When you choose self-employment, you also choose a whole new set of challenges.
As an independent consultant, creative, or freelancer, you’re an expert with a particular skill set. But there’s more to success than “doing the work.” And sometimes you just don’t know what you don’t know.
It’s easy to feel overwhelmed as you wrestle with all kinds of new questions, like:
- How do I position myself in a crowded market?
- How do I choose from dozens of options to create an action plan I’ll actually execute?
- How do I promote myself without being off-putting?
- How do I find more of the clients I’d love to work with?
- How do I get “unstuck” when I feel like my business is hitting a plateau?
I’ve been there. I began my life as an independent consultant back in 1997, when there was very little guidance in this area. I had to learn on the fly – which means I went down some blind alleys and I made my share of mistakes.
That’s what motivates my coaching services – to help people like you to make sense of it all, avoid big mistakes and move forward with confidence. Together, we’ll devise solutions that are best for you.
Whether it’s marketing, proposals, productivity or life balance – you name it, I’ve probably found an answer to it in the 20+ years I’ve been flying solo.
“Matthew was fantastic in sharing best practices and providing his perspective to guide me through this roller coaster of a journey.”
~ Jeni Golomb, Founder & CEO, Bamboo Branding
Coaching Services for Consultants and Freelancers
I offer three kinds of coaching services:
Click on each, or keep scrolling to learn more about each.
My Coaching Sprints are focused on specific challenges and outcomes. And they’re designed for immediate action – to set you up with the right answers in the shortest amount of time.
Each Coaching Sprint includes one 30-minute introductory call, followed by two 60-minute, in-depth calls. Before each of the in-depth calls, you’ll receive homework to complete prior to that call. This allows us to focus our time together on your most important issues.
The typical completion time is two to four weeks. At the end of that time, you’ll have customized answers and templates, and you’ll be ready to begin executing.
Pricing for each coaching sprint is US$799 (temporarily reduced from US$999), pre-paid. Once you place your order, I’ll reach out to you with a link to schedule your 30-minute introductory call.
I currently offer four Coaching Sprints (click on each to find out more):
Target, Offer & Positioning: Cut Through the Clutter With Clarity
Who It’s For: Consultants and freelancers who are struggling to stand out in a crowded market.
What It Does: Provides you with answers to the upstream questions of exactly who you’ll serve, what you’ll stand for and what products & services you’ll provide.
What You Get: A Positioning Statement that identifies target, need, point(s) of difference and primary benefit; and an Offer Framework that identifies which products & services you’ll focus on, and for which customers.
More Clients, Better Clients: Find More of the Work You’d Love to Do
Who It’s For: Consultants and freelancers who recognize that one of the best ways to grow is by attracting better clients.
What It Does: Sharpens your definition of your ideal client, giving you a focal point around which to structure your offering and marketing.
What You Get: An Ideal Client Avatar, and a plan by which to reach and attract that ideal client.
The 90-Day Plan: Create an Action Plan You’ll Actually Execute
Who It’s For: Consultants and freelancers who are feeling overwhelmed by choice and/or have struggled to execute their plans in the past.
What It Does: Reduces overwhelm and gives you clarity about the best path to follow to reach your goals.
What You Get: A 90-Day Plan with a clear primary objective and a week-by-week action plan.
Onramp to Freedom: Set Up Your New Business for Success
Who It’s For: Soon-to-be consultants and freelancers who recognize that there’s a lot nobody tells you about this self-employment thing.
What It Does: Shows you what’s important (and what’s not) so that you can hit the ground running on Day One.
What You Get: A checklist of the most important questions to answer and tasks to complete to give your new business the greatest chance of success.
“Matthew’s advice plays a critical role…”
“When I went out on my own as a freelance consultant, my first call was to Matthew, who helped me determine the value of my services and position my offering for long-term success.
“Years later, Matthew’s advice continues to play a critical role in who I am as a business owner, what I do, who I do it for, and how much I earn.”
~ Tina Kunkel, Principal Consultant, Tina Kunkel Consulting
Custom Coaching Tracks
If the Coaching Sprints don’t meet your exact needs, I’d be happy to build a multi-session coaching track just for you.
After a no-obligation introductory call to assess situation, outputs and fit, I’ll build a customized program to fit your unique needs. These coaching tracks will include between two and five calls, depending on our objectives, with homework to be completed before each to keep us on track and moving forward.
To get the ball rolling, just complete this brief form on my Contact page.
“You don’t know what you don’t know. And that’s exactly where Winning Solo has been a tremendous help – in filling in the cracks and providing essential guidance to help me grow my new business.”
~ Shayne De la Force, Founder & Managing Director, La Force International, LLC
Sometimes a challenge comes up, and you need a point of view from someone who’s been there. That’s why I also offer one-time phone or Zoom coaching sessions that will cover the topic or question of your choosing.
Other freelancers and consultants have used these calls to:
- Sharpen their messaging
- Get feedback on a strategic plan
- Discuss the finer points of proposals
- Get counsel on a particularly thorny client challenge
Click below to schedule a one-time session:
30-minute call –
US$225 now US$175
60-minute call –
US$400 now US$300
90-minute call –
US$600 now US$425
Hello! I’m Matthew Fenton, your coach & guide.
I chose self-employment for myself on June 16, 1997. Since then, I’ve earned millions in revenue, providing positioning and strategy services to major brands like Fidelity Investments, Wrigley and Valvoline, as well as strong local and regional brands. I’m proud of the fact that 92% of my revenue has come from either repeat business or referrals.
The most important thing I bring to the table is longevity. I’m not some guy who’s been freelancing for two years and thinks he has it all worked out. I’ve had plenty of time to hit some high highs, but also to make my share of mistakes. Knowing where the ditches are is the key to avoiding of them.
Most importantly, I live a balanced life – including physical & mental health, financial security, and passions outside of work. I’ve long believed that the operative question isn’t “How much money can I make?” but rather “What’s the path to balance?”
So I’ll work with you from the standpoint that you’re not only making a living, but also making a life.
I want you to succeed on your terms. To do that, I promise to give it to you straight – no dodging the issues and no empty platitudes. (Has saying “you got this” ever helped anyone actually “get this”?) I’ll share everything I know to help you level up – and I won’t assume that what’s worked for me will also work for you.
Let’s do the work. Today is the day!
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