Director of Strategy

Director of Strategy

Location: New York Employment Type: Full time Location Type: Hybrid Department: Office of the CEO Compensation: $170K base

DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem with a mission to make online capital raising mainstream. We empower founders, CEOs, and operators to raise capital digitally, both from their own communities and through strategically marketed campaigns. No other platform provides an end-to-end solution like ours—and our track record speaks for itself, with over $2B raised across 1,000+ campaigns. We power the largest online capital raises for customers like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), Monogram Orthopaedics (Nasdaq:MGRM) and many others, with 3 IPOs in the past year alone. We are quickly expanding our horizons and seeking talented team members to join us on our journey to transform the global capital market.

Who You Are

You are a sharp, restless strategist who sees around corners and moves with urgency. You possess the analytical horsepower to decode complex markets and the executive presence to act as a true thought partner to the C-suite. You don't wait for perfect information—you build conviction fast, communicate it clearly, and drive toward outcomes.

With experience in top-tier strategy consulting, M&A, or high-growth Fintech, you are outcomes-obsessed, measuring your success by business KPIs like revenue growth and market share rather than the volume of your deliverables. Crucially, you are an AI Workflow Builder; you operate at the frontier of how AI is applied to strategy work, designing systems that multiply your team's output and coaching peers to raise their game. You thrive in high-stakes environments where the work is ambiguous, but the impact is real.

What You'll Do

• Serve as the CEO's Strategy Partner: Translate the CEO's vision into measurable outcomes. You will identify which business functions need a strategy refresh—from investor distribution to GTM—and lead the full development lifecycle from research to cross-functional alignment.
• Lead M&A and Corporate Development: Act as the connective tissue for every deal. You will maintain DealMaker's investment thesis, build an active pipeline of acquisition targets, and project-manage the execution of due diligence and integration in close partnership with the CEO.
• Build Strategic Institutional Partnerships: Identify and close high-priority platform deals with tier-one financial institutions and consumer investment platforms to step-change DealMaker's investor reach and category leadership.
• Own Competitive Intelligence & Positioning: Build the systems to track competitor moves, regulatory shifts, and technology trends. You'll turn this intelligence into monthly briefs that directly inform pricing, product roadmap, and sales strategy.
• Design AI-Powered Workflows: Design and implement AI-driven processes that scale the strategy function. You won't just use these tools for yourself; you will build the "operating system" for how the Office of the CEO uses AI to synthesize data and reach decisions faster.
• Drive Executive Leverage: Prepare the CEO for high-stakes external conversations and board-level decisions by producing concise, decision-ready strategic briefs backed by hard evidence.

What You Need

• Proven Track Record: Experience in strategy, corporate development, or management consulting, with clear examples of setting direction and closing complex, high-value deals.
• M&A Expertise: Hands-on experience evaluating, structuring, or executing acquisitions—you know how to move deals forward in ambiguous conditions.
• Demonstrated AI Fluency: You must be able to "show the receipts" on how you use AI to accelerate research and synthesis. Experience upskilling teams on AI tools is a major advantage.
• Exceptional Analytical Rigor: Strong financial modeling skills and the ability to build a defensible point of view from a hypothesis faster than most people can frame the question.
• Precision Communication: The ability to write and speak with absolute clarity, landing recommendations with a CEO in a way that builds immediate alignment.
• High-Growth Mindset: Comfort operating in a fast-moving, $100M+ ARR environment where the "right work" is defined by whatever moves the needle on revenue and operating leverage.
• Education & Domain: A foundation in top-tier consulting or banking is preferred; exposure to capital markets, securities, or fintech is a strong advantage.

Nice to Have

• Prior experience in a high-growth startup or scaling technology company.
• Track record of building and managing institutional or strategic partnership programs.
• Experience coaching or upskilling teams on AI tools and workflows.
• Exposure to investor relations or board-level strategy communications.