Chief of Staff to the CEO
Join Thumbtack as Chief of Staff to the CEO, bridging leadership decisions and organizational action in a remote role.
Posted by employer 11 hours ago
First seen on Joblaze 2 hours ago
Last verified on the company career page 2 hours ago
What you'll build
- Translate senior leadership decisions into coordinated action
- Surface consequential questions and emerging risks
- Identify duplicated work and cross-functional problems
- Own and improve the senior leadership team’s operating rhythm
- Lead CEO-priority efforts without a natural functional home
Must have
- 12+ years of experience across operations, business operations, strategy, general management, or a chief of staff function
- Prior experience as a CEO’s chief of staff or leading an integration or organizational transformation
- Track record of driving complex, cross-functional initiatives to completion
- Credibility and judgment to operate as an intellectual peer to senior executives
- Exceptional written and verbal communication skills
- Exceptional organization, resilience, discretion, and follow-through
Nice to have
- Experience in high-growth technology environments
- Evidence of entrepreneurial ownership
- Fluency using AI in your own work
AI in the day-to-day
Fluency using AI in your own work and a well-developed perspective on how AI should change the way a company like Thumbtack operates.
Requirements
- Experience
- 12+ years
Not disclosed in this posting: visa sponsorship.
Joblaze summary
In the role of Chief of Staff to the CEO at Thumbtack, the individual will bridge the gap between leadership decisions and organizational execution, ensuring that strategic priorities are translated into actionable steps. This position requires extensive experience in operations or strategy within high-growth tech environments, along with strong communication and organizational skills. Ideal candidates will have a track record of managing complex initiatives and the ability to navigate ambiguity while influencing senior executives. The role is part of a small, focused team that enhances the efficiency and clarity of the company's operations.
Joblaze insights
- Listed today — first seen on Joblaze October 9, 2026. Last confirmed on Thumbtack's careers page October 9, 2026.
- This exact title is also open at 1 other location at Thumbtack: United States.
- Starts above 20% of 41 comparable c-level management roles we track (median $200,000 across 35 companies).
Quick facts
- Is the Chief of Staff to the CEO role remote?
- Yes — Thumbtack lists this as a fully remote position.
- What's the salary range?
- Thumbtack lists CAD 232,000–CAD 284,000 for this role.
- How much experience is required?
- At least 12 years of relevant experience for this Chief of Staff to the CEO role.
- What seniority level is this role?
- Thumbtack targets c-level candidates for this position.
- Is this full-time or contract?
- Full-time for this Chief of Staff to the CEO role at Thumbtack.
From the original posting
About the Office of the CEO
The Office of the CEO works across Thumbtack’s most important company-wide priorities alongside the CEO, senior leadership team, and the leaders accountable for delivering them. It operates across organizational boundaries, with a close view of the strategy being set, the tradeoffs being made, and how decisions are being implemented. Deliberately small, the team creates leverage through judgment, access, and the ability to help the company move with greater clarity and speed.
About the role
As Chief of Staff to the CEO, you will be a second set of eyes on the whole business and close the gap between leadership decisions and organizational action. You will identify consequential questions, emerging risks, and conflicts across teams early, form a point of view, and ensure they are addressed by the right leaders. You will also help the company act on leadership decisions quickly, consistently, and with clear ownership. This is neither an administrative role nor the owner of company strategy; you will sharpen and pressure-test the senior leadership team’s direction while improving how the company acts on it.
What you’ll do
Translate senior leadership decisions into coordinated action by clarifying what was decided, identifying the teams affected, sequencing communication, and tracking execution.
Surface consequential questions, organizational constraints, and emerging risks early, and persist until the appropriate leaders address them.
Identify duplicated work, conflicting roadmaps, and cross-functional problems that lack clear ownership, then ensure they are resolved by the right teams.
Own and continually improve the senior leadership team’s operating rhythm, including how priorities are reviewed, decisions are made, and commitments are tracked.
Improve the quality and flow of information to and from the CEO so leaders have the context they need to act.
Lead a small number of CEO-priority efforts without a natural functional home, partnering with accountable leaders to move them through completion.
12+ years of experience across operations, business operations, strategy, general management, or a chief of staff function in high-growth technology environments. Prior experience as a CEO’s chief of staff, leading an integration or organizational transformation, or scaling operations through a significant period of growth is a strong plus.
Evidence of entrepreneurial ownership, whether as a founder, early-stage operator, or internal builder who has led an ambiguous, high-stakes mandate from definition through execution.
A track record of driving complex, cross-functional initiatives to completion without relying on direct authority, title, or headcount.
The credibility, judgment, and low ego to operate as an intellectual peer to senior executives, form and press a clear point of view, challenge the CEO, and deliver difficult messages directly.
Exceptional written and verbal communication, with the ability to compress complexity into clear, actionable direction quickly.
Exceptional organization, resilience, discretion, and follow-through, with the ability to create structure amid ambiguity and changing priorities.
Fluency using AI in your own work and a well-developed perspective on how AI should change the way a company like Thumbtack operates.
Expected salary ranges
For candidates living in Ontario and British Columbia, the expected salary range for the role is currently $232,000 - $284,000.
Standard company text repeated across Thumbtack's postings is omitted here.