Remote executive assistant roles are no longer administrative, they’re strategic, high-impact, and extremely well-paid. In 2026, top-tier Executive and Personal Assistants working with founders in AI, technology, and emerging industries are earning $120,000 to $150,000+ annually, often with full benefits and long-term career upside.
One of the most compelling opportunities right now is this Remote Executive/Personal Assistant position curated by Career Group, supporting a highly innovative entrepreneur whose work spans technology, AI-driven marketing, wellness, and future-focused ventures.
This is not a traditional assistant role. It’s a right-hand, thought-partner position for someone who thrives in ambiguity, loves solving complex problems, and wants to help shape bold ideas into real-world execution.
Why High-Level Remote Executive Assistant Jobs Pay $150,000+ in 2026
As founders scale faster than ever often across multiple companies and personal ventures, the need for strategic leverage has exploded. The modern Executive/Personal Assistant:
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Thinks like an operator
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Executes like a project manager
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Researches like an analyst
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Communicates like a strategist
That combination commands premium compensation, especially in AI, tech, and innovation-driven environments where speed, judgment, and autonomy are essential.
About the Opportunity (Via Career Group)
Career Group is recruiting an exceptional Remote Executive/Personal Assistant to support a forward-thinking entrepreneur intentionally designing his life and work around impact, exploration, and long-term mission.
This role places you at the center of cutting-edge initiatives, where answers aren’t obvious and structure must be built from scratch. You’ll help turn abstract ideas into executable plans—and then drive them forward.
If you enjoy working in the “gray area,” this role offers intellectual challenge, autonomy, and influence rarely found in remote positions.
Role Overview: Remote Executive / Personal Assistant
As the Executive/Personal Assistant, you’ll function as a central point of leverage across both professional and personal initiatives. Your work will span business operations, research, systems building, and strategic execution.
This is ideal for someone who:
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Thinks deeply
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Learns fast
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Works independently
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Loves solving problems others avoid
Key Responsibilities
Strategic & Operational Support
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Support and operationalize high-level strategic priorities
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Turn loosely defined ideas into structured, actionable plans
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Move projects from concept to execution across multiple domains
Research & Intelligence
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Research unfamiliar and emerging topics quickly
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Synthesize insights into clear, concise summaries
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Make informed recommendations to guide decisions
Communication & Coordination
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Manage communications and ensure follow-through
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Identify tools, partners, and resources to accelerate progress
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Organize complex information streams into usable systems
Systems & Problem Solving
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Build workflows and frameworks that create clarity
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Anticipate needs and proactively remove roadblocks
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Support both business and personal operations with discretion
Expanded Career Path & Additional Roles
This role can naturally evolve into higher-level positions, including:
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Chief of Staff
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Director of Operations
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Founder’s Office Lead
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Strategy & Research Lead
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Venture Operations Manager
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AI Operations & Systems Manager
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Executive Operations Consultant
Many assistants in similar environments progress into six-figure leadership roles or long-term advisory positions.
Who This Role Is Perfect For
You’ll thrive here if you are:
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Highly analytical, resourceful, and results-driven
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Deeply curious with a love for learning and research
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Comfortable working independently with minimal oversight
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Skilled at navigating ambiguity and making judgment calls
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An excellent writer who can summarize and recommend clearly
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Tech-savvy and enthusiastic about AI tools and emerging tech
See also: An Opportunity to Get Paid $200,000 to Relocate to the USA via the Construction Visa Program
Requirements
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Prior experience supporting a founder, executive, or fast-moving leader
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Background in a technical, creative, or agency-style environment preferred
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Comfortable working fully remote and autonomously
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Resides in Central Time
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Power user of AI tools and emerging technologies
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Proven ability to manage complex projects to completion
Compensation & Benefits
This role offers competitive, top-of-market compensation, with many comparable positions reaching $120,000–$150,000+ annually, depending on experience and scope.
Benefits Include:
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Competitive salary (DOE)
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Fully paid PPO medical insurance
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Vision insurance
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Dental insurance
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401(k) retirement plan
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Fully remote work environment
How to Apply (Official Application)
This opportunity is being recruited exclusively by Career Group.
Apply directly through Career Group’s official job portal
Due to the high-profile nature of this role, applications are reviewed selectively. Early applicants receive priority consideration.
Final Thoughts
If you’re looking for a high-income remote role that blends strategy, autonomy, AI, and real influence, this Executive/Personal Assistant position is rare and powerful.
You won’t just manage tasks.
You’ll help shape ideas, build systems, and drive execution at the highest level.
For the right candidate, this role isn’t just a job, it’s a career-defining opportunity.