Positioning That Sells: Make it clear your services are awesome

This 3-day Sprint will help you audit, refine, and update how you and your services are the best solution for your clients.June 10, 11, & 14, 20241-4p EST$500

It’s important to really understand what customers compare your solution with, because that’s the yardstick they use to define “better.”

— April Dunford

“Do my potential clients believe I can help them?” is a question you’ll answer in this program.

​You’re an expert at what you do. You have a strong track record of making products and services people love. You have helped your customers and companies succeed. You have honed your craft and believe what you do is essential. It is.

Yet, a clear pattern we've observed over the last 18 months is that without a clear, obvious message of how you can help a customer, you will struggle to get clients and close deals. It's not a sign of your experience or expertise. It's that your potential customers don't know that you can help them. We want to make sure that all the time and energy you're putting into networking, emails, and pitching is worth it.

If you're spending hours upon hours refining your website, pitch deck, and services, and those efforts are not converting, Positioning That Sells is a program for you.


JUNE 10, 11, & 14, 2024
1-4pm EST


This is a 3-day Spring on Zoom. We meet on Monday, Tuesday, and Friday. You must commit to attending.

The point of messaging and branding isn’t just to show your customer that you can solve their problem; you must also demonstrate that you’re the best choice.

​This Sprint provides you with the practical skills to clarify who your target customers are, have a message that speaks directly to them, and confidently position yourself in a competitive market.

​​✅ What we'll do

​​In this Sprint, we will audit, refine, and update your positioning. You'll be matched inside a small peer group, limited to 5 people, who aren't trying to get the same work you're trying to get.

We take many fundamental concepts of business, marketing, pricing, and vision boards and turn them into very practical activities you can apply right now.

We will also review what's important to you and your customers, so you know the conditions of success you're looking for while avoiding those you're not.

Our agenda will help you get:

  • A clear sense of what your customer sees and hears
  • Clarity on whether you're targeting a broad or niche market
  • Clear calls-to-action that add up to a sales funnel
  • Refined messaging for your website, pitch decks, and conversations

In the end, you'll have the confidence to talk about what you do in a clear, concise way. You'll leave with a way to talk about your work in a way that makes sense the first time you say it.

​✅ Who is this Sprint for

  • You announced to the world that you're available to work, but it's been crickets thus far
  • You're already consulting, coaching, instructing, or freelancing, but getting clients has been difficult
  • You are confident that you can do the work if you get it and thus aren't focused on testing your product or service itself

​​✅ What you'll get

  • 9 total hours of interactive, live sessions
  • Lifetime access to workshop materials
  • 6 in-depth exercises
  • Direct access to the facilitators
  • A story to differentiate yourself from other consultants, coaches, instructors, or freelancers
  • A business plan
  • Access to Jump Ship bi-monthly Side Quests and Friday Member Calls

✅ What tech you'll be using

  • Zoom (for the live sessions)
  • Figma (for digital whiteboarding)
  • Notion (for accessing shared resources)

Meet your hosts

Ryan Rumsey is the author of Business Thinking for Designers, founder of Chief Design Officer School, and CEO of Second Wave Dive. For 20+ years, he worked as a designer and executive at Apple, Electronic Arts, USAA, Nestlé, and Comcast. He is a father, a husband, and an avid fan of Liverpool Football Club. His life experiences include working on a farm and acting in a Staind music video.

Greg Storey is a lifelong entrepreneur starting, leading, and advising organizations and companies that include Airbag Industries, Happy Cog, The Bureau of Digital, and Same Team Partners. His work with agencies, medium-sized companies, and enterprise organizations like IBM, USAA, InVision, Stanford University, Sundance Film Festival, AMC Theatres, and BBVA Compass has given him a unique and valuable perspective on what makes design successful in a variety of conditions.


What are the expectations of participants?
We expect only one thing from participants: that they show up. By “showing up,” we mean being fully present during the workshop. More concretely, “showing up” often means attending, being active during the session, cultivating learning with other participants, sharing your area(s) of expertise, and focusing on progress over perfection.

Is this really for anyone?
Anyone who works for themselves or aspires to, and is in the midst of a professional and/or personal transition. You are looking for a group of like-minded explorers and you're ready to be active in this pursuit.

Can I join if I'm not committed to working independently?
Yes! We expect at least one-third of our participants to be those who are thinking about it but are still exploring other options. Our goal is that every participant has what they need to make the right choice for themselves on this journey.

I work full-time. Can I fit this into my schedule?
Absolutely! This workshop is made to fit your schedule AND be something you can use right away.

What’s the refund policy?
If you attend the workshop and aren't satisfied, and let us know within 30 days of the workshop, we'll refund your money minus Stripe fees.

Do you have a Code of Conduct?
Hell, yes we do. Participation in any Jump Ship program is agreeing to adhere to our code of conduct and safer spaces policy.