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Executive Assistant

Iceland

Location: Remote, LATAM

Whippy is leading the way in AI-powered business communication, transforming how companies engage with customers using intelligent AI Agents. From customer support to marketing to sales, businesses rely on Whippy’s Voice AI and Chat AI to eliminate manual workflows—responding to inquiries, nurturing leads, screening job applicants, and automating high-value interactions at scale. By combining AI-driven messaging with omni-channel automation, Whippy replaces outdated tools with a single, powerful platform that helps businesses work smarter, faster, and more efficiently.

We’re in search of a personable, highly organized, and quant-driven Executive Assistant to support our CEO. This role is designed to take on the bottom 30–40% of the CEO’s workload, freeing him to focus on strategic growth. You’ll manage scheduling, payments, and event coordination, while also digging into spreadsheets to provide actionable insights.

This position is open to Remote, LATAM Residents (Argentina preferred) and requires full English Fluency. Hours are Eastern Standard Time.

Starting pay: $1,500/month (with growth opportunities).

What you'll do

Executive Support – Manage the CEO’s calendar, appointments, travel, and event bookings. Be proactive in follow-ups and keep tasks moving forward.

Financial Operations – Oversee contractor payments (especially LATAM), support billing processes, and ensure accuracy in financial tracking.

Quantitative Insights – Use spreadsheets (Google Sheets/Excel) to analyze costs, track averages, and provide clear summaries to guide decisions.

Trade Show & Event Coordination – Handle logistics for trade shows and events, including shipping materials, booking venues, and coordinating on-site details.

Sales & Business Support – Assist with light sales tasks such as tracking follow-ups, ensuring commitments are met, and keeping opportunities organized.

What we're looking for

2+ years as an Executive Assistant, Operations Coordinator, or similar role, preferably supporting senior leadership.

Strong spreadsheet skills (Google Sheets/Excel) — comfortable analyzing data and presenting findings clearly.

Highly personable, organized, and proactive — someone who can anticipate needs and handle tasks with minimal direction.

Excellent communication skills, both written and spoken.

Experience in event coordination or logistics is a strong plus.

Ability to thrive in a fast-paced startup environment and juggle multiple priorities.

Full English fluency; available to work on U.S. (EST) hours.

What we offer

Competitive pay ($1,500/month to start).

Direct collaboration with the CEO and exposure to a broad range of company operations.

The opportunity to take on meaningful responsibility and grow with a fast-scaling startup.

Hands-on experience working with serial entrepreneurs who have built $100M+ valued companies.

Where you'll work

This position is Remote

How to apply

Email your resume & cover letter to info@whippy.co

Please use Subject line: Executive Assistant

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