Source Job

$150,000–$160,000/yr
Global

  • Serve as a strategic partner to Co-CEOs, driving alignment across business, media, and investment interests.
  • Build AI-driven systems and operational workflows to enhance executive productivity and decision-making.
  • Lead cross-functional initiatives, board preparations, and company-wide communications to execute strategic priorities.

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20 jobs similar to Chief of Staff

Jobs ranked by similarity.

$99,900–$125,800/yr
Canada Unlimited PTO

  • Work directly with two co-CEOs on hands-on, high-impact projects.
  • Take ownership of ambiguous problems and drive them to completion.
  • Build staffing and capacity models across delivery teams.

Correlation One is the largest provider of AI and data workforce development programs globally, having trained over 500,000 professionals across 11 countries. The company culture empowers individuals and embraces diversity through its core mission.

$190,000–$230,000/yr
US

  • Act as a true force multiplier for the CEO, taking on operational burdens and executing special projects to amplify impact.
  • Drive the operating cadence of the Executive Leadership Team, ensuring alignment and seamless cross-functional communication.
  • Lead high-impact special projects, including AI enablement, that optimize workflows and drive strategic growth.

Engine is transforming business travel into a personalized, rewarding experience by building a platform that combines corporate travel, charge cards, and spend management. With over 30,000 companies and 1 million travelers, Engine is a rapidly growing, cash flow positive company backed by major investors and recognized as one of the fastest-growing travel and fintech platforms.

US Unlimited PTO

  • Drive strategic projects and coordinate the launch of new service offerings and board materials.
  • Build and own Apollo's AI-powered go-to-market engine, including marketing automation and content distribution.
  • Manage cross-functional initiatives, ensuring alignment and execution across the executive team.

Apollo Information Systems is a cybersecurity services company delivering comprehensive security and compliance programs. The company is rapidly growing with a Series A investment, a collaborative remote-first culture, and a team of mission-driven, kind professionals.

$175,000–$275,000/yr
US

  • Act as the CEO's force multiplier, designing operating rhythms and AI-native systems to scale hypergrowth.
  • Lead AI transformation across all functions, challenging teams to reinvent workflows from first principles.
  • Build the CEO intelligence layer, curating signal and driving strategic execution across the company.

ClickUp is building the everything app for work, an AI-native workspace unifying tasks, docs, chat, and more. They are a pre-IPO company with $300M+ ARR and about 1,000 employees, operating as an AI-first organization where every team member leverages AI daily.

$101,250–$127,500/yr
Canada Unlimited PTO

  • Take ownership of complex, undefined problems and drive initiatives from concept to completion.
  • Build operational models, tools, and systems to improve decision-making and team effectiveness.
  • Provide executive support through concise analysis, strategic briefs, and actionable recommendations.

Our partner operates at the intersection of technology, workforce development, and business transformation. They have a collaborative culture focused on empowerment, diversity, and individual growth, and are seeking a Chief of Staff to support their executive leadership.

$200,000–$275,000/yr
US 12w maternity 12w paternity

  • Drive strategic clarity and accountability across the executive team, ensuring initiatives and quarterly reviews move forward with precision.
  • Lead cross-functional projects and high-priority work, stepping in as a force multiplier for senior leaders.
  • Build and scale operating rhythms, processes, and communication cadences to improve execution and organizational effectiveness.

Founded in 2015 by former NSA cyber operators, Huntress is a remote-first cybersecurity company that provides enterprise-grade security to businesses of all sizes. They secure over 5 million endpoints and 11 million identities, and are known for their 24/7 human-led SOC and inclusive culture.

$1,500–$2,400/mo
LATAM Africa Eastern Europe

  • Act as a strategic extension of the CEO, driving priorities and cross-functional initiatives.
  • Independently manage projects from planning to completion, coordinating across departments.
  • Leverage AI tools to improve productivity and automate workflows.

Our client is an established eCommerce and B2B organization with a market-leading position built over two decades. They operate as an 8-figure business with a lean, high-performance culture that values ownership and innovation.

$1,200–$1,700/mo
South Africa Philippines

  • Manage calendars, inboxes, travel, and personal administration for the founder.
  • Draft professional communications, conduct research, and complete ad hoc projects.
  • Support operational tasks, hiring interviews, and targeted outreach.

Assist World is a virtual assistant staffing platform that matches skilled assistants with fast-growing businesses. It operates fully remotely and emphasizes flexibility, AI tools, and a results-focused culture.

$170,000–$205,000/yr
Global Unlimited PTO

  • Design and continuously improve leadership operating systems, including planning cadences and decision-making frameworks.
  • Own quarterly and annual planning processes to align priorities and resources across teams.
  • Drive execution of high-priority cross-functional initiatives by improving accountability and coordination.

The company is a fast-growing organization focused on improving operational excellence and strategic planning. It operates in a remote-first environment with a collaborative culture centered on innovation, autonomy, and continuous improvement.

Global

  • Mentor clients seeking chief of staff roles, teaching strategic planning and executive support skills.
  • Help clients apply AI tools and navigate career growth, including resume review and interview prep.
  • Set your own hours and rates, host sessions virtually with a supportive team.

