Automatic Freelancer

Escape the “feast or famine” cycle and build a 6-figure freelance business where everyone plays by your rules (and your income is automatic) …

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It’s the end of the month, and you’re getting that sinking feeling in the pit of your stomach, again. 

You’ve been putting it off for days, but you can’t wait anymore. Bills are due and it’s time to check your bank account balance. 

When business is good, this is a joyous occasion! You happily pay your bills with money left over to save or spend how you like. 

Unfortunately, that’s not the case this month… You made way less than what you were hoping for, and you know money is going to be tight.

You were sure you’d win that big proposal, but after spending dozens of (unpaid) hours working on it, you’ve been ghosted. 

And the worst part is, you’ve been so busy with the tight deadlines and unreasonable demands of the clients you already have that you haven’t had the time (or energy) to put toward your own marketing, proposals and sales.

You put all your eggs in that one big proposal’s basket – and who could blame you with that kind of workload?

But now that it’s fallen through, next month is looking even worse than this month.

You’re experiencing the dreaded “feast or famine” cycle that freelancers know all too well.

This roller coaster of financial instability results in constant anxiety. 

If you can’t even reliably predict your income for next month, how can you possibly plan for the future? 

It’s enough to make you want to throw in the towel…  

Freelancing seemed like “the dream,” but maybe your friends and family were right to be skeptical…

You start to think that maybe you’d be better off with a “real” job.

I know the feeling. Like most freelancers, I’ve been there too…

The cycle of feast, followed by famine… 

The gnawing anxiety about the future…. 

Working non-stop, spinning your wheels and getting absolutely nowhere.

I call this “The Grind” – and it’s the #1 thing keeping you from reaching your full potential. 

The Grind works in the 9-5 world. You work harder than everyone else and you get promoted. You work longer than everyone else and you (usually) get paid overtime. 

But freelancing is a totally different ball game with its own unique set of rules and rewards. 

The solution is NOT to run back to your soul-sucking job with your tail between your legs OR to sink all your savings into a new business idea that may or may not pan out. 

I’m here to tell you that you CAN get off The Grind and build a low-stress, 6-figure freelance business where your income is automatic and everyone plays by your rules.

It’s all about changing your approach to match the new game you’re playing – the new rules of freelancing.

Learning these rules will allow you to comfortably and confidently leave the 9-5 world behind and get off The Grind for good.

Over the next 10 weeks, I’ll show you how to transform your business, put yourself on the fast track to earning $100K+ in automatic retainer income and reclaim your life so you can do the creative work you love with total confidence that your business will continue to succeed year after year.

Just imagine… Every month, your bank account is flush with predictable, automatic income.

Every week, you score new business with rock solid proposals that practically sell themselves and take little to no time to prepare. You feel empowered to reject red flag and problem clients because you don’t desperately need their business. 

Every day, you’re able to focus on the creative work that you love without stressing about where your next sale is coming from or how you’re going to keep the lights on. 

Every afternoon, you peacefully shut down your computer feeling accomplished and ready to be present and engaged for your family, your friends and your personal growth.

That’s what life looks like as an Automatic Freelancer.

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CASE STUDY ‘I went from zero to $100,000 a year in retainer income…’

“I just got introduced to a new client, and it was such a smooth conversation – she found me, talked for one afternoon, and signed up the next day. It was like – wow, I didn’t know it could be this smooth and low-stress.”

Colin had been freelancing for years and was living “gig to gig.” He was always in reaction mode, putting out fires and worried about selling the next job to stay afloat. 

After learning how to create irresistible retainer offers in Automatic Freelancer, Colin is no longer “hunting” for clients – he’s booked solid, and very picky about which new work he takes on. His client interactions are less transactional and more about building lasting relationships, taking all the sleazy sales pressure out of the equation. And he’s earning way more than at he did at his old 9-5 tech job.

