Let’s sketch out your vision

Without structure, your ideas will spread out, evaporate, or just feel stuck. Let’s map is all out together on a whiteboard, getting into the specifics.

I’ll bring over two-decades of experience to help shape the conversation and provide guidance to answer some important questions.

Most importantly though, I can help uncover the opportunities and identify next steps to move your ideas forward.

Overcome your barriers

The fastest way toward progress is to face the obstacles head on and resolve them. It’s satisfying to resolve all those open loops, or at the very least get the unknowns into known unknowns.

Think about a time when a conversation with the right person had a big difference on your life, or simply saved you from hours (or years!) in technical frustrations.

My only regret is not hiring a coach the moment I could afford it. There are areas of my life that stagnated for years because of a DIY mindset that wasn’t realistic. I didn’t realize how much value the structure or accountability coaches provide would give me.

A photo of some brambles with a mountain in the background
Photo by Amir Beyk

Make clearer decisions

Discernment and experience is priceless – especially in the realm of digital tools and communication. Among a thousand options there might only be one that really fits your need. Sadly, many important projects fizzle out because of technical issues alone.

Coaching helps you:

  • Uncover opportunities you might otherwise not see or be too busy to take action on
  • See the costs and benefits of your next important decision
  • Avoid regrets and other cliches people fall into when it comes to websites and marketing.

Understand the numbers

Most advice is out of context, making it easy to lose time and money on the wrong strategies or tools. Should you spend on ads or create content? Well, have you calculated the value of a new visitor or subscriber? Let’s do that first.

To protect yourself from overspending, make sure you hire a designer that understands your goal. Of course your budget determines the work, but it also tells you where you’re at.

For example, let’s say you have 5,000 website visitors, but only a few become customers. In this scenario, you need to improve your conversion rate before sending more traffic.

When you join the Creative Coaching service you’ll benefit from the expertise, resources, and coaching to make smarter decisions about your next steps.

Screenshot of ConvertKit dashboard showing over 60% open rates
69% open rate on emails in ConvertKit
A photo of Ryan on a Zoom call at his desk
Photo by Jamie Love

Make consistent progress

Coaching isn’t just reserved for athletes. The right coach will understand your vision and work with you to overcome obstacles and take effective action.

  • Focus your goals into a vision you can take action and see measurable progress toward. It’s important that your website aligns otherwise it will hold you back.
  • Create a plan of action – clear steps you can take (or delegate) that will achieve your goals. In website terms we’re talking about identifying how to provide genuine value on your website so visitors become subscribers and referrers.
  • Be accountable so you are taking consistent action. Regular meetings to go over the results of your marketing efforts is a must. A good coach helps to remove barriers to action.


Packages & Pricing

⚠️ The next opening for coaching begins in July 2024. If you’re interested, please book a call to discuss if it’s a good fit.

👉 Start Here

Website Action Plan

Get unstuck and making quick progress with a one-hour call and followup action plan. Book these on-demand for $275 or upgrade if want more regular advisory support.



  • A questionnaire to focus your strategy
  • A deep dive review of your goals
  • A 1:1 call to create an informed website action plan
  • Detailed notes & action steps

Creative Coaching

Make sure you’re making smart decisions, choosing the right tools, and getting value from everything you’ve invested so far.



  • Includes initial Website Action Plan
  • Includes a self-paced curriculum with lessons and worksheets
  • Website design scorecard and guidebook
  • Website content scorecard and guidebook
  • Technical support & unlimited edits on your website
  • Access to our Circle Community for support & events
  • Consistent Accountability & Assessments
  • On demand 1:1 coaching calls to support every step

Here’s what to expect

We’ll start by booking your first call to clearly outline your goals working together. Then, we’ll create a plan for our first 3 months and schedule monthly reviews and discuss your needs. I’m excited for you!

With coaching you can:

  • Bring a decade marketing experience to your ideas.
  • Sanity check your latest obsession against your long term goals
  • Thought partnership around your vision and how you’re going to get there
  • Accountability and coaching for action
  • Technical operations knowledge

⚠️ Coaching is limited and by application only. Please book a call to discuss if it’s a fit for you.

