Hiway helps employed IT professionals transition to freelancing by handling entity formation, accounting, taxes, and career coaching – without pitching freelancing as a lifestyle change.
ENTRY ANGLES
Multi-channel monetization platform for independent professionals (courses + consulting + client work) · Standalone administrative layer (entity setup, contracts, tax compliance) without coaching overhead · Vertical-specific or geographic replication of Hiway's model in non-France markets
VERTICALS
CAPABILITIES
Software-based compliance and administrative tooling (tax, contracts, entity setup), Community and audience-building infrastructure, Multi-channel revenue integration and monetization
THE BEST WAY TO BECOME A FREELANCER,
“Hiway”
Hiway is built on a counterintuitive marketing decision: it does not try to convince anyone to become a freelancer.
The platform helps IT and digital professionals – developers, designers, and adjacent specialists – make the transition from employment to independent work. It handles the administrative overhead that makes that transition scary (entity formation, accounting, tax compliance, pension and insurance contributions), provides one-on-one and group coaching to help new freelancers identify where to focus and how to price their services, and offers contract templates designed to protect the independent worker rather than the client. Ongoing support continues beyond the initial setup – Hiway positions itself as a long-term partner rather than a one-time onboarding service.
Community is part of the offer: 710 registered freelancers currently participate in an online network with access to events, webinars, and peer discussions through a central app that integrates accounting, coaching chat, community, and event information.
Founded in 2016, Hiway operated for years before the market fully materialized around it. The company has raised its first outside round of $4M – and the timing reflects the wave it's now riding rather than any sudden product improvement.
Hiway's website does not open with a pitch for freelancing as a lifestyle. The headline is "Hiway – the best way to become a freelancer," not "Quit your job, be free, earn more." The earnings calculator and freedom arguments are buried inside the site, accessible only to visitors already motivated enough to look. That design choice reveals the strategic logic: Hiway is not trying to create demand for freelancing; it is serving demand that already exists and grows on its own.
The data supports that posture. In the US alone, freelancer counts have grown from 57 million in 2017 to 65 million in 2020, with projections of 73 million in 2023 and 90 million by 2028. Freelancing as a primary career path, as a side activity run alongside remote employment, and as the default entry mode for younger workers entering skilled professions – all three segments are expanding simultaneously.
This is the most underrated principle in startup positioning. The most durable startups are not the ones that persuade people to change behavior; they are the ones that make it easier to do what people are already starting to do. Hiway did not invent the trend toward independent work. It waited for the trend to become undeniable, then built infrastructure for it. Thomas Carlyle's observation about who benefits from revolutions – that romantics start them, fanatics accelerate them, and pragmatists harvest the results – maps cleanly onto startup strategy. First-mover advantage is real but often overstated; second-mover advantage, the ability to learn from early entrants' mistakes and scale into a validated market, is consistently undervalued in founder mythology but consistently rewarded by investors.
The freelance support category has room for several strong companies. Hiway's current scope – administrative infrastructure, coaching, community, France-first – is narrow enough that competitors with different vertical or geographic focus can operate without directly colliding.
The most interesting expansion path isn't simply replicating Hiway in another market. It's extending the service model upward in the value chain. A freelance developer or designer who learns to build an audience through a blog or community – and who then monetizes that audience through courses, consulting, and client referrals simultaneously – is running a more complex operation than traditional freelancing captures. The platforms that help independent professionals become multi-channel operators (project revenue + audience revenue + course revenue) serve a larger share of that person's income than any single-channel tool can. This is the Hiway thesis extended: not just "go freelance" but "build a business on your expertise."
A narrower entry point is the administrative layer alone: entity setup, contract management, and tax compliance for independent workers, without the coaching and community overhead. This is more easily scaled via software and can reach markets faster than a high-touch coaching model. The coaching and community layer can be added once the administrative relationship is established.
The frame that matters is Hiway's own: easier and more. The goal isn't to recruit people into freelancing – it's to reduce the friction for people already going that direction, and to help them capture more of the economic upside once they're there. Any platform that focuses on those two dimensions, in any geography or professional segment where independent work is growing, is addressing a real and expanding market.