Website & Digital Strategy Coaching
Transform your best ideas into clear actions
Make consistent progress on your next project without barriers
Let’s sketch out your vision – then you can see how to get there
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 and move forward
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 trainer 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 having a coach would give me.
Make clearer decisions about what really matters
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.
I’ll help you:
- Avoid regrets and other cringe marketing ploys that will waste your time, money, and attention.
- See the costs and benefits of your next important decision such as the tools you’re choosing and what you prioritize
- Find opportunities you might be too busy to see, or too focused in your niche to know about.
Understand the strategy behind your growth
Advice sounds great when it’s out of context.
Let’s look at the numbers, and talk about what really works.
For example, let’s say you have 3,000 website visitors this month and you gain 30 subscribers. Everyone is so obsessed with promoting their website, but they haven’t dialed it in yet. Let’s make sure your content is landing with the right people before doing outreach.
Having an informed creative trainer means you finally know you’re directing your energy is in the right direction.
Make consistent progress with consistent support
Having a trainer isn’t just a luxury for athletes – it’s a core part of any achievement oriented project. My first job is to listen and understand your vision, obstacles, and support in taking 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 trainer helps to remove barriers to action.
Website Strategy Coaching
Packages & Pricing
👋 The next opening is in November 2025. Book a free strategy call to see if it’s a good fit.
✅ Start Here
Website Action Plan
Make decisions that save time and money. Get unstuck and make quick progress with direct 1:1 on-demand website coaching.
$275
Price is changing to $375 in 2026
* After your session you can apply a credit toward other coaching services if we both agree it’s a fit.
Website Accelerator
Make sure you’re making smart decisions, choosing the right tools, and getting value from everything you’ve invested so far.
$2,000
Price goes up to $4,000 in 2026
* Initial 3-month sprint as part of a full year website support plan. Unpack other details in the FAQs section below.
Community Accelerator
Transform your career from “content creator” to indispensable strategist by turning your website into a community platform with live events, community, and stories that show your impact.
$10,000
SOLD OUT.
Next in ‘2026
* This service is a 90 day coaching & team training and is extendable based on needs.
Here’s what to expect
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!
Strategy Coaching enables you to;
Process
What’s included Digital Strategy Coaching
Website playbook
A shared document where we can answer all the important questions – even the ones you didn’t know needed to be answered. Start closing loops and getting things on paper.
Accountability
There will be times you’ll need a course correction – someone to remind you to stay focused on the bigger change you’re seeking to make and to avoid unhelpful patterns.
1:1 training calls
Book an office hour call anytime that is convenient for you. Our calls help you work through your action plan and overcome barriers.
Monthly Evaluation
In this program we dedicate time to reviewing your progress in very specific terms. Are you making progress? It’s important that we know so we can support you.
Testimonials
What our clients are saying
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
Emma
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
FAQ’s
Answers to your most pressing questions
Q. Who are your mentors?
It’s important to remember and be honest about
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:
- David Abram
- Chris Do
- Gwyn Wansbrough
- Marie Forleo
- Michael Bungay Stanier
- Brené Brown
- Marie Poulin
- Tatiana Figueiredo
- Michael Port
- Seth Godin
- Ramit Sethi
- Starhawk
- Tara McMullin
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.
What kind of website do you need?
Take the guesswork out of planning your next project. This workbook helps you clarify the offers and the content you need for an effective website.
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