Newsletter Archive
RR#134 - How I’m Using ‘Less’ to Get More in Business
Let’s get straight to it: the ability to simplify is one of the most underrated—and toughest—skills in business.
At first glance, simplifying might sound like it’s just about cutting out a few things here and there.
But in reality, simplifying can make the difference between a business that’s chaotic, costly, and overwhelming, and one that’s efficient, focused, and profitable.
When done right, simplification clears the noise, reduces expenses, and gives you back time and headspace to focus on what truly matters.
So why is this so challenging?
RR#133 - The client acquisition cost wake-up call
One of the most important metrics in your business is the cost of customer acquisition (CAC).
If you know your CAC, you know what it truly costs to bring in a client and—more importantly—what you can afford to spend to grow. CAC is your guide to building a profitable business.
But most business owners don’t know what their CAC actually is.
As a result, they pour endless hours of sweat equity into marketing and sales, trying to make up for an acquisition model that may not even be profitable. Or they continue to throw good money after bad and just barely tread water.
Whether you’re pulling in $250k a year or scaling toward $25 million, knowing your CAC is essential.
RR#132 - The hardest part of running a business.
I’ve been making a lot of changes in my business lately. You know, the kind that keep you up at night—big, strategic moves that can feel like massive gambles in the moment.
We’re talking about things like:
Launching a new high-ticket service to a new market, which means rethinking everything—strategy, ideal client profiles, and the offers that will actually sell.
Migrating technology, making some pretty heavy investments that won’t see a return for a while, and managing contractors through the chaos.
Restructuring the team, which means making tough calls on who stays and who goes, and following through on decisions that I’m very much aware change people’s lives.
RR#131- Are you pricing for security—or growth?
Recently, I had a conversation with a friend about pricing his services.
He’d recently bumped up his rates and hinted at needing to raise them further—but he was stuck. He said he felt like he'd hit the ceiling for what he could charge.
Then, almost in the same breath, he mentioned that people he knew were charging 50% to 100% more for similar services.
RR#130- Stop selling, start proving.
If you’ve been stuck hitting plateaus of $20k, $30k, or even $40k a month as a consultant, you’re not alone.
But here’s the good news—you can bust through those ceilings by leveraging a diagnostic, productized service on the front end of your engagements.
Let me explain.
RR#129- What's a broken knee have to do with business?
A week before our family took off for a couple of months of travel this past summer, my wife broke her knee in an unfortunate surfing accident.
That’s tough for anyone, but my wife is a runner, had been training for months, and was in peak condition. So, this was a major setback for her.
RR#128- How to generate more sales with fewer leads
Most entrepreneurs I speak with are pouring a massive amount of resources into getting new leads.
I see you:
Creating content like there’s no tomorrow
Engaging on social media until your fingers ache
Networking with virtual coffee chats all week long
Paying lead generation agencies to get booked calls
Investing in automation tools to scale your messaging
RR#127- WTF is chocolate broccoli?
Something I see a lot of marketers overlook: email sequences.
You’ve put in the effort to create a killer lead magnet—an ebook, a webinar, something valuable enough for someone to hand over their email in exchange.
Great. But what happens next?
If your answer is “nothing” or “just a quick thank you,” you’re missing out on a massive opportunity to build a relationship, offer value, and move your audience closer to doing business with you.
Today, I’m diving into why your email sequences might be the most important (and most neglected) part of your funnel.
RR#126- You're sleeping on your sequences
Something I see a lot of marketers overlook: email sequences.
You’ve put in the effort to create a killer lead magnet—an ebook, a webinar, something valuable enough for someone to hand over their email in exchange.
Great. But what happens next?
If your answer is “nothing” or “just a quick thank you,” you’re missing out on a massive opportunity to build a relationship, offer value, and move your audience closer to doing business with you.
Today, I’m diving into why your email sequences might be the most important (and most neglected) part of your funnel.
