Proactive Executive Assistant to Founder

Simplified Management, LLC; Auburn (ME); On-site; USD 60,000 - 90,000; Full time

Job summary

Simplified Real Estate is seeking an Executive & Personal Assistant to support the Founder across professional and personal priorities. You will protect time, organize commitments, manage logistics, and ensure follow-ups stay on track, without waiting for instructions.

You will learn the Founder's working style, preferences, relationships, and priorities well enough to anticipate needs and act proactively. You will coordinate meetings, travel, reservations, events, and professional touchpoints,

Qualifications

• Previous EA/PA experience required.
• Experience supporting a founder or senior leader.
• Ability to work proactively without daily direction.
• Excellent organization and follow-through.

Responsibilities

• Coordinate meetings, travel, reservations, and events.
• Manage logistics and protect the Founder’s time.
• Handle follow-ups and routine issues independently.
• Improve research, scheduling, and workflows with AI tools.

Skills

EA experience

Proactive mindset

Discretion

Organization

Communication

Independent worker

Travel logistics

AI tools

Tools

AI tools

Scheduling software

Job description

Simplified Real Estate is seeking an Executive & Personal Assistant to support the Founder across professional and personal priorities. You will protect time, organize commitments, manage logistics, and ensure follow-ups stay on track, without waiting for instructions.

You will learn the Founder's working style, preferences, relationships, and priorities well enough to anticipate needs and act proactively. You will coordinate meetings, travel, reservations, events, and professional touchpoints,