Jamie Holland at business mastermind (1)

About Startup Mastermind Group

This Startup mastermind in Cheshire is best for pre-revenue to £500k solo founders and small teams looking for support.  If you're within two years either side of launch and want strong business foundations from the start and a lower-risk start-up journey, this is your dedicated Startup Business Group.

Startup mastermind for Cheshire Business Owners

Collaborate with fellow Cheshire business owners who are on a similar startup founder journey and facing similar challenges. Get proven, practical advice at every stage of your startup path to help maximise your growth and success rate.

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Why Join the Cheshire Startup Mastermind Group?

Clear Early Priorities

Avoid spreading yourself too thin. Leave each session with defined priorities and a focused 30- to 90-day plan built around your current challenges

Founder Development

Move from reactive founder to confident business owner by strengthening judgment, setting boundaries, and building habits that support long-term growth.

Safer Early Stage Decisions

In the startup phase, small decisions have outsized consequences. Build your business plan, test your marketing, refine your positioning, and evaluate early investment choices before committing limited time and capital.

Strong Support and Accountability

arly-stage startups can feel confusing and chaotic. Work within a structured peer group that challenges your thinking, strengthens your commitments, and ensures agreed action points are followed through.

Stronger Foundations

Put the right systems, financial discipline, and operating structure in place early so you do not have to correct costly mistakes later.

Is Startup Mastermind Right For Your Business?

Startup Mastermind Group is for business owners who value strong commercial foundations from day one. We help you reduce early-stage risk by avoiding common mistakes in pricing, positioning, and structure. Through proven models and structured peer advisory, you make confident decisions that protect cash flow and set up sustainable long-term growth.

Person in business mastermind training

Our Members Success Stories

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Person in business mastermind meeting
Nicki in business mastermind meetingPerson in business mastermind group session
Person in business mastermind group sessionPerson in business mastermind meeting

"The knowledge and guidance I’ve gained from working with Jamie, someone with genuine, first-hand experience of building and running a successful business, has been invaluable. His support has covered a wide range of areas including operations, sales, employment and marketing, with clear actions set between sessions to ensure progress and accountability"

Nicki in business mastermind meeting
"He has a wealth of knowledge of lots of different sectors, was friendly, approachable and didn’t patronise me. He has been a fantastic support and I would not hesitate to recommend him"
Vector - 2025-05-28T114450.348
Nicki in business mastermind meeting
Person in business mastermind group sessionPerson in business mastermind meeting
Person in business mastermind meetingNicki in business mastermind meeting

"A fantastic group of likeminded entrepreneurs! It can be very lonely running your own business but the Business Mastermind group allows us all to share our problems as well as success stories, with the ultimate aim to help each other grow and thrive in whatever industry/profession we are involved in"

Person in business mastermind group session
"They are true business professionals who have built and sold successful companies and have the scars to prove it"
Vector - 2025-05-28T114450.348
Person in business mastermind group session
Person in business mastermind meetingNicki in business mastermind meeting
Nicki in business mastermind meetingPerson in business mastermind group session

"His knowledge of the business landscape is extensive, and he explained complex ideas in a way that felt both practical and strategic. I came away with a clearer direction and actionable steps I could put in place immediately. I’d highly recommend working with Jamie"

Vector - 2025-05-28T124639.849
Vector - 2025-05-28T124639.849

How Does The Business Mastermind Group Work?

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Structured Quarterly Planning
Each quarter begins with a focused business planning session designed to review performance, challenge assumptions, and define clear 90-day priorities. You then present your direction to the group for commercial scrutiny, strengthening your thinking before execution begins.  
Person in the programme
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Monthly Business Mastermind Sessions
Every month, you meet with a carefully selected group of business owners to discuss real commercial challenges. Decisions are tested, financial impact is considered, and agreed action points are defined to ensure progress is deliberate, measurable, and consistent.
Business mastermind group leaders
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Monthly group Accountability
Between sessions, short structured check-ins maintain momentum. Commitments are reviewed, execution is tracked, and obstacles are addressed before they slow progress.
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We Help Cheshire-Based Business Owners Succeed