RR#125 - Pivot or persevere? Here's how to decide.
Real talk: As a founder, there are times when you’ve got to ask yourself: “Is it time for a pivot?”
Maybe your current offer isn’t getting the traction you expected. Maybe a shiny, new opportunity has landed in your lap. Or maybe you’re simply feeling the itch to try something different.
Whatever the reason, pivots are often glorified in the startup world, seen as the savvy, agile move that can save or supercharge your business.
But here’s the catch: a pivot comes with a substantial cost.
Most things in business operate on an exponential curve—meaning all the heavy lifting happens upfront.
RR#124 - Why I Hid In The Furthest Cubicle
When you’re selling high-ticket services, it’s crucial to engineer every aspect of your sales process:
Qualification
Tech & systems
Talk tracks & scripts
But after auditing thousands of sales calls and turning around numerous sales teams, I’ve discovered that one thing determines your sales performance more than anything else.
And that’s your (or your salesperson’s) ability to close.
By close, I mean your ability to lead the prospect to make a decision—whether it’s to do business with you or not.
RR#123 - I Overhauled My Productivity Approach—Here’s What Happened
As small business owners, we wear a lot of hats—all at once.
We’re the strategists, the operators, the creators, the marketers, the sales team, and more.
We juggle different jobs every day.
Some tasks mean back-to-back Zoom calls, meetings, and putting out fires.
Others need long, uninterrupted stretches to create, strategize, and work on the business.
For years, I thought I’d found a solid balance between these two modes of work using time blocking with some basic guidelines for scheduling, like no calls before a set time, limiting the number of calls in a day, and scheduling a short break in between each of them.
But I realized my approach, while balanced, wasn’t optimal.
RR#122 - The silent killer of entrepreneurial dreams (it's not what you think)
I'll cut to the chase this week: if you aren't actively combatting scarcity in your mindset, you're setting yourself up for stalled growth and suboptimal decisions, both in life and business.
RR#121 - Niching down: outdated strategy or marketing goldmine?
You've heard it before: "Riches are in the niches."
But lately, some marketers claim niching down is outdated. That you are the niche. And niching down is limiting your business.
So what gives? Have the rules of the marketing game really changed?
RR#119 - What got you here won’t get you there (but this will)
In business, a certain set of beliefs, actions, and skills will be sufficient to get you to a certain level.
But the very same beliefs, actions, and skills that got you there may prevent you from getting to the next level.
RR#118 - How I solve complex problems before breakfast
Ever feel like your brain's a tangled mess of thoughts?
Like you've got a million ideas but can't articulate them properly?
Or find yourself spinning your wheels on a problem without making real progress?
I’ve been there.
And this week, I'm sharing how dedicating just 30-60 minutes each morning to freewriting has helped me gain clarity on just about anything I'm mentally stuck on—personally and professionally.
RR#117 - Turn case studies into cash (here's how)
Case studies can supercharge your marketing and help you close more deals. If you’re not already leveraging them, you’re leaving money on the table.
In this email, I’m going to break down how to create a compelling case study you can share with prospects and close more high-value deals.
RR#116 - Survival to legacy: What stage is your business in?
You’re probably familiar with Maslow’s hierarchy of needs.
Psychologist Abraham Maslow created this hierarchy to explain how human needs are prioritized and how people progress through meeting their basic needs toward achieving their full potential.
From my experience in both building businesses and coaching hundreds of founders, there’s a similar experience entrepreneurs go through in the various stages of their business.
RR#115 - The roadmap to repeatable revenue
A few weeks ago, I shared how I'd get from $0 to $30k a month if I had to start from scratch and had just 180 days to do it.
Many of you said you got a ton of value from that email and would love to see it laid out for someone with a different skillset for context.
So, this week, I'm going to lay out the full process for creating a high 6- or 7-figure business, regardless of what you are selling.
It's what I call the Roadmap to Repeatable Revenue.