“I have more flexibility in my life and a higher sense of security of knowing what next month is going to look like financially. I can do things like plan for travel 6 months out, whereas before I had no idea what my finances were going to look like in 6 months.”

Now, Colin wakes up bright and early, not out of stress and anxiety but because he actually wants to start the day and work on his business. He can plan for the future and book travel in advance because he has complete confidence in his income, months and years in the future.

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CASE STUDY ‘I was able to quit my job 8 months earlier than I expected…’

For two years, Susan struggled to get her consulting business off the ground. 

She was signing good projects here and there, but she wasn’t making enough recurring revenue to confidently quit her day job.  It all added up to 60+ hour weeks and the feeling that she wasn’t making any progress.

After discovering her ideal client and creating a powerful set of project and retainer offers in Automatic Freelancer, Susan’s freelance retainers replaced 100% of her full-time salary, and she was finally able to set out on her own.

“Once I sold that first retainer, the dominos just started falling. My last day of my full-time job is Friday and I was able to quit 8 months earlier than I expected.”

Now, Susan works 20 hours a week, makes the same amount she did when she was grinding away at her full-time job, and she gets to walk her son to school every morning, something she could never fit into the schedule before.

Are you ready to build a predictably profitable freelance business and get your life back like Colin and Susan did?

I’m Ready

With the right education, guidance and support you CAN make a sustainable, 6-figure income as a freelancer.

You CAN create a career that’s enjoyable, fulfilling, aligned with your unique gifts and strengths…

You CAN get off The Grind and serve clients that you love: Clients For Life. 

I’m Rob Howard, the creator of Automatic Freelancer.

I’ve spent the past 15 years experimenting, studying, succeeding AND failing, all in the pursuit of creating a single-owner business I can be proud of. Today, I have the business and lifestyle of my dreams – but it wasn’t always that way… 

The first 5 years were rocky to say the least. I read hundreds of books, listened to countless seminars and took more courses than I’d like to admit.

Some of what I learned helped, lots of it didn’t.

I fell flat on my face many times. I lost precious time, money and plenty of sleep trying to figure out how to make it all work.

But then, after 5 years without a “real job,” I had a breakthrough. I went from running a sputtering business to earning a serious, professional, full-time income as a freelancer.

Now, I’ve worked with The World Bank, Marriott, Harvard and MIT, and my businesses have been featured in Newsweek, U.S. News & World Report, Entertainment Weekly, Quartz and TechCrunch, just to name a few.

It took a ton of trial and error to get here, but today I have the freedom to live abroad (and take my clients with me), move across the country with zero friction, and even skip out of the office to take my son to a museum on a random Tuesday afternoon.

And now, I’ve devoted my life to empowering freelancers like you to do the same. My mission with Automatic Freelancer is to empower you to dramatically increase your income, build a 6-figure freelance business and make life and work a whole hell of a lot more fun in the process.

Here’s how it works…

Automatic Freelancer is a 10-week, high-intensity freelance business transformation.

You’ll join me and a like-minded group of freelancers for a combination of hands-on workshops, personal coaching and built-in accountability designed to get you off The Grind and on to earning automatic, retainer income from clients you love. 

You’ll learn how to build and maintain lasting connections with your dream clients — the kinds of relationships that I call “Clients for Life.”

Every 2 weeks I’ll host a live virtual workshop where I teach a specific, immediate strategy to propel your freelance business forward. 

Each workshop is followed by what I like to call a two-week “sprint.” This is your time to get your hands dirty and actually work ON your business to tackle the specific goal we covered in the workshop.

In between workshops, I’m available during “office hours” to answer your questions, brainstorm if you get stuck and make sure you’re on the right track.

And at the end of those two weeks, we’ll meet up for a casual “demo,” where you’ll show off what you’ve accomplished to me and the group. 

This not only keeps you accountable to accomplish your goals, but also gives you the opportunity to get feedback on your progress in an engaged and supportive setting. Plus you’ll have 24/7 access to me and the group via Slack to ask quick questions – and celebrate your wins, of course!

