Executive Assistant to CEO - AI-Driven Travel & Scheduling

Digital Agency Jobs; Sheffield; On-site; GBP 32,000 - 52,000; Full time

Job summary

Digital Agency Jobs is seeking a proactive assistant to support our Founder with scheduling, travel, and client relationships in a fast-paced environment. You will learn and operate AI-powered workflows while building trusted, incremental access to critical calendars and communications.

You will contribute to meeting coordination, materials preparation, and post-call follow-ups, with opportunities to take on more ownership as trust grows.

Qualifications

• Persistent and resilient, pushing through obstacles until completion.
• Coachable and able to adapt quickly to feedback.
• Curious and asking sharp questions to uncover needs.
• Resourceful, finding solutions with limited context.
• Able to earn trust incrementally and gain autonomy over time.
• Curious about AI tools and learning new ones independently.
• Enjoys repetitive, detail-heavy tasks as a path to mastery.
• Communicates directly and candidly when needed.

Responsibilities

• Support full speaking and logistics pipeline for the Founder from inquiry to post-event follow-up.
• Handle speaker logistics: bios, headshots, forms, transport, expenses, deadlines.
• Build and manage the presentation tracker and start direct organizer communications.
• Learn and maintain travel preferences; book and monitor travel for engagements.
• Join sales calls as a note-taker and observer, then turn insights into next steps.
• Assist with calendar management and weekly briefings for upcoming meetings.
• Support VIP relationships and nonprofit board logistics as needed.
• Use AI-powered systems to improve workflows and propose small improvements.

Skills

Persistent

Coachable

Curious questions

Resourceful

Trust-building

AI tools curiosity

Detail-oriented

Direct communication

Job description

Digital Agency Jobs is seeking a proactive assistant to support our Founder with scheduling, travel, and client relationships in a fast-paced environment. You will learn and operate AI-powered workflows while building trusted, incremental access to critical calendars and communications.

You will contribute to meeting coordination, materials preparation, and post-call follow-ups, with opportunities to take on more ownership as trust grows.