The Chief of Staff to the CEO is a high-leverage, high-visibility role that acts as the CEO's extended arm across cross-functional priorities (AI, Technology, Product, Sales, Operations, Marketing). You'll be a hands-on problem solver, strategic operator, and cross-team orchestrator who translates CEO priorities into clear plans, drives execution discipline, and ensures organizational clarity and momentum. This is the first Chief of Staff role at Pibit.ai — an opportunity to build the Founder's Office function from the ground up and have outsized impact on company strategy and operations.

Key Responsibilities

Act as the CEO's problem-solving partner on complex, cross-team challenges.
Translate CEO priorities into clear tasks, execution plans, and measurable outcomes.
Prepare decision-ready analysis, insights, briefs, and recommendations for leadership.
Represent the CEO in select internal and external discussions as required.
Run leadership syncs, founder reviews, and company-wide OKR check-ins.
Build and maintain systems for execution tracking, accountability, and risk/blocker visibility.
Design and implement processes and cadences that keep teams aligned, fast, and focused.
Own high-stakes cross-functional problems end-to-end with a hands-on approach.
Work with functional heads to clarify priorities, accelerate outcomes, and remove blockers.
Drive alignment across Sales, Product, Engineering, and Operations to ensure timely delivery.
Identify operational bottlenecks and design scalable solutions to improve throughput.
Strengthen information flow and decision continuity while the CEO operates partially from the U.S.
Drive an asynchronous execution culture with clarity, speed, and measurable follow-through.

Requirements

5–8 years of professional experience in high-growth B2B startups, Tier-1 management consulting, strategic operations, or as a founder/operator.
Proven track record operating in fast-paced, ambiguous, 0→1 or scaling environments.
Direct experience working closely with founders or C-suite executives in a strategic capacity (Chief of Staff, Strategic Ops, Founder's Office, or similar).
Strong business acumen with a solid understanding of B2B SaaS operating and go-to-market models.
Cross-functional fluency — comfortable contributing across Sales, Product, Engineering, Ops, Marketing, and Finance.
Exceptional problem-solving skills: break down multi-dimensional problems and drive them to resolution independently.
Execution excellence: history of owning initiatives end-to-end, driving accountability, and delivering results on time.
Excellent written and verbal communication; able to synthesize complex information into concise, decision-ready materials.
Prior experience working with founders or in a founder-adjacent role is strongly preferred.
Insurance / InsurTech domain experience (commercial insurance, underwriting, carriers, MGAs) is a strong advantage.

Why Join Us

Build the Founder's Office from day one and shape how the company scales operationally.
Work closely with the CEO and leadership team on high-impact strategic initiatives.
High visibility role with significant ownership and fast career acceleration opportunities.
Be part of a Series A insurtech solving high-value underwriting problems for U.S. carriers and MGAs.
Collaborative, high-energy culture with opportunity to influence product and GTM motion.
Competitive compensation and meaningful upside as the company grows.

Chief of Staff

Key Responsibilities

Requirements

Why Join Us

Apply today to take the next step in your journey!

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