To supplement what you’re learning in the virtual workshops, you’ll have unlimited access to 37+ hours of in-depth video course material, plus downloadable proposal templates, price calculators and other tools to start streamlining your systems and increasing your income right away. 

These templates and scripts alone are HUGE time and money savers!

Join Automatic Freelancer Today

* Doors are open now, but spots fill up fast! 

Here’s exactly what your next 10 weeks could look like…

Your Private Kick-Off Call

We’ll kick off with a 1:1 Zoom video call with me personally where we’ll do a deep dive on your business, map out your goals and the roadmap to your successful Automatic Freelancer future — whatever that looks like to you! 

Sprint #1: No-Brainer Retainers
February 4 — February 26

Recurring revenue is the key to establishing long lasting financial security, and I want you to get there as soon as possible. That’s why I don’t waste any time getting to the good stuff (no training wheels here!). 

Our very first sprint is all about creating and selling retainers that are… well… total no-brainers to your clients. That’s because my “Hybrid Retainer” approach combines measurable deliverables with intangible benefits, resulting in easy-to-offer, customizable retainers your clients actually want to buy. By the end of this sprint, you’ll have a simple, powerful retainer you can offer every single client (with 3 size options to fit any budget) and the confidence to start selling retainers and creating reliable income immediately.  

You’ll learn…

• The Recurring Revenue Breakthrough
• The Secrets of the Hybrid Retainer Advanced
• The Counterintuitive Unlimited Access Strategy
• Cultivating Clients for Life
• Case Study: Learning to Love Commitment

Sprint #2: The “Clients for Life” Pipeline
February 27 — March 11

Now that you’ve created your No-Brainer Retainers, it’s time to get lots of new clients in the door and start raking in that recurring revenue. In Sprint #2, I’ll teach you my simple, proven formula for identifying who your ideal clients are, how and where to find them and how to reach out in a way that’s calm, confident and most importantly — converts! 

This sprint does NOT include content marketing, social media, sleazy sales tactics or any other “magical” passive income system. Just good old fashioned relationship building with clients that are both fun to work with AND profitable for your business. By the end of this sprint you’ll have a step-by-step plan for attracting and closing dozens of what I like to call “Clients for Life”.

You’ll learn…

• The REAL Ideal Client Formula
• How to Turn Data into Dollars
• No More Unicorns: Strategically Target REAL Ideal Clients
• The Profit-Per-Hour Worksheet + Calculator Download
• Case Study: Mike Discovers His Ideal Audience
• Case Study: Targeting the Right Audience Without a Big Portfolio
• The Magic of Exclusivity: How to Recognize & Reject Nightmare Clients
• Fast Track to a Powerful & Productive Pipeline (… and what not to waste your time on)
• How The ‘Active’ Pipeline Changes the Game
• Case Study: Susan Hones Her Exclusivity Pitch
• Case Study: Writing a Powerful Outreach Email

Sprint #3: Crafting Irresistible Offers that Sell Themselves
March 12 — March 25

By Sprint #3, you’ve got new prospects lining up around the block, which means it’s time to streamline the rest of your business so you can focus on the important things: your family, your relationships, your health, and everything outside the office. In this sprint, we’ll build a fixed-fee project menu full of sizzling offers that will make your clients drool (and send your competition running out of the kitchen). 

I call this process the “30-Minute Profitable Proposal System,” and it’s the cornerstone to earning more income while spending less time on sales. By the end of this sprint you’ll have an elegant, strategic system to calculate confident quotes and create professional, high-ticket proposals in a matter of minutes.

