Coaching for Solo Founders

1‐1 Coaching by Keir Whitaker

Coaching for Solo Founders

Unlock Your Potential with Impactful 1‐1 Business Coaching

Building a business as a solo founder, running a solo consultancy, or setting out on your freelance journey can be very lonely — especially if you don't have anyone to listen, support, and offer you critical feedback. Working with an experienced business coach will help you make better decisions, feel more confident, and help you move forward week on week. Are you ready?

Do You Feel Stuck?

As a solo founder or solo entrepreneur you have the power to call the shots, make quick decisions, and shape your own entrepreneurial adventure. But let's face it; this journey can be challenging. Do any of these feel familiar?

Impending Burnout

You're always too busy, and the sheer volume of work and responsibility can become overwhelming and lead to inertia.

Scattered Focus

Knowing what to do and when is key. But, even with a team, you find it hard to know what to prioritise as you're pulled in multiple directions every day.

Lack of Expertise

Covering all aspects of the business can be challenging, and you feel like you lack expertise in certain areas, which prevents you from moving forward.

Low Productivity

Ineffective planning and prioritisation causes you to waste time, miss opportunities, and have difficulty accomplishing what needs to be done.

No Accountability

Without external accountability, you struggle to stay motivated, maintain momentum, and achieve the goals you have set for yourself.

Feeling Isolated

The absence of a co-founder, supportive network or regular collaborators leads to feelings of isolation and reduces your access to insight, feedback, and growth opportunities.

The good news is that it doesn't have to be this way.

Unlock Your Potential

Over the last five years, I've worked 1–1 with solo founders and solo entrepreneurs who felt exactly like this. We've tackled many of the issues above and worked out a way forward together. Coaching will help you:

Discover Your Blind Spots

We all have hidden aspects of ourselves, such as biases or limiting beliefs, that we may not recognise or acknowledge. Uncovering these insights allows us to grow and improve.

Gain New Perspectives

Being open to fresh ideas and seeing things from different angles will help you broaden your understanding and gain a whole new level of insight into yourself and your work.

Learn New Skills

Solo entrepreneurship demands a wide range of skills. Coaching will help you identify skills you don't have (yet), ones you can improve, and ones that you can outsource.

Stay on Track

With so much going on it's easy to loose track of yourself and your business. Together we'll bring focus to the most impactful tasks each week and keep the positive momentum flowing.

Believe in Yourself

Having a clear plan instils confidence in your decision-making and actions, while cultivating a positive mindset unlocks the potential for growth, resilience, and success.

Move Forward

It's a long journey but moving forward with determination empowers you to make meaningful progress, overcome challenges, and reach your goals with confidence and purpose.

In our regular 1‐1 sessions, we'll tackle your challenges, celebrate the little victories, and work towards positive outcomes for you and your business. Coaching isn't about "telling you what to do" but helping you find the best path to achieve your desired outcomes.

Who I Help

I specialise in working with solo founders and solo entrepreneurs. I am one myself, and whilst I love the challenge of doing all the things, I also know how hard it can be. To put it another way, I get it!

It's possible you don't identify as either a solo founder or solo entrepreneur, but still could be a great fit for my coaching. So, here's my take on each one.

Solo Founder

You founded and run your own business full-time. Most likely, you're involved in all aspects of your business and either using contractors or building out a team to deliver the work. You love what you do, but the stress is real, and you're working too much. You look at your competitors, and they seem to have it figured out, and you wonder why you're not on a better track. You need insight, experience and someone who can help you identify your blindspots and highlight your hidden strengths.

Solo Entrepreneur

You might call yourself a "solopreneur", a "freelancer", a "company of one", a "one-person business", or perhaps a "consultant". Either way, you're out there on your own doing your thing, your way. You love doing the work but probably don't enjoy the other aspects of running a one-person business. You wonder how other people like you fill the pipeline and stay motivated. You struggle to juggle the demands of clients and filing your accounts and often wonder why it's so hard. Sometimes, you wish you had someone who could help you prioritise, create a plan, and help you move forward.

How I Help

Coaching can help in many ways, and there's no set agenda. Here are some examples of real-life situations that I've supported clients with over the last five years.

  • Dealing with imposter syndrome
  • Pivoting their business
  • Figuring out what's next after the sale of their company
  • Finding their content voice
  • Increasing their confidence when pitching
  • Working out what to prioritise and what to stop doing
  • Deciding whether or not to bring on a co-founder
  • Developing a more straightforward pricing strategy
  • Having difficult conversations with team members
  • Increasing accountability across their business
  • Understanding their ideal customer's characteristics
  • Building their leadership muscle
  • Transitioning from an individual contributor to a leader
  • Understanding their value to the market
  • How to stand out in a crowded sector
  • How to stop reinventing the wheel with every new project
  • How to create impactful presentations
  • Create a strong positioning statement
  • Understanding their strengths and weaknesses
  • How to build their own "personal brand" online and in-person

Work With Me

Today, I offer three ways to work together. Whether you need a quick hit, prefer a time-bound program or see the value in ongoing coaching I have something for you.

VIP 90

Book a 90-minute working session to find a way forward for your Very Important Problem. If you sign up for another service within 30 days, I'll deduct the cost of your VIP 90 from your first invoice.

