Head of Operations

As the Head of Operations at Gumloop, you’ll stand at the center of our business. You’ll partner closely with the CEO and cross-functional teams to coordinate internal functions, define operational strategy and lead initiatives that fuel our growth. You will:

• - Lead and optimize internal functions including Finance, Legal, Marketing, and general operations.

• - Partner with the CEO and CTO to set business priorities, lead strategic planning cadences, and drive execution of cross-functional initiatives.

• - Develop and implement GTM strategies, including pricing, segmentation, and market evaluation. Build and manage relationships with customer stakeholders to support new and ongoing engagements.

• - Analyze and recommend improvements to organizational structure, processes, and decision-making.

• - Work with the CEO to track revenue, profitability, and key growth drivers; deliver data-backed reporting and insights.

• - Own processes for OKR reviews, board meetings, and sprint planning, including agenda setting, facilitation, documentation, and action item tracking.

Who we're looking for

• - 2–8 years in business operations, ideally in strategic roles at a high-growth startup.

• - Highly organized with strong attention to detail; able to prioritize, multitask, and delegate effectively.

• - Exceptional communicator, able to present points and arguments clearly and concisely to leadership and stakeholders.

• - Comfortable discussing high-level technical concepts and engaging in research, business challenges, and hiring qualifications.

• - Strong analytical skills with the ability to make and defend data-backed decisions.

• - Interested in startups; excited to work across multiple functions and partner closely with founders.

• - Comfortable with ambiguity; highly adaptable and resourceful in dynamic environments.

  What we offer

  • Competitive Bay-Area salary + meaningful equity (benchmarked against 2025 SF series-A norms).

  • Visa sponsorship

  • Full health, dental, and vision.

  • 401(k) with match.

  • Paid relocation & one-month temporary housing.

  • Annual learning & tools budget.

  • A core seat at the table shaping how our product reaches millions.

We get hundreds of low effort (AI generated) applications on this platform daily. I only care to meet people who care to really apply.

Send a short note (bullets are fine) about why you think you'd be a good fit to [email protected] with subject line “Head of Operations – Your Name.” We’ll reply ASAP.