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Nail the First 30 Days: How Welcome Flows Turn Browsers into Repeat Buyers
The fastest way to sabotage your revenue? Treating your welcome flow like a polite handshake instead of a first date. If that stings a little… good. Because the first 30 days aren’t a “nice-to-have.” They’re the make-or-break window where your brand either becomes unforgettable (or instantly forgettable). Let’s fix that. The Truth Nobody Wants to Admit Your welcome flow is not about welcoming anyone. It’s about training buying behavior before customers realize they’re even b
Kyle Olmstead
Dec 10, 20255 min read


First-Time Buyers Are a Trap (Until You Turn Them Into Repeat Champions)
Why most brands fail at loyalty and how a few simple lifecycle milestones can change the game. You’ve been lied to. All those “acquire more customers” strategies? Half of them are garbage. The truth is, getting a first-time buyer isn’t the win, it’s the starting line. The real magic (and revenue) happens after the first click, the first cart, the first awkward high-five email confirming a purchase . Here’s my hot take: if your business isn’t actively nurturing milestones like
Kyle Olmstead
Dec 3, 20254 min read


Your Returns Problem Isn’t Returns… It’s Education.
Why Pre-Shipment Guidance Is the Secret Weapon Health & Wellness Brands Keep Ignoring. Most brands don’t have a returns problem — they have a “customers have no clue what they just bought” problem. And honestly? It’s self-inflicted. Because if we’re being real with each other (best-friend energy, remember): People don’t return products they understand. They return products that surprise them. Confuse them. Intimidate them. Sit unopened on the counter giving them quiet, judgm
Kyle Olmstead
Nov 26, 20256 min read


Your Metrics Are Lying to You: The Hidden Churn Problem No One Wants to Talk About
Everyone's obsessing over dashboards. Meanwhile...your churn is sitting in the corner waiving both arms like, "Hey, remember me?" Here’s why your numbers aren’t telling the truth and how to stop abandoned purchases of fitness equipment from slipping through the cracks. Let’s start with this: Most brands aren’t “struggling with churn.” They’re accidentally funding it. And the worst part? They don’t even realize it’s happening because the metrics look “fine.”Fine is dangerous.
Kyle Olmstead
Nov 19, 20255 min read


Why Most Fitness Brands Are Losing Members Without Even Realizing It
Most brands think app downloads and flashy gear are enough. They're not. Here’s the insider riff on how reminders, nudges, and smart upsells actually keep people coming back—and spending. Let’s get this straight: buying someone a treadmill doesn’t make them fit. Shocking, I know. And yet, most fitness apparel and connected device brands act like it does. They launch products, slap on an app, maybe send a welcome email, and then…crickets. Look, retention isn’t about the gear.
Kyle Olmstead
Nov 12, 20254 min read


How Outdoor Gear Brands Can Wake Up Dormant Buyers With Automated Emails & SMS
Most brands think dormant subscribers are "lost causes." They're wrong. Those sleepy buyers are a goldmine waiting for the right nudge, if you know how to hit “wake-up.” Let’s get this out of the way: ignoring your dormant subscribers is like leaving $100 bills on the trail during a hike. You wouldn’t do that. So why let your email and SMS lists gather dust? Here’s the thing: most outdoor gear brands obsess over new acquisition. Ads, influencer collabs, SEO (you name it). M
Kyle Olmstead
Nov 5, 20254 min read


Education Emails That Reduce Returns & Transform Buyers
Why most brands are quietly losing thousands (and how to stop it before your next shipment goes out) Here’s the deal: sending a product is only half the battle. The other half? Making sure your buyer knows exactly what to do with it, how it fits into their life, and why it’s their new favorite thing. Most brands get this backward...and it’s why returns are skyrocketing. Let me be blunt: confused buyers don’t just return products. They cost you time, money, and (most dangerou
Kyle Olmstead
Oct 29, 20253 min read


