships matter and are here to provide a simple, affordable, and automated solution that keeps those connections alive. 


We are a seed-stage company (~ $12M in venture capital from Tier 1 funds) that has assembled some of the best builders, designers, and product minds to reimagine the future of work.


We're seeking a Chief of Staff to the COO to join our New York office as one of our first twenty hires. This is an opportunity to join us on the ground floor, working alongside seasoned founders with a track record of successful companies.


About the Role


As Chief of Staff to the COO, you’ll be the operational right hand ensuring the company runs efficiently and scales smoothly. You’ll drive cross-functional initiatives, streamline processes, and help shape Boomerang’s culture and infrastructure as we grow. This role is ideal for someone who thrives in fast-paced startup environments, enjoys wearing many hats, and wants to build systems that set the foundation for long-term success.


Core Duties


  • Partner with the COO on financial operations, including streamlining invoicing and supporting financial models and forecasting
  • Identify, implement, and optimize AI tools to automate workflows across operations, marketing, sales, customer success, and product
  • Build and maintain business analytics infrastructure - dashboards, KPIs, and operational insights that inform company and product decisions
  • Support marketing by drafting content and refining messaging for key initiatives
  • Partner with the CEO on sales motions, including pipeline management, prospect research, and operational enablement
  • Manage advisory boards and operationalize company-wide initiatives, including security compliance
  • Serve as a strategic thought partner to leadership, helping surface insights and drive execution on top priorities


Skills and Experience


  • ​​5 years of experience in operations, strategy, consulting, or chief of staff roles (startup experience preferred)
  • Strong organizational and project management skills, with a bias for action
  • Exceptional communication skills and ability to influence cross-functional teams
  • Comfort with financial models, basic accounting, and business metrics
  • Highly adaptable and resourceful - thrives in ambiguity and enjoys problem-solving
  • Passion for building company culture and fostering collaboration


Location 

New York, New York


Compensation

$120,000 - $140,000


How We Work


We’re not a 9-to-5 company. We push hard when the work demands it and give each other space when it doesn’t. Our culture is grounded in trust and accountability. Our co-founders are seasoned entrepreneurs who know building a company is a marathon, not a sprint. We care deeply about what we’re building and the people building it.


**To apply, please send your resume and 2-3 sentences on why you would be a good fit for this position to mallory@hiboomerang.com**

Salary : $120,000 - $140,000

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