A monthly cash prize with Simply Business and Simon Squibb
Win £1,000 for your small business
One winner will be selected at random every month from August 2026 until January 2027. Open to UK residents aged 18 and over. One entry per person. For full eligibility terms, read the full terms & conditions.
A new winner, every month
We’re giving away £1,000 every month for the rest of 2026 to help you grow your business, whether you need access to a new tool, some new software, or just need to bridge the gap before getting paid.
What’s your business dream?
Perhaps it’s a product you want to create, an online shop you’ve always imagined opening, or a hobby you want to turn into a business. Sometimes it’s not a lack of ability that means dreams stall – it’s a lack of funds.
That’s why Simply Business has partnered with Simon Squibb, the serial entrepreneur famous for stopping strangers on the street and asking one simple question: “What’s your dream?”
Helping small businesses start and grow
Simply Business is on a mission to help 10,000 small businesses start or grow by 2030. Why? Because we recognise the vital role you play in our communities. And we want you to keep your business dreams alive.
That’s why we’re partnering with Simon Squibb to help as many small businesses as possible succeed. Simon has spent his career investing in people, not just businesses. He believes that the right moment of support – even a small one – can change everything.
Meet Simon Squibb, investor and entrepreneur
Simon Squibb is a serial entrepreneur, angel investor, #1 Sunday Times bestselling author, and founder of HelpBnk. With over 22 million social media followers and 2 billion views each year across all his content, Simon has become a leading voice in entrepreneurship, investing in over 7 startups. Could you be next?
“Some of the greatest businesses ever started because one person believed in them. That’s what I’ve been doing for the past five years. Telling strangers I believe in them, and using our profit to help them make it happen.
That’s what this competition with Simply Business is all about.”
Simon Squibb
Serial entrepreneur and angel investor
The invisible investment barrier
young people struggle to access finance for their business
Generation Entrepreneur Report, Simply Business and FSB, 2025
in estimated in late payments are owed to businesses
UK government statistics: late payments research 2025
may have to close permanently after one unsuccessful year
SME Insights Report, Simply Business, 2025
About Simply Business
We’re one of the UK’s largest business insurance providers. Since we started life in 2005, we’ve helped three million small businesses and self-employed people find the protection that’s right for them, from builders to bakers and personal trainers (we cover landlords, too).
Over one million customers across 1,000 different trades trust us to support them with their insurance.
You can build a policy tailored to your business, choosing the covers that you need to help protect your business’s name.
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