Technical skills are obviously super important – but its Ryan’s vision and the time he takes to understand me and my mission that feels so good.

Steve Wyborney

Author & Educator

It’s hard to find a web designer who can align with the goals of an organization. Ryan is a strategic thinker and we continue to hire him for challenging projects.

Prarthana Gurung

Community Organizer

I can speak from first-hand experience that working with you and the Maple Creative team has been a game-changer for my creator business. It helped me grow my newsletter and generate more interest in my online course.

Gwyn Wansbrough

Breakthrough Facilitation

In the past, I’ve tried to make my own websites using templates and confusing hosting places. Ryan’s course was amazing for me to get together my own content and my own vision with mentorship – I definitely recommend working with Ryan at Maple to make your new website


Birth Doula and Herbalist

My new website allows me to modernize the layout and get the analytics I need to target growth in the easiest way possible.

Grant Schluender

Stop Loss Bags

For years we tolerated a website that didn’t represent our vision. As a volunteer, Ryan redesigned and launched our new website just before a $25,000 annual fundraiser. Today dozens of volunteers are empowered to keep the site active.

Felix Teitelbaum

Manager, WRFI Community Radio

Sometimes as as organizations grow the quality and attention they offer to clients declines. It hasn’t with Maple. As our organization and needs have grown Maple has been able to step up with the services and tools that we need to continue that growth that we perhaps didn’t even know we need.

Dan Finnegan

American Solar Grazing Association

I have gone from not knowing if I’d have a website at all, to having a website that I can manage for myself and see great results with.

Ryan is understanding of where people are and their process and their journey. He is as technically minded and equipped and adaptive as he is helpful, friendly and proactive in getting a bigger picture into a business’s needs and the business’s audience.

Shayna Grajo

Creative Business Owner

Our Maple care plan gives our website the level of professionalism we needed to grow the online aspects of our cider business, ultimately making us more independent.

Autumn Stoscheck

Eves Cidery

Building and maintaining a website feels intimidating, but Ryan’s approach encourages skills so we aren’t caught in a deferential mode all the time.

Gina Rodriguez-Drix

Writer & Educator

I went from having a bland, formulaic template website, to one that speaks clearly to my ideal client! Ok, at least I did the “decorating” part myself…

Maple’s website program guided me to make impactful changes, and gave me direction on polishing and refining my website.

Laurie Neronha

Viriditas Beauty


Answers to your most pressing questions

Q. Where did you learn coaching?

There have been many influences – Ted Lasso among them. 🤣

For real though, here are some authors and educators that have had a big impact on me, and that I might refer to in my work with clients:

  • Brené Brown
  • Chris Do
  • David Cunningham
  • George Lakey
  • Gwyn Wansbrough
  • Marie Forleo
  • Marie Poulin
  • Michael Bungay Stanier
  • Michael Port
  • Seth Godin
  • Ramit Sethi
  • Starhawk
  • Tara McMullin
  • Tatiana Figueiredo

I’m most definitely missing things from this list; artists, musicians, and other authors I didn’t think of when I last updated this page.

Q. What is your experience?

At the time I wouldn’t have called it coaching, but when I was the directory of a library at Cornell University I managed a small team of student employees. This wasn’t easy at first, but it was consistent. I did this for 9 years.

I was also building websites on and off throughout that time – mostly for friends and organizations I was volunteering with. There’s a coaching element to any website project because it’s ultimately a creative project. I realized this is why I love working on websites. It’s really an opportunity to work through obstacles toward a creative breakthrough.

When asking clients what surprised them most about working with me it always came down to the coaching element. Eventually (probably when I turned 40) I looked in the mirror and realized I have been working in the communications, media, design, and website space for over two-decades.

I finally gave myself permission to start “coaching” because that’s what it is. Through coaching I get to facilitate an experience 1:1 and see the impact I’m having in measurable terms.

Q. How does this compare to Website Roadmapping?

Roadmapping projects are short term and highly condensed consultation packages for planning out challenging custom projects so you can know the time, cost, and value before making a commitment.

This is a much more significant commitment ($3,000) and is about bridging the gap between the outcomes you have in your head (more traffic, more sales, increased revenue, better image) and the specific projects to implement.

More details here.