Why Your Metrics Are Lying to You, and Quietly Killing Revenue
Drops in clicks, opens, or app activity aren’t “small blips,” they’re the early warning signs your customers are slipping away. Here’s how to catch them before it’s too late. Let’s get real. Most brands are TERRIBLE at spotting churn. You look at a 2% drop in email opens and think, “Eh, probably fine.” Or a slight dip in push notifications? “Users will come back.” Spoiler: they won’t. Not on their own. Here’s the thing: metrics are lying to you. Not maliciously, they’re just…
Kyle Olmstead
Oct 23, 20253 min read


Connected Fitness Retention: From Wearables to Wallets
How small behavioral nudges turn one-time users into lifelong members (and recurring revenue into muscle memory) Hot take: Fitness apps don’t lose users because of poor tech. They lose them because humans forget they signed up to change their lives. Let’s be honest—most connected fitness brands aren’t in the “tech” business. They’re in the habit business . If people stop strapping on the watch, stop logging the meals, stop opening the app… revenue stops flowing. The product
Kyle Olmstead
Oct 16, 20254 min read


Your Subscriber List Is Bleeding Cash (Here’s How to Stop It)
Your goldmine isn’t new customers. It’s the people already raising their hands, but you forgot to notice. Most brands are obsessed with...
Kyle Olmstead
Oct 9, 20253 min read


Stop Sending Emails That Don’t Prevent Returns (And Watch Your Buyers Stick Around)
Confused buyers cost brands millions. Here’s how education emails turn uncertainty into loyalty. Let’s get real. Most brands think the...
Kyle Olmstead
Oct 1, 20254 min read


Why Most Returns Are Your Fault (And How to Fix Them Before They Happen)
Confused buyers return products. Here’s how pre-shipment guidance, onboarding, and transformational messaging can turn returns into...
Kyle Olmstead
Sep 30, 20254 min read


Stop Wasting Money on Generic Cart Emails (And Start Making Your Customer Actually Buy More)
How behavioral data and smart upsells turn abandoned carts into revenue engines, without sounding like a pushy salesperson. Here’s a...
Kyle Olmstead
Sep 19, 20254 min read


Stop Leaving Money on the Mat: How Studios & Apparel Brands Can Unlock Hidden Revenue
Because "just post more on Instagram" isn't a strategy. It's a treadmill. And most brands are running in place. Let’s start with the...
Kyle Olmstead
Sep 17, 20253 min read


Proactive Churn Prevention: Stop Your Subscribers Before They Ghost You
Bored customers don't quit because of a cancel button, they quit because you gave them a reason to. Let’s get real. Most brands treat...
Kyle Olmstead
Sep 15, 20254 min read


From First Purchase to Forever Fan: Building Your Retention Pyramid
Retention isn't luck or discounts, it's structure. Here's how to layer confidence, repeat purchases, and loyalty into a system that...
Kyle Olmstead
Sep 7, 20254 min read


The Retention Pyramid: Turning First Purchases Into Lifetime Fans
Why most brands treat retention like a one-night stand and how a simple framework can fix it. Let me start with something that might...
Kyle Olmstead
Sep 5, 20253 min read


Product Discounts Are Destroying Your Brands Customer Loyalty
Let’s get real. Discounts are basically training your customers to treat your brand like a clearance rack. And here’s the truth. I hate...
Kyle Olmstead
Sep 3, 20253 min read


Stop Chasing New Customers. Your List Is Hiding $1M in Plain Sight.
Seriously. Most brands are desperate for acquisition while letting the goldmine in their own inbox rot. It’s wild. Ads are cool. Paid...
Kyle Olmstead
Sep 2, 20253 min read


The Growth Treadmill: Why Paid Ads Alone Will Never Scale Your Brand
You don’t have a growth strategy. You have a gambling habit. Every time you throw another dollar at Facebook, TikTok, or Google, you’re...
Kyle Olmstead
Sep 1, 20253 min read
Where's Your Growth Leaking?
This isn't a quiz. It’s a quick gut check to spot the real gaps in your growth engine. One minute. No funnels. No hard sell. Just clarity if you’re serious about fixing it.
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