Clayton Planter, Author at Street2Boardroom

We are very excited to announce that we have officially partnered with Swansea University.

From September 2024, we will deliver Street2Boardroom: Learn the Legal Hustle, a course in partnership with Swansea University, delivered at the campus.


We are proud to announce that we have officially partnered with Breakthrough – the UK’s first apprenticeship provider to recruit future leaders directly from prison.


Here at Street2Boardroom, we’ve been busy behind the scenes – designing and creating a board game!

The game is based on our overarching mission: to challenge the unhelpful and damaging assumptions about people from the ‘street’ – their talents, aspirations and capabilities.


It’s an exciting time to join our ambitious team at Street2Boardroom. We’re looking for a dynamic Personal Assistant. 

Please note – this role is only available to apply under the Kickstart scheme. You need to be 16-24 years old and currently on Universal Credit and at risk of long-term unemployment to apply.


Street2Boardroom is growing. We are looking for a Freelance Networker to join the team.

We believe that it’s not where you come from that matters, it’s where you’re going. We believe that it takes the same skills to be successful in an illegal business as it does in a legal one, it’s a question of vocabulary. So we’re passionate about helping people transition to the legal hustle.

Street2Boardroom is many things; a movement, a culture, a way of life and of seeing the world. But it started as a course to help people involved in, or at risk of becoming involved in, illegal activities to understand their talents and learn how to transfer them to the Boardroom.

We’re now looking for the right people to help us grow Street2Boardroom further.

The Role

We are looking for a unique individual who shares our values is passionate about networking with agencies, youth organisations, police and businesses around Bristol, Gloucester, Swindon and North Somerset to build strong relationships and find the right young people who will benefit from our “Learn The Legal Hustle” Course.

In return, you’ll benefit from regular hours (to be confirmed with the right applicant) paid £12 p/h.

You’ll work with some amazing people who really care and you’ll make a difference.

About You

At Street2Boardroom, we care about people, not pieces of paper. You don’t need any qualifications to work with us but you do need to be the right person.

You’ll be passionate, dedicated and able to spot potential in the most unlikely places. You’ll believe that everyone deserves to succeed and you’ll care deeply about making this happen.

You’ll be able to build strong relationships with people who have been, or are at risk of becoming, involved in crime and you’ll be able to be real with them. You will also be able to see their potential and get them enthused about joining Street2Boardroom.

You will be self-employed and happy to work independently, organising your own diary and creating your own relationships to ensure that the right people end up on the right course.

You’ll be just as comfortable talking to someone on the street as you are to a CEO because deep down you know they’re all only human. You’re real, authentic and believe in actions not words.

How to Apply

Again, we’re not your traditional business. You can send us a CV if you want, but you can also be as creative as you’d like. We take phone applications, emails, videos… all we want is to understand who you are and why you’re right for the job. So tell us however you want.

You will need to have full UK driving licence.

Contact details:

If you are a young person living in the UK, we want to hear your views and ideas!

Do you have feedback about the kind of support given and the issues being faced by young people today?


Ellie Hinder is a Justice & Criminology MA student. During her studies, she decided to use the Street2Boardroom initiative as a research point for her dissertation. We caught up with Ellie to find out what she learned, and to gain insight into her well-informed view of the current justice system.


Access to meaningful employment is crucial for those re-entering society. Securing a job and a place to live are the main barriers that prevent someone’s ability to realise their potential once they have a criminal record.


Your background and where you come from doesn’t have to be a barrier to your success. The system can feel like some people have been given a head start in a race and it’s the job of others to catch them up.