Chief of Staff (Operations)

ArboStar is a B2B SaaS platform for the tree care industry — one of the most underpenetrated vertical software markets in North America. We're a team of ~100 people building a category-defining product, with customers across the US, Canada, Australia, and the UK.

We’re hiring a Chief of Staff to work directly with the CEO and help scale execution and bring more structure to how the company operates.

This is a role for someone who can take ambiguity, bring structure, and ensure that the most important initiatives actually get delivered.
 
About the role

We’re entering a stage where scaling further requires:

• stronger alignment across teams
• clearer prioritization
• a more structured approach to execution

What you’ll focus on first

• Turning ambiguity into clear priorities and execution plans
• Aligning teams around what matters most 
• Ensuring key initiatives move forward with speed and accountability 
   

What you’ll do

• Turn strategic ideas into clear, executable plans
• Drive alignment across Product, Sales, and Operations
• Act as the execution layer between CEO and leadership team
• Lead critical cross-functional initiatives end-to-end
• Introduce structure where today there is mostly manual coordination
• Work closely with the CEO to ensure decisions are translated into clear priorities and executed effectively across the organization
• Over time, introduce more structured performance management practices, including:
  • QBRs
  • performance reviews
  • leadership accountability
     

Your first 30 days

• Join key meetings and understand how the company operates
• Build relationships with team leads
• Identify:
  • bottlenecks
  • misalignment
  • gaps in ownership
• Start introducing:
  • clearer priorities
  • better meeting cadence
  • initial performance tracking
     

Ownership & decision-making

You will:

• make decisions independently
• challenge priorities when needed
• drive alignment across teams
   

Who you are

You have 4–7 years of experience and at least one of the following:

• Background in management consulting (Big 4 or strategy boutique)
• Experience as:
  • Chief of Staff
  • Operations Lead
  • or #2 in a 100–300 person SaaS company
• Proven experience running cross-functional projects (product + sales + ops)
   

Nice to have

• Exposure to B2B SaaS
• Experience in remote/distributed teams
• Involvement in go-to-market initiatives
• previous experience as Former founder or co-founder
   

What matters most

• You bring structure into ambiguity
• You’re comfortable navigating complexity and trade-offs
• You think in systems, not one-off fixes
• You move fast and iterate
• You communicate clearly in writing (English + Ukrainian)

How to apply

Please include:

• A short note on a complex problem you structured and executed in English 
   

  What We Offer:
   

• Fully remote work
• Work schedule: 8:00 AM – 4:00 PM (EST)
• Paid vacation (10 days)
• An opportunity to significantly influence the direction of the company
• Access to courses and training
• Corporate English language training