Chief of Staff, Chief Product Officer

Smartly.io is currently looking for a Chief of Staff to join our growing team!

The Chief of Staff to the Chief Product Officer (CPO) is a senior, highly trusted partner who amplifies the effectiveness of the Product organization and its leader. This role blends strategy, analytics, and execution, acting as an extension of the CPO across planning, decision-making, and cross‑functional alignment.

This is not an administrative role. It is a thought partner and operator role designed for someone with top‑tier strategic rigor, deep analytical skills, and experience driving complex initiatives inside high‑growth or Big Tech environments.

You will help turn product vision into reality by shaping strategy, driving operating cadence, surfacing insights, and ensuring the Product org delivers measurable customer and business impact.

• Strategic Thought Partnership
  • Serve as a primary strategic advisor to the CPO on product vision, portfolio tradeoffs, org design, and long‑term bets
  • Lead structured problem solving on ambiguous, high‑stakes questions (e.g. build vs. buy, sequencing of AI investments, platform vs. feature tradeoffs)
  • Prepare clear, data‑backed narratives for the CEO, executive team, and Board
• Operating Rhythm & Execution
  • Drive the Product organization’s operating cadence: planning cycles, roadmap reviews, KPI reviews, and executive updates
  • Track and unblock critical cross‑team initiatives spanning Product Management, Design, Engineering, Product Marketing, and AI Platform teams
  • Ensure alignment between product strategy, commercial priorities, and go‑to‑market execution
• Cross‑Functional Leadership
  • Act as a connective layer between Product and key partners including Engineering, Sales, Marketing, Customer Success, and Finance
  • Lead or support high‑impact, cross‑functional programs (e.g. major platform launches, AI initiatives, org transformations)
  • Identify and proactively resolve misalignment before it becomes execution risk
• Communication & Narrative
  • Craft concise, compelling written and visual materials for exec forums, Board meetings, and customer‑facing moments
  • Pressure‑test messaging to ensure product strategy is clear, credible, and grounded in customer value
  • Raise the bar on clarity, precision, and decision quality across Product leadership communications
• Ah Hoc Product & Business Analytics
  • Own deep‑dive analysis to inform new initiatives or key decisions (prioritization, investments, and KPI tracking)
  • Draw customer and business insights from product usage, adoption, retention, monetization, and roadmap performance
  • Build and maintain core dashboards
• Travel with CPO when needed to provide on‑the‑ground support for important events and team activities

• Experience
  • 8–12+ years of experience across a combination of:
  • Top‑tier management consulting (e.g. McKinsey, BCG, Bain or equivalent)
  • Product strategy, business operations, or strategy & operations roles at a high‑growth or Big Tech company
  • Proven experience working closely with senior executives and influencing at the C‑level
  • Experience operating in complex, platform‑based SaaS or technology businesses strongly preferred
• Analytical & Technical Skills
  • Advanced proficiency in SQL and strong working knowledge of Python for analysis and modeling
  • Comfort working directly with large datasets, dashboards, and experimentation results
  • Ability to move seamlessly between quantitative analysis, qualitative research and strategic synthesis
• Leadership & Mindset
  • Exceptional structured thinking and problem‑solving ability
  • High judgment, discretion, and ability to operate in ambiguity
  • Strong executive presence with the ability to challenge constructively
  • Bias toward action, clarity, and impact

• Five weeks paid time off (PTO), 11 company paid holidays, unlimited sick days
• Generous healthcare packages & mental health benefits
• 401K plus matching & equity grants for all new Smartlies
• Wellness benefit & learning reimbursement opportunities
• Volunteer time off days & company donation matching opportunities
• And so much more…

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