Chief of Staff
We’re hiring a Chief of Staff to amplify the impact of our CEO and executive team. This role is a force multiplier to the CEO and a unifying operator across the senior leadership team. The Chief of Staff exists to increase speed, clarity, and execution quality across Raycon by owning people processes, operating rhythms, and strategic follow-through, often independently and without being asked. You will be evaluated not on activity, but on leverage and outcomes. Growth : Profitable growth with 5M+ customers and international expansion Location : Midtown Manhattan, NYC.
Mon - Fri, 9 AM - 6 PM EST.
Hybrid: 1 day remote (Monday) and 4 days in office (Tuesday - Friday) Compensation : Competitive base + performance bonus Team : Partnering directly with CEO Ray Lee in a deeply cross-functional role spanning Strategy, Operations, Product, Marketing, CX, and Finance Why Now : Raycon is scaling from a high-growth startup to a global brand. We need a Chief of Staff who thrives in fast-paced, high-expectation environments and can help define and enforce the business operating system that supports our growth. This is a career-defining opportunity to work at the heart of the business, influence key decisions, and drive strategic momentum. You'd be a fit if:
• You have 4–6 years in strategy, consulting, or operations at a high-growth company
• You’re energized by ambiguity and love turning chaos into clarity
• You have experience leading complex, cross-functional projects with measurable results
• You’re deeply analytical and systems-oriented but practical and grounded
• You thrive working with executives and can influence without authority
• You believe in customer-first thinking even when behind the scenes
• You embrace the reality of high-ownership roles: when priorities demand extra time or weekend effort, you step up without resistance and take pride in delivering results
Key Responsibilities
• Act as a true extension of the CEO by prioritizing, structuring, and executing strategic initiatives while maximizing the CEO’s time, focus, and energy
• Anticipate needs, surface risks, and drive follow-through
• Actively optimize people, processes, and systems across the business, particularly in HR, recruiting, and cross-department collaboration
• Design, implement, and continuously improve people and operating processes, with a strong emphasis on HR, recruiting, and leadership workflows
• Drive adoption of tools, AI automations, and systems (e.g., workflow automation, documentation, internal tooling) that materially improve efficiency and clarity
• Facilitate weekly executive meetings, quarterly planning, and ongoing accountability against priorities
• Own internal communications, board prep, investor updates, and high-stakes executive materials
• Identify organizational blockers and inefficiencies and act on them with urgency and sound judgment
• Deliver direct, thoughtful feedback and apply feedback immediately when received
• Lead recruiting directly for priority roles and support broader org design and scaling efforts What Success Looks Like:
• The CEO’s time and energy is protected and leveraged toward the highest-impact work
• Company-wide operating cadence is clear, aligned, and effective
• Recruiting and operational systems measurably improved within first 90 days by reducing time to fill roles and increasing applicants’ satisfaction score with Raycon’s interview process
• Clear focus on the highest-leverage workstreams and metrics to move the needle
• Proven ability to take on increasing bandwidth and responsibility without sacrificing quality A Day in the Life:
Sample projects may include:
• Analyze CX team tools and staffing structure, provide recommendations to optimize productivity by rolling out AI automation
• Better automate recruiting from screening to final interview with streamlined processes and AI tools
• Create go-to-market plan for a new custom product line
• Audit inventory and supply chain workflows to reduce overstock and prevent outages
• Design and facilitate senior leadership meetings across departments to drive clarity, decisions, and accountability What to Expect:
• You will mirror the CEO’s operating rhythm: this is a high-intensity role with flexibility but real expectations around responsiveness and ownership. At minimum, expect 9 am - 6 pm EST and open to hopping on weekends as needed
• Onsite presence 4 days per week in our NYC office
• Strong time management, fast follow-through, and high responsiveness are required
• Maintain sharp time management and high responsiveness
• Optimize how the CEO’s time and energy is spent
• Prioritize workstreams and metrics that drive results, not noise
• Lead initiatives across HR, recruiting, interdepartmental collaboration, and workflow automation
• Provide and receive unfiltered, thoughtful feedback
Why work at Raycon:
• Impact: Your systems = strategic momentum + operational excellence
• Autonomy: Own mission-critical projects and influence C-level decisions
• Team: Grounded, ambitious, and kind coworkers who GSD Company Values:
• Customer First
• Think Big
• Raise the Bar Every Day
• GSD: Get Sh*t Done Perks and Benefits:
• 50% team discount on Raycon products
• $1,500 annual L&D stipend + $200 for cultural events
• Monthly team lunch, snack budget, March Madness bracket Interview Process:
1. Initial Call: Intro with a team member focused on culture fit and your experience (30 minutes)
2. CEO Interview: A conversation with our CEO to dive deeper into your prior experience (30 minutes)
3. Case Study: A practical exercise tailored to the role, designed to highlight how you think and create
4. Final On-site Round: Visit us in the office, meet the team, and learn more about our cross-functional team leaders
Raycon is committed to fair and equitable compensation practices. Salary ranges are determined through alignment with market data. Base salary offered is determined by a number of factors including the candidate’s experience, qualifications, and skills. This role is also eligible for bonus compensation and employee benefits.
NYC Base Salary Range: $100,000 - $165,000 USD
Equal Employment Opportunity Statement: Raycon is an Equal Opportunity Employer. We believe that no one should be discriminated against because of their differences, such as age, disability, ethnicity, gender, gender identity and expression, religion or sexual orientation. All employment decisions shall be made without regard to age, race, creed, color, religion, sex, national origin, ancestry, disability status, veteran status, sexual orientation, gender identity or expression, genetic information, marital status, citizenship status or any other basis as protected by federal, state, or local law.
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