Paolo, can you explain the difference between a contractor and a freelancer?

The difference between a contractor and a freelancer is more than just a technicality—it’s about mindset, approach, and autonomy.

A contractor is someone who’s usually brought in to fulfill a specific task or role for a set period of time, often as a temporary replacement or to execute a project. The contractor tends to be focused on deliverables: "Here’s the job, here’s the timeline, complete the task, get paid, and move on." It’s transactional by nature. Contractors often follow a predefined scope and work within the boundaries set by the client. In this sense, they’re executing someone else’s vision, someone else’s plan. Contractors might be highly skilled, but they’re essentially working within the client’s system.

A freelancer, on the other hand, represents a higher level of autonomy and ownership. Freelancers aren’t just executing tasks—they’re building their own brand, defining their own work style, and often choosing the kinds of projects they take on based on their personal values, interests, and strengths. Freelancers are more likely to have a portfolio of clients, working across different industries or sectors, and they aren’t just doing the work—they’re often advising, strategizing, and leading the project in their area of expertise.

While both contractors and freelancers might work on similar projects, the freelancer has more control over their own trajectory. Freelancers are typically more focused on long-term growth, creating a reputation in their field, and developing their personal brand to attract clients who align with their vision and values. Freelancers aren’t waiting for someone to give them a job—they’re creating opportunities, positioning themselves as experts, and often shaping the work as much as delivering it.

A contractor tends to see work in terms of contracts, timelines, and deliverables. A freelancer sees work as a platform for building relationships, growing influence, and shaping their own creative path. The freelancer isn't just a service provider—they’re a business of one, with a focus on independence, creativity, and building something sustainable beyond the current job at hand.

So, while contractors might still be tied into a more traditional, transactional work model, freelancers operate with a free lance mindset—they’re not just hired hands; they’re entrepreneurs in their own right.