Most freelancers and agencies have it all wrong.

When they get a new lead, their entire focus is on selling them on hiring them for their project. They often spend hours in meetings, learning about the client’s project, and countering every single objection the client has to working with them.

Then they spend even more time putting together the perfect proposal. They stress out over the price and scope of the project – if it’s too low, they could end up losing money, or worse, end up with an angry client who spent more than they budgeted. And if the price is too high, they come off too greedy, losing the project or barely making a profit.

After pouring countless amounts of effort into perfecting their proposal, they send it off… and then the fear sets in.

“It’s been a few days, why I haven’t I heard back from them?”

“Did I screw something up?”

“Have I lost a great opportunity?”

They’ve already invested hours of time into a relationship with no promises and no guarantees.

And, unfortunately, this is par for the course. Every potential project goes through the same cycle of getting a lead, spending a lot of time trying to sell them, and then spending even more time writing a proposal.

This is time that could be spent billing a client or working on their business, but instead it’s spent gambling.

I sold a Roadmapping engagement a few months ago that resulted in landing my biggest project in years, even with my proposed budget being 50% more than what they had budgeted and having received quotes from a few others that were "significantlly" less than mine. The client felt that I really understood their project, and I don't think this could have happened without Roadmapping.
-Kevin Meronuk

Here’s why it’s so hard to close client projects...

When you get a new project lead, you’re talking to someone who doesn’t trust you yet. They’ve never worked with you, and have no idea whether you can actually help them with their project.

You’re asking them to spend thousands, tens of thousands, of hundreds of thousands of dollars on you – when they barely even know you.

I can do this, I just need you to sign on the dotted line and send me a big, fat deposit check.

From the client’s perspective, you’re asking them to risk a lot on you.

First, they’re risking their budget. You’re asking them to spend tons of money on someone they have no track record with. (You know how it’s so much easier to sell to an existing client? It’s because you’ve already proved yourself to them.)

Second, they’re risking their time. If you screw up their project, they’re not only missing out on the money they spent on you, but they’ve also wasted days, weeks, or even months - time they could have spent moving their business forward..

The hardest thing to do is to ask somebody who’s never paid you to pay you $1.

And the more you’re asking for, the harder it becomes to close the deal.

But you don’t want to undervalue yourself. You don’t want to win more projects because you’re the cheapest; you want to win more projects because you’re the best.

You also don’t want to spend countless hours of unbilled time estimating and learning about projects, only to lose them and have to gamble on the next project.

Here’s the good news: you don’t have to.

I ended up selling a Roadmapping engagement to a major medical non-profit, which turned into a full, $55,000 project. At the end of the Roadmapping engagement, they said, "Well, you pretty much know everything about our needs and we trust you — can we just write a check now and get started?" This has totally changed the way I do business.
-Nate Nordstrom

What if you could get paid for the discovery and estimating work you’re already doing now?

Right now, you’re already doing a lot of work to learn about your clients and their projects.

You’re also taking time to think through their requirements and put together an estimate. (And, because you’re not getting paid, you’re probably rushing that estimate.)

Roadmapping is the key to changing all of this for your business.

So what’s Roadmapping? It’s a way to charge for a small, fixed-price engagement that delivers a small amount of value to a client, while preparing them to invest in a much larger engagement (like redesigning their website or building custom software.)

  • Roadmapping helps you convert more leads into clients because it’s a smaller, less-risky proposal for your clients.
  • Roadmapping helps you get paid for all of your time. This helps set the tone with your clients that your time is valuable, and not just the time you spend building or designing their projects.
  • Roadmapping gives your clients better, more successful projects. When you’re rushing through learning about your clients and estimating their projects because it’s time you’re not billing for, you’re shortchanging your clients.
  • Roadmapping helps you be a consultant, and not just a “doer”. When you sell a Roadmapping engagement to a client, you’re selling your expertise. This helps position yourself as an advisor and not just an outsourced, expendable resource.

Since I released Double Your Freelancing Rate over 4 years ago and described why Roadmapping is the single best way to convert more leads into clients, I’ve had hundreds of students followup asking for more details, more advice, and more examples of Roadmapping in practice:

“How do I convince somebody who came with me for a project to pay for Roadmapping instead?”

“What do I charge for Roadmapping?”

“How do I come up with what I actually offer in my Roadmapping sessions?”

“What’s the best way to sell somebody on a big project after we wrap up Roadmapping?”

After receiving so many questions about a subject that was such a new idea for so many, I realized that I needed to go deeper on the subject.

I’ve always been doing Roadmapping... I was just doing it for free before! (Now it feels crazy that I used to do that.) Of course, clients would typically see the value of my painstaking planning, but the more polished and valuable what I sent them, the more likely they were to think I was desperate for work - creating a lose-lose situation for me and them! I've significantly increased my revenue and boosted the number of projects I close since I started charging for and adding processes around Roadmapping.
-Michael Bower

Introducing: Mastering Project Roadmaps

Everything you need to increase your conversion rates, make your time more valuable, and set yourself up as a premium consultant.