Cheshire Startup Pricing

Choose the commitment level that supports your early stage growth. All options include full access to the Cheshire Startup Mastermind group, structured guidance, and monthly accountability.
Pay monthly
£49 + VAT
Per Month
Tax deductible as a business expense paid by direct debit
Vector
Perfect for new businesses owners
Vector
Monthly in person mastermind session in Cheshire
Vector
Structured quarterly business planning
Vector
Commercial decision assessed and tested
Vector
Monthly accountability check ins
Vector
Direct access to experienced founder insight
Book Now
Book Now
Pay quarterly
SAVE 10%
Per Quarter
Payment upfront for a quarter = 10% saving
Vector
Perfect for new businesses owners
Vector
Monthly in person mastermind session in Cheshire
Vector
Structured quarterly business planning
Vector
Commercial decision assessed and tested
Vector
Monthly accountability check ins
Vector
Direct access to experienced founder insight
Book Now
Book Now
Pay Annually
SAVE 20%
Per Year
Payment upfront for a year = 20% saving
Vector
Perfect for new businesses owners
Vector
Monthly in person mastermind session in Cheshire
Vector
Structured quarterly business planning
Vector
Commercial decision assessed and tested
Vector
Monthly accountability check ins
Vector
Direct access to experienced founder insight
Book Now
Book Now

Fast-Track Your Startup Growth Today

Your Business mentor group

Connect with ambitious startup founders in Cheshire who are building, testing, and scaling their ideas together.

Person in business mastermind group session

When & Where Does The Startup Mastermind Group Meet?

Ibis Styles Crewe
Ibis Styles Crewe
Emperor Way, Crewe Business Park, Crewe, CW1 6BD
Timings
Evening meeting once a month:
Evening meeting once a month: Our Startup Mastermind is designed for founders in the critical early stages of business from 2 years before launch to 2 years after. Meetings are monthly from 5pm to 8pm at the Ibis Styles Crewe.
Pricing

Get your exclusive access to monthly business mastermind sessions, peer support & accountability.

Monthly: £49.00 + VAT
Save 20% When You Pay Annually : £470.40 + VAT

Events

12/03/2026
Cheshire Mastermind 25

Group Session Lunch, tea, coffee and materials provided

Wychwood Park Meeting Room
9am-3pm
Wychwood Park
16/04/2026
Cheshire Mastermind 25

Group Session Lunch, tea, coffee and materials provided

Wychwood Park Meeting Room
9am-3pm
Wychwood Park
07/05/2026
Cheshire Mastermind 25

Group Session Lunch, tea, coffee and materials provided

Wychwood Park Meeting Room
9am-3pm
Wychwood Park
11/06/2026
Cheshire Mastermind 25

Group Session Lunch, tea, coffee and materials provided

Wychwood Park Meeting Room
9am-3pm
Wychwood Park
09/07/2026
Cheshire Mastermind 25

Group Session Lunch, tea, coffee and materials provided

Wychwood Park Meeting Room
9am-3pm
Wychwood Park
13/08/2026
Cheshire Mastermind 25

Group Session Lunch, tea, coffee and materials provided

Wychwood Park Meeting Room
10am-12pm
Virtual

Startup programme FAQs

Testimonials

Summit access & consultancy
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(5/5)
- Accountability
Mark Brown
Summit Access & Consultancy Ltd
The knowledge and guidance I’ve gained from working with Jamie, someone with genuine, first-hand experience of building and running a successful business, has been invaluable.
Person in business mastermind group
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(5/5)
- Fantastic group
Ewan Dowes
Director. Dowes Wealth
A fantastic group of likeminded entrepreneurs! It can be very lonely running your own business but the Business Mastermind group allows us all to share our problems as well as success stories, with the ultimate aim to help each other grow and thrive.
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(5/5)
- Supportive community
Rob Edwards
Business owner
I recently attended both the Start Up and Scale Up Business Mastermind events, and the experience was invaluable. Jamie is an expert facilitator who brings a wealth of knowledge to the table.
Ian Wilson presenting at Business Mastermind Group
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(5/5)
- Consistent growth
Ian Wilson
Director. MSM
Their insight has helped MSM avoid common mistakes and overcome procrastination right from the start. Being able to tap into such a wealth of knowledge and support has kept us moving forward and achieving consistent growth.

Fast-Track Your Business Growth With Business Mastermind Group

Leave the call knowing what your growth bottlenecks are.
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