Chief of Staff
SmartHop
People & HR, Operations
USD 150k-190k / year + Equity
Posted on Jan 8, 2026
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Chief of Staff
Location: Miami, FL or New York, NY
Team: Operations
Work type: Hybrid
Compensation: $150K - $190K • Offers Equity
About SmartHop
SmartHop is building the AI-native, tech-enabled freight carrier of the future. Our mission is to empower small trucking operators with a path to grow their business and drive long-term success, and we’re doing it by building next-generation software that merges logistics, automation, and artificial intelligence.
We’re a fast-paced, product-driven team working at the intersection of logistics and cutting-edge AI. Join us in shaping the infrastructure for the next generation of freight mobility.
Role Overview
The Chief of Staff is a pivotal role responsible for driving operational excellence, defining strategic priorities, and implementing key initiatives across the organization. This highly visible, cross-functional role will act as a strategic partner to the CEO and leadership team to optimize processes, improve decision-making, and accelerate business growth and scalability.
What You’ll Do
Strategic Planning & Execution
Partner with the CEO to define, prioritize, and drive critical business and operational strategies
Translate high-level strategic objectives into clear, actionable plans and manage their execution across the company
Own and optimize company-wide operational rhythms, OKRs, and strategic planning processes
Develop and maintain key business performance metrics, dashboards, and reporting mechanisms
Operational Excellence & Process Improvement
Proactively identify and resolve operational gaps, inefficiencies, and risks before they impact execution
Design, document, and implement processes and playbooks to improve company efficiency and ensure consistent execution and accountability
Develop and maintain internal communication channels to ensure the team is aligned and informed
Serve as the CEO’s proxy in meetings and decision-making forums when required.
Investor & Customer Relations
Manage ongoing communication and reporting with investors, including board meeting prep, KPI tracking, and email communication
Prepare executive-level presentations, memos, and strategic updates
Support and take a lead role in the preparation of investor analyses and deliverables
What We’re Looking For
3-5 years of experience in high-growth startups, top-tier consulting, or a similar analytical/operational role
Bias for Action: Self-starter who thrives in ambiguity and is comfortable taking ownership and driving projects independently in a fast-paced environment
Project Management: Proven track record of managing and successfully delivering cross-functional initiatives
Analytical Skills: Ability to deconstruct complex business problems and develop data-driven solutions
Strategic Thinker: Strong business judgment and ability to connect day-to-day operations to overall company strategy
Communication & Influence: Excellent verbal and written communication skills, with the ability to clearly articulate complex concepts to influence senior leaders and cross-functional partners
Nice to Have
Background in logistics, marketplaces, or contractor-driven businesses
Why SmartHop
Be part of a mission-driven company redefining how the logistics industry works
Get in on the ground floor, working directly with a collaborative and ambitious leadership team
Work at a company building AI-native software that powers real-world systems
Competitive salary and equity package
Hybrid work culture with hubs in Miami and New York
How to Apply
Email your resume and a brief note about why you’re excited about this role to jobs@smarthop.co. Please include the job title in the subject line.
