Executive Assistant & Operations Assistant

Job Summary

Grubby (grubby.ai) is an AI-powered academic writing SaaS platform that helps students produce better papers, faster. We combine cutting-edge AI models with expert academic guidance to deliver a product students love. We're a small, scrappy startup based in Puerto Rico, and we're growing fast. We're looking for a sharp, organized, and proactive Executive Assistant & Operations Manager to support our founder and help keep the business running smoothly. This is a catch-all role for someone who thrives in a fast-paced startup environment and can wear many hats.

Key Responsibilities

• Manage the founder's calendar, communications, and day-to-day scheduling
• Coordinate across teams including developers, QA, marketing, and coaching staff
• Help manage and oversee marketing initiatives including email campaigns, social media content, and TikTok UGC creator programs
• Assist with hiring and onboarding of freelancers and contractors
• Track project timelines, deliverables, and follow up to ensure nothing falls through the cracks
• Handle billing operations, payment management, and customer support escalations
• Prepare reports, presentations, and internal documentation
• Support general business operations: vendor management, research, travel coordination, and ad hoc projects
• Interface with students, creators, and partners on behalf of leadership as needed

Qualifications

• Bachelor's degree from a reputable university
• 2+ years of experience in an executive assistant, operations, or office management role
• Highly organized with strong attention to detail and the ability to manage multiple priorities
• Excellent written and verbal communication skills in English
• Comfortable with technology and SaaS tools (Slack, Notion, Airtable, Stripe, Google Workspace, etc.)
• Self-starter who can work independently and take initiative without constant direction
• Based in Puerto Rico (required) - this is a remote position but candidates must reside on the island
• Familiarity with the EdTech or AI space is a plus but not required

Benefits

• Competitive salary ($38,000 - $50,000/year depending on experience)
• Fully remote work environment
• Direct access to and mentorship from the founding team
• Opportunity to grow with an early-stage AI startup
• A dynamic, fast-paced environment where your contributions have immediate impact

How to Apply

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