In the summer of 2015, I got a Skype call from a long-time student of mine: Ben Lee, Co-Founder and CEO of Neon Roots. He took both Double Your Freelancing Rate and my Consultancy Masterclass, and we've also done off-and-on coaching sessions over the last 2 years. I knew he was successful and his agency was growing, but what I heard next from him blew me away:

“Brennan, I’m on track to do over a million dollars this year just selling Roadmapping alone!”

I dug deeper and found out that he’d standardized Roadmapping (or as he branded it, Rootstraps) as a prerequisite for all client projects.

He’d done hundreds of Roadmapping engagements, and even had to acquire a consultancy in Uruguay just to handle all the new projects that he and his team were closing.

He was exactly who I was looking for.

Here was somebody who had a treasure trove of raw data at his disposal, and who also had to go through the process of transitioning away from a project-first sales strategy.

I immediately knew I wanted to work with him to merge our two distinct styles of Roadmapping and put together the ultimate resource to help freelancers and agencies understand, sell, host, and deliver great Roadmapping engagements.

So over the years, we’ve been compiling raw sales calls and email exchanges with clients, generalizing the documents and materials we both use to pitch Roadmapping into a turnkey package that will help people start offering Roadmapping to their clients immediately.

I also flew out to Los Angeles to meet Ben and produced over 5 hours of in-depth and systematic video lessons and analysis.

The final product is guaranteed to equip you with the resources, documents, knowledge, client feedback, and everything else you need to Master Project Roadmaps.

What could incorporating Roadmapping into your business do for you?

Based on the average impact Roadmapping has had on past students, you can expect $187,500 in additional revenue over the next 5 years.

Roadmapping has helped us deliver better estimates. Period. We've been able to increase our revenue by between 25% and 50% per project, and our conversion rate for clients who we do Roadmapping engagement with is nearly 100% — whereas our earlier conversion rate was about 1 in 4. Simply the best thing we've ever done for our business.
-JC Murray

Who Is This Course For?

Do you work with businesses (both large and small) or non-profits?

Do you do design work, coding, marketing, writing, photography, branding, or plain old business consulting for your clients?

Are your project budgets four, five, or six-figures?

If so, then Mastering Project Roadmaps was designed for you. It doesn't matter what kind of work you do, how experienced you are, or how amazing your portfolio is. Some students charge thousands of dollars for Roadmapping; others charge $197. What you charge or how you offer Roadmapping doesn't matter in the end. Ultimately, we're here to help you incorporate Roadmapping into your business and increase your client conversion rates - however unique it is.

Start Roadmapping Now:

Congratulations on making the decision to abandon the "Pitch & Pray" method of closing client projects!

Mastering Project Roadmaps is entirely self-paced. Upon joining, you'll get lifetime access to all future updates and the Freelancers Guild, the DYF customer community.

For a limited time, joining also gives you 30-days of access to the Expert Roundtable, a daily live coaching program we offer.

  • Over 5 hours of in-depth instruction and case study videos
  • Worksheets and accountability that help you create your own Roadmapping offers
  • A downloadable cheatsheet that maps out and summarizes the entire course
  • 30 days of unlimited access to live coaching from Brennan and the DYF team
  • Lifetime access to the Freelancers Guild
  • Contracts that help you close Roadmapping engagements
  • All the beautifully designed templates you need to sell and host Roadmapping
  • Raw sales call recordings, email swipe copy, and other extras

Ready to enroll?

Buy Now

If you aren't able to sell your clients on Roadmapping... it's free.

A lot of courses offer moneyback guarantees. They're usually 14 or 30-days. This course is not like that. We only want to make money if you make money, so here's the deal: If you aren't able to successfully sell someone on the Roadmapping theory we teach in this course, we'll refund you in full. We expect you to make your best effort and reach out to us if you're stuck, but if you're still getting nowhere, you pay nothing. No strings attached.
Roadmapping makes you the expert. You're walking your clients through their project and helping them develop a better idea of what they're looking at. In doing this, they figure out that you know what you're doing. They begin to see you as an advisor, and not just someone they're telling what to do.
-J Erickson

Who is Brennan Dunn?

I'm Brennan Dunn, and for the last decade I've been working with clients. I started out as a freelancer, and after 3 years my business grew to an agency of 11 employees and a $2 million in annual revenue.

I love freelance consulting, but I'm hell-bent on helping other freelancers learn how to master the BUSINESS of freelancing. A lot of us (myself included) started freelancing because we're technically solid... but end up learning the hard way being successful is much more than just being good at what we do.

In addition to this course, I write and podcast weekly for my audience of over 40,000 freelancers. I'm also the founder of, a website personalization tool.

Who is Ben Lee?

Ben's the founder of Neon Roots, a web agency based in Los Angeles, California. When he started his business, he was just another web development and design agency.

Over the last few years, Neon Roots has grown significantly. They're doing multiple millions of dollars a year in revenue with a client roster that includes Epson, Tony Robbins, Snoop Dogg, and other entertainment and technology companies.

What fueled this growth? Rootstrap, a unique spin-off of Roadmapping that Ben developed with Brennan over the last two years through 1-on-1 coaching and the Consultancy Masterclass. Neon Roots is on track to doubling their revenue and size this year again as they continue to ramp up the value of their Roadmapping offerings.

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