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Best freelance CEOs to hire in 2025

Looking to hire CEOs for your next project? Browse the world’s best freelance CEOs on Contra.

Trusted by 50K+ teams from creative agencies to high growth tech companies

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FAQs

What qualities should I look for in a freelance CEO?

When you're looking to hire a CEO, you should find someone with leadership experience. They should be good at making decisions and handling big teams. It's like finding a captain for your ship to help guide the project smoothly.

How do I determine if a freelance CEO is a good culture fit?

Think about the values and mission of your business. Check if the CEO's past work aligns with these. A CEO who shares your vision will help steer your company in the right direction.

What kind of deliverables should I expect from a freelance CEO?

A freelance CEO should develop a strategic plan and set clear goals for your business. They might also manage key relationships and improve operational efficiency. It's important they provide regular updates on progress.

How can I establish a successful working relationship with a freelance CEO?

Start by having clear communication channels. Regular check-ins can help track progress and address any issues. Make sure you both agree on expectations from the beginning.

What is the best way to onboard a freelance CEO?

Prepare resources and business insights that the CEO should know. Introduce them to key team members and outline your goals effectively. The smoother the onboarding, the quicker they can start helping your business grow.

How do I set clear objectives for the freelance CEO to achieve?

Outline specific, measurable, and realistic goals for the CEO. These could be milestones like increasing revenue or expanding a product line. Clear objectives help keep progress on track.

What should be my first step once I've hired a freelance CEO?

Schedule a meeting to discuss the vision and mission of your business. It's important to align expectations and share important business data. This initial step sets a strong foundation for their role.

How can I track the performance of a freelance CEO?

Set key performance indicators (KPIs) that the CEO needs to meet. Regular performance reviews help ensure goals are being met and offer opportunities to provide feedback. This way, you can see how well they lead your business.

How do I ensure the project goals are being met by the freelance CEO?

Have periodic reviews to discuss the achievements and any challenges. Encourage transparency and open communication. This ensures that both parties stay informed and motivated.

Who is Contra for?

Contra is designed for both freelancers (referred to as "independents") and clients. Freelancers can showcase their work, connect with clients, and manage projects commission-free. Clients can discover and hire top freelance talent for their projects.

What is the vision of Contra?

Contra aims to revolutionize the world of work by providing an all-in-one platform that empowers freelancers and clients to connect and collaborate seamlessly, eliminating traditional barriers and commission fees.

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J.T. O'Donnell
Boston, USA
$25k+
Earned
12x
Hired
5.0
Rating
2
Followers
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Hicham Baghedoud
Morocco
2x
Hired
5.0
Rating
Cover image for esshab logo
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Cover image for HealSync Brand & Product
Profile avatar
Victoria Dolmatova
France
$1k+
Earned
7x
Hired
5.0
Rating
TOP_INDEPENDENT

Top

Cover image for Strategic Test Prep – Rebranding & Website
Cover image for OptimNow -  Branding & Website Development
Cover image for BotStacks - Creative direction + Website redesign
Cover image for Utopy Haircare — Branding + Marketing + Web development
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Malik Fasih
London, UK
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Profile avatar
Islam B
Dubai - United Arab Emirates
$1k+
Earned
1x
Hired
Cover image for XPIER LIMITED
Cover image for Anthropometrics for Fashion AI
Cover image for Generative AI Video
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