You’ll learn…

• From Busy Bee to Fixed Fees
• Building Your Project Menu
• The Irresistible Offer That Makes Competition Irrelevant Advanced
• The Fixed-Fee Proposal Template Download
• Raise Your Prices, Risk-Free
• Your 30-Minute Profitable Proposal Advanced
• How To Negotiate With Clients And Win
• The 30-Minute Profitable Proposal Worksheet + Calculator Download
• The “Feast” Financial Framework When You’re Flush With Cash Advanced
• Nurturing Your “Not Yet” Leads
• Referrals and Playing the Long Game
• Case Study: Prospecting Success & Why High-Pressure Tactics Make Life Worse
• Case Study: Keeping Up Your Momentum as You Build Your Pipeline

Sprint #4: The Psychology of Scaling Up
March 26 — April 8

By now, you’ve built a full-fledged freelance business that’s on track to earn 6-figures a year or more… Now it’s time to think about scaling. This sprint is all about removing yourself as a bottle-neck, delegating and serving more clients WITHOUT slipping back into The Grind. 

During this sprint, you’ll learn how to set meaningful boundaries, maintain a healthy work-life balance and deliver top-notch work to your clients, all at the same time. By the end of this sprint, people around you will wonder how you get so much done but still seem to have unlimited time to devote to your family, friends and personal growth.

You’ll learn…

• Eliminate Before You Delegate
• Never Check Email Again Advanced
• Workshop: How to Squash Scope Creep
• Why Healthy Business Owners Eat Dessert First
• Lean, Mean Money-making Machine
• How To “Turn Off” a Thriving Business So You Can Have a Life Too
• The Dark Art of Firing Clients Advanced
• Hiring Help and Beyond…
• The Hidden Financial Formula of High-End Freelancing

Sprint #5: The Automatic Freelancer
April 9 — April 22

Our final sprint is where we put everything you’ve learned and implemented over the last 8 weeks together to solidify your future as an Automatic Freelancer for life. During this sprint you’ll put the final touches on your freelance business, fill in any remaining gaps – and celebrate everything you’ve accomplished, of course! 

By the end of this sprint, you’ll have a clear, strategic plan for growing your business year after year. You’ll have the tools and accountability to keep firm boundaries with your clients moving forward.

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With automatic income from Clients for Life, you can finally relax.

You’ve built meaningful relationships with clients you enjoy working with… clients who trust you and will refer you like crazy. 

You’re doing the creative work you love without having to answer to a boss OR experience end-of-month anxiety over how you’ll pay your bills. 

You’ve got the time and financial freedom to confidently plan for the future because you can comfortably map out your income a year in advance. 

And you did it ALL without a single sleazy sales tactic.

When you join Automatic Freelancer, you’ll build your business brick by brick, week by week, and remove all limits on your potential.

You’ve got the tools, connections and expertise to reach your greatest and highest goals, and you did it all in just 10 weeks.  

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“Instrumental in helping me grow my business”
Anthony Y., Digital Marketing Consultant

“Rob has been instrumental in helping me land deals, navigate the life of a self-employed consultant, and grow my business. It’s not just his experience that sets him apart, but his commitment to constantly improving.”

“My business is more sustainable and profitable”
Susan B., Software Consultant

“Rob’s course is perfect for any freelancer or consultant looking to up their game. It’s full of tactics that are actionable – you know exactly what to do (instead of just theory). I saw results immediately from the Pipeline workshop, then made changes to my business model that made it immediately more sustainable and profitable.”

“I have virtually unlimited leads”
Mike K., Web Developer

“Rob was tremendously helpful as I was stuck in my lead generation process. Because of my time with him, I now have virtually unlimited leads to go after.”

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* Doors are open now, but hurry because spots fill up fast!

Doors are closing in…

In order to keep the group tight-knit and cultivate meaningful relationships within each Automatic Freelancer graduating “class,” we only open up the course a few times a year. 

So if you want to join this time around, now is the time! 

Sign me up!

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Is Automatic Freelancer right for me? 

Automatic Freelancer will help you level up your freelance or consulting business – but it’s not right for everyone. Because we value the open and supportive communication within the Automatic Freelancer community, we are picky about who we let join.  

