Executive Sales Assistant - WSOS

Hiring: Full-Time Executive Sales Assistant - Remote - $10,800 - $14,400/yr 🌟 About us, WorkStackOS, the hiring team 💡

🌍 Led by a Founder Who Cares – Reef Colman built WorkStackOS to give companies a better way to run their offshore teams, without the chaos of spreadsheets and guesswork.

⚙️ The Operating System for Offshore Teams – WorkStackOS is a single platform for costs, disbursements, compliance tracking, and team coordination, replacing the spreadsheets and manual processes companies use to run offshore teams today.

🌎 Built for Companies Managing Distributed Teams – We help businesses centralize the operations side of running an international workforce, so nothing falls through the cracks.

🚀 A Fast-Moving Product Team – We’re building something new, which means real problems to solve and real ownership over how we solve them.

🤝 A Culture That Backs Its People – Your skills and initiative matter here. We’re building a team of self-sufficient, high-caliber people who don’t need to be managed closely.

⚒️ Key Responsibilities of the Executive Sales Assistant 📝

📞 Client Communication & Outreach

📅 Calendar & Scheduling

📬 Email & Inbox Management

📈 Pipeline & Reporting

🧩 Client Onboarding & Task Follow-Through

💬 Team Communication & Back-Office Support

🌍 Executive & Personal Assistance

⚒️ Key Qualifications Of The Executive Sales Assistant 📝 🗣️ Excellent Communicator – Clear, proactive, and confident communicating with clients, leadership, and teammates across channels.

🏆 Top-Tier, Strong Player – You operate at a high level and hold yourself to a high standard—not just someone who gets by.

🚀 Force Multiplier – You make the people and systems around you better just by being on the team.

🧠 Highly Capable & Self-Sufficient – You figure things out, ask smart questions, and don’t need to be managed closely. No babysitting required.

🤖 AI-Savvy (Level 2+) – You know how to create and manage AI Agents, Skills, and automations using tools like Claude and ChatGPT—not just prompt them.

🎯 Core Values Alignment – Strong personal integrity and genuine alignment with WorkStackOS’s core values around ownership, speed, clarity, and candor.

Additional Information Review this Doc first! How To Prepare For The Recruiting Process -

• https://docs.google.com/document/d/1tCWNqlU4gNG4nQaEeo5iSKNB8A8X7xAlVCMDvZwkdDk/edit?tab=t.0#heading=h.gt6n5ybw2ujb

📢 Why Are They Hiring an Executive Sales Assistant? 🏢

Our client is hiring an Executive Sales Assistant because WorkStackOS is growing, and the team needs someone dedicated to this role to keep up with it. As more client conversations, scheduling, and follow-ups come in, this role is about being the connector behind the scenes—managing client relationships, staying ahead of follow-ups, coordinating the team, and keeping the back office running smoothly so nothing falls through the cracks.

If you’re a sharp, self-sufficient operator who thrives on structure, communicates clearly, and knows how to put AI tools to work instead of just using them—this role could be a great fit for you. ✨

Your Responsibilities Include Responsibilities of the Executive Sales Assistant: 📞 Client Communication & Outreach

• Manage follow-up communications with clients and leads across email, messaging apps, and CRM
• Proactively respond to inquiries and maintain timely communication loops
• Create and manage group chats/channels for streamlined communication
• Send warm introductions, nurture cold or inactive leads, and follow up on inbound messages across channels

📅 Calendar & Scheduling

• Own leadership’s full calendar, coordinating with clients, internal team members, and partners
• Schedule all external and internal meetings, ensuring clarity around time zones and objectives
• Book appointments, demos, and calls on behalf of the team, confirming details in advance
• Proactively identify potential scheduling conflicts and offer solutions

📬 Email & Inbox Management

• Triage leadership’s and WorkStackOS’s inboxes for urgency and priority
• Draft, send, and follow up on important emails to clients, prospects, and partners
• Organize and flag items that need leadership’s attention

📈 Pipeline & Reporting

• Enter and maintain contact records, deals, and lead source details
• Up…