  • Pre-call survey
  • 90 minute online working session
  • Follow up actions report
  • 30 day check-in

£295 +VAT

Availability within 7 days


COMMIT -A is an intensive 13-week business coaching and accountability program. It's designed for solo founders and entrepreneurs who are ready to make big, impactful and long-term changes in their businesses

  • 90 minute goal setting workshop
  • Weekly accountability surveys
  • Five 60 minute 1-1 coaching sessions
  • 90 minute end of program review
  • Direct access via Slack/Email
  • Start today

£650 p/m +VAT

Total cost £1,950 +VAT for 13 week program

1-1 Coaching

Do you feel stuck? Unlock your potential with personalised 1-1 coaching. Discover how tailored guidance can help you discover your blindspots, gain new perspectives, and move forward.

  • 90 minute intro discovery call
  • Regular scheduled 1-1 coaching sessions
  • Pre-call accountability surveys
  • Direct access via Slack/Email
  • Invites to live group events
  • Quarterly review session
  • Billed monthly
  • Cancel anytime

£895 p/m +VAT

Pay by bank transfer or credit card

You can learn more about working together in my Client FAQ.

Meet Your Coach

Hello! I'm Keir Whitaker, a UK-based marketing and business consultant, founder of Craft+Work and business coach who specialises in working with solo founders and solo entrepreneurs running creative, digital, and ecommerce businesses.

Hosting duties at Craft+Work — My intimate event for founders, business owners, and entrepreneurs

I've been involved in the tech and ecommerce scene for the past 20 years. From working independently to collaborating with agencies, big corporations, and startups (including an exciting 7-year stint at Shopify), I've experienced many successes and failures that taught me invaluable lessons. Today, I channel this knowledge and expertise into helping clients across the globe.

You can learn more about my background and expertise on my main site's about page.


Here's what previous clients have said about their experiences working with me.

1-on-1 business coaching with Keir has been a godsend, and has really accelerated our ecommerce marketing agency to the next level. Keir is thoughtful and dedicated, and the strategic guidance, insights, and direction he provides is incredibly valuable. I believe every Shopify Partner can benefit greatly from working with Keir.

Michael SalvoFounder Whitecap SEO

Keir has an incredible knack for building relationships with colleagues, business partners, and specific audiences. He led massively successful international campaigns using his talents in content creation, marketing, and creative ideation. His industry connections, thought leadership, and strategic intuition make him an invaluable asset when it comes to building a brand that resonates.

Courtney SymonsSenior Writer Shopify

Working with Keir was an absolute pleasure. We worked together for more than 6 months, during which time he helped me process pricing strategy and positioning. Without changing a single feature we were able to reposition our plans and increase revenue from new users by more than 150%. Needless to say that's had a massive impact on our go-to-market strategy and scalability.

Jeremiah PrummerFounder & CEO KnoCommerce

Working with Keir to help grow our agency has been nothing short of incredible. He has provided unparalleled 1-to-1 coaching and helped us address key areas of the business including our offer and pricing structure. If you are an ecommerce agency working with Shopify, I can't recommend Keir enough.

Patrick McCarthyFounder Digifly

Keir brought his wealth of experience and knowledge to help plan the marketing strategy and roadmap for my Shopify apps. His insights have been invaluable in growing the business, and in a way that was perfectly tailored to my goals. Keir not only brings his wealth of knowledge, but his great personality and humour. A pleasure to work with.

Björn ForsbergFounder FORSBERG+two

Keir was instrumental to the success of our third annual user conference, ChargeX Summit 2019. His ability to curate our speaker list as well as prepare speakers for each keynote and panel was invaluable. Adding Keir to our event was like adding a superpower boost to our team. I wouldn't plan a conference without his insight and support.

Chathri AliFormer COO ReCharge

Keir is an absolute pleasure to work with and never fails to surprise us with the depth of his skillset and the reach of his network. His understanding of the opportunities and challenges presented by the Shopify Partner Ecosystem is invaluable and attests to his involvement in the pouring of its very foundations. His keen eye for the 'real' information and the key objectives for success has helped us to focus and streamline how we operate, market and support our apps.

Union WorksShopify App Developers

We have the pleasure of taking Keir's advice many times at Milk Bottle Labs. As a regular contributor to our Milk Bottle Labs Podcast, Keir always shares one golden nugget of Shopify knowledge leaving listeners both entertained & educated. Keir is, without doubt, one of the most professional, passionate, energetic, dedicated, and trustworthy individuals I have met since joining the Shopify ecosystem.

Keith MatthewsFounder Milk Bottle Labs

Having collaborated for the best part of a decade, I can wholeheartedly recommend Keir to those of you looking for level-headed industry advice and expert guidance. Keir has a remarkable knack of clarifying situations in a way that helps you see solutions for yourself, meaning his support often extends far beyond his original engagement.

Cat HunterEcommerce Content Specialist

In addition to working with great people and businesses, I've had my own share of wins and fails on my own entrepreneurial journey.

Free Coaching Consultation

If you're ready to take the next step in your entrepreneurial journey, let's talk. Start by completing my short survey, which will give me insight into you and your business. After receiving it, I'll contact you within 24 hours to book your free, no-obligation 60-minute consultation.

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About Coaching for Solo Founders

Coaching for Solo Founders is a service of Keir Whitaker — a UK-based marketing and business consultant and founder of Craft+Work working with creative, digital, and ecommerce businesses.

Please connect on Linkedin and follow me on Instagram.

Registered in England & Wales as Metro 55 Limited (#05243642) t/a Keir WhitakerVAT #177672955

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