Chief of Staff

About Wizard

Wizard is the top-performing AI Shopping Agent, delivering the best products from across the web with unmatched accuracy, quality, and trust.

The Role

We’re looking for a Chief of Staff to the CEO who can run point on the CEO's world with obsessive follow through and who has the executive presence and judgment to operate as her proxy when needed. This is not a traditional Executive Assistant role — and it's not a purely strategic one either.

You are the CEO’s right hand, her early warning system, and her force multiplier. If she's in a room, you're either in it or you've already prepared her for it. If an action item leaves a meeting, you own making sure it gets done.

This role is ideal for someone who is equally comfortable building a board deck, drafting a high stakes email on the CEO's behalf, and relentlessly chasing down a direct report for an overdue update. The role reports directly to the CEO and operates with a high degree of visibility and trust across the organization.

What You’ll Do

• Serve as a trusted extension of the CEO — drafting, responding to, and managing email correspondence on her behalf with sound judgment and her voice

• Manage and protect the CEO's calendar with a strong POV on what deserves her time, what doesn't, and what can be delegated. Coordinate her involvement in internal and external events.

• Prepare Melissa for every meeting, conversation, and commitment with briefings, context, talking points, and pre-reads

• Own follow-up with the CEO's direct reports and executive team on goals, priorities, and commitments, relentlessly and diplomatically

• Drive weekly syncs, 1:1 rhythms, and cross-functional check-ins: own the agenda, take the notes, and make sure every action item has an owner and a deadline

• Track progress against company and CEO-level goals; surface blockers and delays before they become problems

• Build and refine presentations for internal and external audiences (exec team, board, all-hands, etc.)

• Identify opportunities to improve how the CEO's office operates and implement lightweight systems to support them

What Success Looks like

• You know Melissa's priorities, communication style, and working preferences cold

• You've taken over the weekly exec sync end-to-end. Every direct report knows who you are and knows you will follow up

• Melissa's inbox and calendar reflect her actual priorities

Ideal Background

• 4–7 years of experience in a Chief of Staff, executive operations, consulting, or similar high-accountability role — startup or high-growth company experience strongly preferred

• Comfortable holding senior people accountable; you've managed up, across, and down without relying on formal authority

• Exceptional writer, you draft clearly, quickly, and can adapt your voice to represent someone else at the executive level

• Experience building polished presentations for exec and board-level audiences

• High judgment and discretion when handling sensitive information about people, strategy, and the business

• You build lightweight systems to track what matters and nothing slips through the cracks

Compensation & Benefits

The expected base salary range for this role is $155,000-$200,000 USD, and will vary based on skills, experience, role level, and geographic location. Final compensation will be determined by considering these factors alongside overall role scope and responsibilities.

In addition to base salary, Wizard offers:

• Equity in the form of stock options

• Medical, dental, and vision coverage

• 401(k) plan

• Flexible PTO and company holidays

• Fully remote work within the United States

• Periodic company offsites and team gatherings

Wizard is committed to fair, transparent, and competitive compensation practices.