Leland is building the home for ambition in the age of AI, connecting people with experts to land jobs, get into schools, or upskill. Since 2021, they have helped tens of thousands of people and raised $19M from world-class investors, fostering a collaborative, high-energy environment.

US 4w PTO

  • Oversee end-to-end program operations for multiple complex initiatives, from planning and logistics to data analysis and insight synthesis.
  • Design smarter systems and embed AI-enabled workflows to reduce operational burden and enable consistent excellence across the organization.
  • Build trust-based partnerships with senior leaders by anticipating needs, clarifying expectations, and proactively resolving issues.

Leading Educators partners with school systems to improve teaching and student success through instructional excellence and systemic solutions. It is a national nonprofit that values collaboration, continuous learning, and equity, with a culture that fosters individual strengths and innovation.

Canada

  • Define company strategy and OKRs in partnership with the CEO, translating vision into execution-ready operating models.
  • Embed AI, automation, and agentic tools into core business processes to improve efficiency and scalability.
  • Lead cross-functional executive teams across operations, sales, people, communications, and technology.

Our partner is a high-growth, AI-native organization operating in the real estate technology space. They are a lean, founder-led team building a leading national platform in its category.

US Unlimited PTO 12w maternity 12w paternity

  • Own and manage the CEO's calendar with a strategic lens, proactively resolving conflicts and prioritizing high-value activities.
  • Coordinate complex domestic and international travel with detailed itineraries and real-time adjustments.
  • Serve as the primary gatekeeper for the CEO's time, exercising sound judgment on prioritization and access.

Penta is a leading corporate affairs advisory firm that helps organizations predict what matters and shape outcomes by combining proprietary intelligence, stakeholder insights, and strategic counsel. The global team brings decades of experience in business, government, communications, research, data science, and media, serving over 25% of the Fortune 100.

$65,000–$75,000/yr
US Unlimited PTO

  • Manage executive logistics, scheduling, and travel for co-founders and the Growth team.
  • Own end-to-end meeting operations and support the People team with hiring and culture programming.
  • Identify operational gaps and implement solutions in a high-growth healthtech environment.

Jukebox Health partners with health plans to make homes safer and more accessible for older adults and high-needs populations using technology and clinician networks. It is a fast-growing healthcare services company backed by top venture capital firms, with a mission-driven and collaborative culture.

$226,000–$335,000/yr
US

  • Serve as a thought partner and trusted advisor to the Chief People Officer, helping pressure-test priorities and make high-quality decisions.
  • Drive clarity and execution against People organization priorities, ensuring leaders have the context and alignment to execute effectively.
  • Prepare executive-ready content and manage key organizational cadences like leadership meetings, offsites, and business reviews.

Affirm is reinventing credit to make it more honest and friendly, giving consumers the flexibility to buy now and pay later without hidden fees or compounding interest. The company fosters a high-performing, inclusive culture, and its People team focuses on attracting, enabling, and retaining talent.

$145,000–$195,000/yr
US 4w PTO

  • Lead execution of strategic initiatives including M&A, AI transformation, and enterprise operational priorities.
  • Drive cross-functional coordination and program governance as a strategic partner to executive leadership.
  • Leverage AI-enabled tools to improve visibility, efficiency, and decision-making across programs.

Rithum is the world's most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. Over 40,000 companies trust Rithum, and the culture is collaborative, transparent, and inclusive.

$128,500–$154,200/yr
US

  • Execute and track strategic initiatives across cross-functional teams, including M&A efforts.
  • Build business cases with Finance to measure success metrics like revenue and ROI.
  • Lead multidisciplinary execution to integrate AI tools into existing workflows and drive process optimization.

Constant Contact provides tools for businesses, entrepreneurs, non-profits, and individuals to grow online. The company has a culture of diversity and inclusion, operates as a hybrid workforce, and offers a generous paid time off policy.

Mexico

  • Administer enterprise AI platforms including Claude, ChatGPT, and Gemini.
  • Keep the SVP of Innovation organized and ahead of schedule.
  • Run the team's weekly operating rhythm and maintain the roadmap.

Power Digital is a tech-enabled growth firm at the intersection of marketing, consulting and data intelligence, igniting revenue and brand recognition for companies worldwide. They are a people-first firm with a dynamic team of consultative marketers, creatives, analysts, and technologists.

$226,000–$335,000/yr
US

  • Design and run the product leadership team's rhythms, including staff meetings, product reviews, and offsites.
  • Co-own people processes with HRBP, covering hiring, calibrations, performance, and talent reviews.
  • Drive AI enablement and retooling across the product function, including masterclasses and process embedding.

Affirm is reinventing credit to make it more honest and friendly, offering consumers flexible buy now, pay later options without hidden fees or compounding interest. The company is a remote-first, high-growth tech firm with a strong emphasis on empathetic and data-driven product development.

Global

  • Act as a strategic partner to the CEO, driving key initiatives and cross-functional projects.
  • Manage high-priority tasks, from investor relations to operational improvements.
  • Leverage your experience in high-growth environments to solve complex problems and scale the business.

Equal Ventures is a venture capital firm that invests in early-stage startups. They have a portfolio of fast-growing companies and seek talented generalists to support their teams.