Serve as a trusted operational partner to a founder, owning business and personal projects end-to-end. Translate high-level goals into scopes, timelines, budgets, and action plans; oversee property buildouts; manage contractors, vendors, advisors, and content/travel logistics; establish systems, provide concise project updates, and protect confidential information with discretion.
A founder of a successful financial media business is seeking a highly resourceful Chief of Staff to serve as his trusted operational partner across both business and personal matters. This individual will take ownership of a wide range of projects, translating high-level direction into clear plans and completed outcomes. The ideal candidate is proactive, solutions-oriented, and comfortable independently managing projects from concept through completion.
Responsibilities
- Own business and personal projects from initial direction through successful completion
- Translate high-level goals into clear scopes, timelines, budgets, and action plans
- Oversee buildouts and property-related projects
- Serve as the primary liaison with the principal’s CPA, advisors, and other professional service providers
- Identify, evaluate, engage, and manage contractors, vendors, consultants, and other specialists
- Negotiate terms, coordinate deliverables, monitor progress, and ensure projects remain on schedule and within budget
- Coordinate content-production resources, medical and travel logistics, and other business or personal initiatives as needed
- Maintain visibility across ongoing projects and provide concise, organized updates
- Anticipate potential obstacles and resolve issues independently whenever possible
- Establish systems and processes that improve organization, communication, and efficiency
- Manage confidential business, financial, medical, and personal information with exceptional discretion
Qualifications
- 5+ years of experience supporting a founder, executive, entrepreneur, or private principal
- Strong project management, research, negotiation, and problem-solving skills
- Proven ability to independently manage projects from concept through completion
- Strong written and verbal communication skills
- Technologically fluent and able to learn new systems quickly
- Comfortable managing a fluctuating workload and periods of limited communication
- Authorized to work in the United States
- Must pass a comprehensive background check and provide verifiable professional references
Compensation
- $100K–$150K annually, depending on experience
- Benefits stipend
Location: Fully remote within the U.S. (principal is based in Boise, Idaho; Mountain-time overlap preferred). Physical projects are executed through local contractors coordinated by the Chief of Staff.
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What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
