Chief of Staff
Content + Source + Freshness • 17 Dec 2025 • 95% confidence
Offer value
The role of Chief of Staff at SmartHop offers a high value with substantial compensation, a pivotal position in a growing startup, and opportunities for strategic influence.
- Competitive salary: $150K - $190K, plus equity opportunities
- Opportunity to shape strategic initiatives and operational priorities
- Dynamic hybrid work environment in a tech-focused startup
Pros
- High compensation with potential for equity
- Opportunity to influence company strategy and operations
- Dynamic work environment in a rapidly expanding sector
Cons
- Requires significant experience which may deter some candidates
- Complex responsibilities could lead to stress
- Hybrid work model may not be preferred by all
Who it's for
Senior-Level • Hybrid
Good fit
- Experienced professionals in strategic operations
- Candidates with a startup mentality and leadership aspirations
- Individuals interested in the intersection of technology and logistics
Not recommended for
- Those seeking a traditional corporate career
- Candidates uncomfortable with strategic and analytical thinking
- Individuals desiring less responsibility
Motivation fit
Key skills
About the job
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.
