Cryptoworth is a rapidly expanding startup that specializes in financial software for crypto companies. Our platform provides cryptocurrency accounting and bookkeeping solutions. Our core software was created to reduce the complexity of cryptocurrency adoption, usage, and management. We are a team that strongly believes in the web3-oriented future for the financial world.

As we continue to scale with leading enterprises - including crypto-native funds, foundations, and financial institutions - we’re looking for a Chief of Staff to be the CEO’s strategic right hand: someone who ensures that vision, strategy, and execution stay tightly aligned as we grow.

Reporting directly to the CEO, you’ll focus on enhancing company-wide strategic initiatives and optimizing operational effectiveness to support our next phase of growth. This role is highly cross-functional and requires strong problem-solving, prioritization, and the ability to wear many hats in a fast-moving environment.

You’ll collaborate with leadership across product, engineering, partnerships, and finance to ensure execution matches vision. Some days you’ll be deep in OKRs, metrics, and operating frameworks; other days you’ll be drafting board decks, refining pricing experiments, or ensuring that a new blockchain integration launches smoothly.

This is a high-visibility role with significant growth potential - ideal for someone who thrives in ambiguity, wants a front-row seat to scaling a fintech startup, and is hungry to learn what it takes to build something massive.

Strategic Alignment

• Collaborate with the CEO and executive team to define long-term goals and translate them into clear operating plans.
• Manage and prioritize key projects and initiatives across departments, ensuring timelines and resources are aligned.
• Monitor execution against goals and adjust strategies based on operational feedback and market conditions.

Operational Excellence

• Improve internal processes, frameworks, and cross-team communication to help us scale faster with fewer bottlenecks.
• Run weekly exec meetings, track follow-ups, and maintain accountability.
• Drive adoption of best practices in workflows and team alignment.

CEO Leverage

• Prep and brief the CEO for investor, partner, and customer meetings.
• Draft key communications, including board updates, investor reports, and strategy docs.
• Serve as an extension of the CEO in meetings, ensuring priorities are communicated and followed through.

Special Projects

• Own mission-critical initiatives that don’t yet have a natural home (e.g., ERP integration launches, reconciliation service design, vendor evaluations).
• Support GTM initiatives with CFO partners, accounting firms, and enterprise clients.

• Experience in consulting, strategy, operations, or at a high-growth startup (founder/operator background is a plus).
• Strong problem-solving skills; ability to turn ambiguity into clarity.
• Fast executor with high standards—able to juggle multiple priorities without dropping details.
• Entrepreneurial and proactive; eager to improve processes and take on responsibility beyond a defined job scope.
• Flexible, adaptable, and collaborative; comfortable “getting hands dirty” where needed.
• Curiosity about crypto, fintech, and accounting systems (no prior domain expertise required, but a strong plus).

• Growth & Impact: Instead of following a playbook, you’ll be writing it. Your work will directly shape the operating system of a high-growth crypto fintech.
• Learning & Exposure: Work directly with the CEO and leadership team on projects spanning product, finance, sales, partnerships, and fundraising.
• Career Trajectory: This role is a launchpad into senior leadership (future VP of Ops, Strategy, or GM).
• Team & Culture: Join a mission-driven team that believes in a web3 financial future and is obsessed with solving hard problems for our customers.

• Competitive salary & equity package.
• Flexible hybrid setup with Toronto HQ presence (15 days/month).
• Health & wellness benefits.
• Learning stipend and professional development support.
• Team offsites, social events, and opportunities to build alongside top talent in crypto fintech.