The most successful students check these boxes…

• You provide creative or technical services, such as design, programming, writing or marketing
• You have have worked with 3 clients and earned $10K or more freelancing
• You’re a solo business owner or part of a small team (and all your partners are committed to improvement, too)
• You’re ready to commit at least a few highly focused hours a week to improving your business
• You want to build a highly profitable, full-time business you love … not chase magical, passive income from the beach

This is NOT right for you if…

• You’re just starting out. You’ll need data from at least three clients or projects for these systems to help you level up.
• You’re moonlighting and don’t plan to go full-time with your freelance or consulting business.
• You’re earning more than $200K a year from your business. You may get a few valuable takeaways, but this course won’t change the game for you. (Stay tuned for more advanced material.)
• You want to hire staff to solve all your problems. This course is about building an extraordinarily efficient, profitable system with a very small team, so you can grow exponentially once you have a solid foundation.
• You’re stuck in your ways. This course intentionally challenges the conventional wisdom and looks at hard data and real dollars-and-cents. Prepare to exit your comfort zone.

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Frequently Asked Questions

Is the coaching individual or group coaching?

It’s both! You’ll have a 1:1 Kick-Off Call with me AND group coaching during the workshops. You’ll also have direct access to me during my “office hours” and via Slack throughout the course. 

How long do I have access to the course?

You have lifetime access to all course material – so you can take it at your own pace and build your business in the way that feels right for you. There’s at least 3 to 6 months worth of big wins packed into 37 lessons, so even beyond the 10 weeks of live coaching, there’s plenty of content to keep improving your business.

What if I get busy and fall behind?

The course is entirely self-paced – you can speed through it and then implement what you’ve learned over time, or you can watch each lesson and digest it slowly. Either way, you have lifetime access, and you’ll be able to implement the specific strategies and tactics in the course for many years to come. 

If you have any other questions or concerns about the course, we’re happy to help: email [email protected].

Sign me up!

“Rob is a teacher who makes complex challenges feel simple”
Margo A., Marketing Consultant

“Rob has this really clarifying way of explaining things – unlike other courses I’ve taken and instructors I’ve seen. He’s a great teacher, and he executes. He’s action-oriented, but the way he shows you what actually matters is so, so helpful.”

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Imagine creating a 6-figure freelance business with clients you love and income that’s consistent, reliable and automatic.

You’re on the verge of getting off The Grind for good and unlocking the secret to building a predictably profitable freelance business.

That means no more questions from family and friends about when you’re getting a “real job.” No more jokes about whether or not you wear pants to work. No more anxiety and stress over the seemingly endless cycle of “feast or famine.” 

And most importantly, no more longing to fulfill your true purpose and or wondering if you’re on the right path.

Instead, you’ll stroll into your office each morning, do work that you LOVE for clients that you enjoy working with, and rest easy at the end of the day knowing you’ve got reliable  cash-flow booked for the long term.

There’s a lot of freelance advice out there. You could cobble together a plan from a grab-bag of Top 10 lists, self-help books, questionable “common wisdom” and whispered advice from friends. But let’s be honest – the chances that this cacophony of Internet nonsense will actually lead you to a simple, focused, powerful blueprint for a flexible, profitable business are slim to none. 

Unlock a proven, meticulously documented, data-driven formula for 6-figure freelancing. 

I’ve invested 15 years learning how to make my freelance business automatic. That includes thousands of hours of reading, learning, testing and failing – again and again – before finding the techniques that worked. I’ve spent tens of thousands of dollars on education, courses and conferences and at least 3,600 business days in the trenches.

Everything I’ve learned – thoroughly tested and perfected – is packed into this course. And now, it can all be yours!

“Only a fool learns from his own mistakes. The wise man learns from the mistakes of others.”
– Otto von Bismarck

Don’t waste precious time and energy making the same mistakes I did. Join the Automatic Freelancer today and skip the stress, hassle and sleepless nights…

I’m ready!

* Doors close when this timer runs out, so snag your spot today (before they’re all gone!)