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// POSTED: May 3, 2026

Seasoned Executive Assistant or Chief of Staff Ready to Go Next Level

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Yes, this starts as a job. But, ultimately, it's an opportunity to collaborate with a seasoned founder on vastly greater things.

The Pitch

I'm a successful founder looking to transition from serial entrepreneurship (founding and scaling one company at a time) to portfolio entrepreneurship (non-operational partial-ownership in several businesses). I served as both visionary and integrator (the detail guy) in my last successful business. But what got me here won't get me where I want to go.

As I start this journey, I know I cannot do it alone. I'm looking for a well-organized, detail-focused, growth-oriented individual who can rely on their years of experience to excel in the following three roles.

Executive Assistant: Meeting coordination, email maintenance, lightweight bookkeeping and invoicing, CRM maintenance, and travel management.

Virtual Family Manager: Family travel planning, meeting coordination with professional advisors, ordering gifts for family and friends, re-ordering supplies, eBay sales, and other family-related research activities and projects.

Chief of Staff: As I stated above, I'm looking to build out a portfolio of businesses. This will be accomplished through investment, acquisition and collaboration with like-minded entrepreneurs. I've identified multiple opportunities and I need a someone to do the tactical and detail work but also collaborate with me as we identify and evaluate business opportunities. Youll be the COS of the initial businesses we engage in. This role is not limited to COS but could grow into business operator responsibilities as the need is required (and assuming you have the desire).

In short, I'm looking for someone with proven EA and COS achievements and a burning desire to elevate to the next level.

What Does Success Look Like?

Within the first quarter:

Within the first year:

Within three years:

Some Additional Details

This role is fully remote. I'm located in the Central European timezone and we will need at least five hours of overlap each day. The role does not contemplate any travel at this time.

I'm open to looking at applications from anyone, anywhere. I'm also open to rethinking aspects of the role for the right person, as long as it fits into my overall plan for this journey.


Interested in this role?Apply on iHire