The Content Cup Newsletter

Hi, Reader, So, in complete transparency, I had a different newsletter planned for this week… But after digging into a recent report from LinkedIn’s AI and product engineering team, I couldn’t hold off. Because it confirmed what many of us have been feeling, and you can read the entire report for yourself if you're up for it. But in the interest of time, I'll break it down for you... The LinkedIn feed is getting smarter and more unpredictable for those of us who have been on it for years....

Hi, Reader, When people ask me how to grow on LinkedIn, they usually expect to hear about strategy, consistency, and planning. And yes…don't get me wrong...those things matter. But recently, I looked back at my analytics over the past 90 days and noticed something interesting. Two of my top three posts weren’t planned at all. They were what I’d call in-the-moment posts. Real moments. Real thoughts. No content calendar involved. And honestly? That’s exactly why they worked. The Saturday...

Hi, Reader, First, I want to welcome the new subscribers who joined after I spoke to nearly 100 founders at Innovate New Albany last week. I’m really glad you’re here! Hitting the 700+ subscriber mark with this newsletter feels pretty special, so thank you for choosing to spend a few minutes here with me every other week. At the event, we had a really thoughtful conversation about how to win on LinkedIn in 2026. And when I say win, I mean grow. Grow your business by attracting new clients....

It's been brought to my attention that my readers are trying to share my newsletter, but can't find the subscribe link to send to their friends. Oops! So please, share away. (And thank you!) Sign up for free here. Hey, Reader, A founder asked me this in the DMs recently… “How do I DM people on LinkedIn without feeling salesy?” And if you’ve ever hesitated before hitting send…you’re not alone. Many of us can relate. Isn’t this the fear? Sounding pushy and transactional... Sounding like THAT...

Hey, Reader, By far, one of the biggest questions I get from clients is, "What do I post?" Have you been there? I know I have. And although it's a little easier these days, thanks to a few years of actively creating on the platform, here are some things I do to develop some effective LinkedIn post ideas that start conversations. I'm skipping the small talk, and getting right to it... 1. Check Your Calendar Looking at what you're already doing serves as some really excellent LinkedIn content....

Hey, Reader, As I’ve settled back into work this January, reconnected with clients after the holiday pause, and taken a moment to look around LinkedIn, I’ve found myself making the same observations. There are some very fixable mistakes happening. And as I originally set out to outline these for a single LinkedIn post, I quickly realized the list kept growing. So here we are:) Does any of this sound familiar? And if it does...I still have good news for you:) 1. The Unclear Profile Page...

Hey, Reader, As everyone settles back into the rhythm of work, I wanted to ask a simple question... How can I help you right now? If you’ve been here a while, you know this newsletter is where I share practical thoughts on... Writing content that actually connects Using LinkedIn with more clarity (and less noise) Building visibility and trust without burning out If you’re newer to the crew, welcome. I’m so glad you’re here. This year, I want to make sure I’m spending time on the topics that...

Hey, Reader, Happy New Year! I truly do hope it's how you're viewing this day...this month...and the year ahead... A happy one. But if you've got doubts, it's ok. With new beginnings, the pressure can feel real to "go big or go home." And I think a lot of people on LinkedIn are feeling a little disgruntled, with thoughts like... "Is showing up even worth the effort?" So let's back up a minute and let me share a confession with you. Story Time... There was a point in my business, in August of...

Hey, Reader, Today is Thursday, December 18th, and it won't be long before we'll be ending our dates with "2026." Is it hard to believe? Honestly, I'm ready to turn the page. I've seen incredible growth this year with my business, but personally...it's been a roller coaster. And although I've been grateful (truly grateful) for what some of the valleys have taught me, I'm happy to move onward and upward. So, with that said, here's what I'm thinking you can expect on the platform over the next...