Office Operations Manager & Executive Assistant

About DealMaker

DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem. Our mission is to make online capital raising mainstream by empowering founders, CEOs, and operators to raise capital digitally from their communities and through strategically marketed campaigns. We provide the only end-to-end solution in this space, with an impressive track record: over $2B raised across 1,000+ campaigns, including landmark raises for EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), and Monogram Orthopaedics (Nasdaq:MGRM). We've achieved 3 IPOs in the past year alone and are rapidly expanding our team.

Who You Are

You are a high-energy, high-ownership professional who thrives in the controlled chaos of a scaling tech company. You don't just manage tasks—you drive outcomes. You're a natural problem-solver who finds a way when faced with logistical hurdles and isn't afraid to push your limits to support a fast-moving leadership team.

You align with our core values: Speed over Perfection (understanding that bias toward action keeps us ahead), Bold and Direct communication (acting as a trusted partner to leadership), and a passion for Innovating and Simplifying processes. You're someone who loves making internal operations easier so the team can stay obsessed over customers.

What You'll Do

You'll be the operational backbone of our Los Angeles division, enabling a team of 30+ to focus on core KPIs: raising capital and delivering world-class marketing technology.

• Executive Partnership: Proactively manage the President's complex calendar and communications, ensuring they're prepared for all internal and external engagements.
• Office Ownership: Independently run day-to-day office functions—keeping the office stocked, coordinating vendors, and maintaining a high-vibe environment that reflects our brand and aligns with broader office culture across Toronto and NYC.
• Team Coordination: Serve as the central, in-person point of contact for 30+ team members, streamlining office communications, driving engagement, and organizing events that keep the team motivated and aligned.
• Customer Obsession: Ensure all external-facing interactions with vendors, partners, and clients are handled with the highest level of professionalism and urgency.
• Project Execution: Support the integration of marketing technology initiatives by handling administrative hurdles, allowing the technical team to focus on innovation.

Required Skills & Experience

• Proven experience as an Executive Assistant, Office Manager, or similar operational role in a fast-paced, scaling organization
• Exceptional organizational and project management abilities with strong attention to detail
• Outstanding communication skills—both written and verbal—with ability to interact professionally across all levels
• Proficiency with calendar management tools, productivity software, and office management systems
• Ability to juggle multiple priorities in a dynamic environment while maintaining composure
• Self-starter mentality with strong problem-solving skills and resourcefulness
• Experience coordinating events, managing office logistics, and vendor relationships
• Understanding of fintech, SaaS, or tech startup environments is a plus

💰 Compensation not publicly listed. Market estimate for similar roles: from $80K, varying by experience and location.