Champion of the Week
Meet our Champion of the Week, Simon Wilson, Owner and Founder of Progressive Web.
Hi, I’m Simon Wilson, owner and founder of Progressive Web. We help local businesses improve their online presence and generate leads through local SEO, high-performing websites, and digital PR. I’ve worked in digital marketing since 2007 and launched Progressive Web in Chesterfield in 2011. Over the years, I’ve worked with businesses of all sizes – from start-ups finding their feet to national brands looking to grow locally. What drives me is helping people cut through the noise of online marketing and achieve measurable success from their digital efforts.
What was the greatest achievement over the past year?
One highlight has been working with a leading UK estate agency that is redefining how self-employed estate agents operate. Through a strategic SEO campaign and hands-on support, we’ve helped them achieve huge online growth in one of the most competitive sectors. A particularly rewarding part was training and empowering their 130+ self-employed agents to manage their own local online presence. Seeing them become local heroes and market themselves effectively has been a real standout achievement for me personally.
How would you describe Chesterfield and North Derbyshire, using only three words?
Authentic, inspiring and opportunity.
What are your favourite places to visit in Chesterfield and why?
Linacre Reservoirs is one of my favourite spots for an evening walk with my two beagles – peaceful, scenic, and perfect for switching off. Chesterfield also boasts fantastic pubs and restaurants, ideal for catching up with friends or family. And as a season ticket holder at Chesterfield FC, I’m proud to support our local team.
What do you love about doing business in Chesterfield and North Derbyshire?
The variety of businesses is incredible. One day I might be helping an estate agent or financial adviser, and the next, collaborating with an electrician, joiner, or manufacturer. Every client brings a unique story and connection to the area. That diversity keeps things interesting and shows how many ambitious local businesses are investing in online growth.
How are you, your business or your team supporting local people?
I’m passionate about making digital marketing accessible for local business owners. Whether it’s helping someone launch a new idea or giving established businesses the tools to grow, I love chatting about goals and showing them how to take the next step online. I’ve supported several local start-ups to turn their ideas into thriving digital businesses, which feels like an authentic way to give back to the community that has supported me for so long.
Which upcoming development do you think will have the greatest impact on the town and why?
The ongoing town centre regeneration could make a big difference, especially as it focuses on creating spaces for events, culture, and experiences beyond retail. Chesterfield has so much heritage and character, and I would love to see that reflected in new opportunities that bring more people into town for a wider range of reasons.
What is your vision for Chesterfield and North Derbyshire in 2030? What do you think the town needs to achieve this?
By 2030, I’d love Chesterfield to be known not just for its history, but as a modern, connected town that celebrates its heritage while embracing innovation. If we keep supporting local entrepreneurs, promoting collaboration, and making the most of our natural and cultural spaces, there’s no reason we can’t make that vision a reality.
Progressive Web is one of over 230 Chesterfield organisations that are proud to support the local economy, working closely with Destination Chesterfield to showcase Chesterfield and North Derbyshire as a destination to live, work, visit and invest.
Find out more about our Champions network.
