Crying Over ClickUp by Robyn Henke
Pls, for the love of ClickUp, don't watch another irrelevant YouTube video. Learn from a real freelancer (hi, I'm Robyn) with real systems, real stories, and a sneaky ClickUp demo or two.
how you make freelancing feel EASY (bye brain drain)
Four things sucking your energy bone-DRY ☠️ I was thinking about you today, and why you're here. Like, subscribing to Crying over ClickUp I mean. 🙃 But then I remembered how painfully generic all of ClickUp's trainings are, and how difficult it is to make it work for freelancing. And how that's even more difficult when you don't know specifically what's hard or why it's hard. Like, if I asked ClickUp... what does a freelancer NEED to build? What are the CORE things? They might say: ugh......
if you've *also* been feeling like a loser...
Keeping it up when you feel like a big fat loser Wow... it's been one whole month since I've sent a newsletter. 🙃 Call me a flake if you wanna but I've been dealing with some VERY REAL shit in my business, and it's sucked alllll the wind outta my sails. Not the first time I've felt this way... Won't be the last. From one entrepreneur to another, can we talk about how HARD it is to stay connected to the far off oasis in the distance when it feels like you're in the middle of a fkn hurricane?...
bad at laundry. excellent at clickup.
The *secret* to a ClickUp that just gets better + better My neighbour is almost alarmingly organized. Like, when they're away and I check on their house, my mouth is literally on the floor the whole time kinda organized. Laundry room? His freaking workshop? Her hobby room? Their kitchen? Every single item in every single room has a home or lives in a nice neatly labeled container. If organization was a category of porn, her house would be the feature. I can just picture her thinking about an...
i'm showing you my setup live 👀
ClickUp makes a mean self-marketing machine 🤖 I just took the strangest trip down memory lane the other day by looking through almost every single LinkedIn connection I have. Like, "hi ex boyfriend of 10+ year's... dad??" For real tho, there were people I met in undergrad and colleague friends I had completely forgotten about. People I know I felt super close to at that time, but who are now complete strangers. It fascinates me how a human connection can feel so strong at one point, and then...
"hey chat, how do i make ClickUp better for freelancing?"
Freelancers in 2026: "AI is helping me setup ClickUp" I asked Gemini to make ClickUp work better for my freelancing business... Just for shits and gigs, yanno? Bc like all of you, I'm low-grade anxious about what AI will do to my career, so why not see what I'm up against? And it spit out a few solid suggestions. One or two that I actually teach myself. But it also told me to "create a client dashboard" ... which I know from experience isn't worth the time (they won't use it). It told me to...
when will you get to your "own stuff"?
Reminder: client goals... they aren't your own I had a convo recently with another freelancer that was so validating. We were bonding over the fact that our priority isn't to make $239873534 dollars. We both put lifestyle as the top priority. That loving what we do and how we spend our days matters more than maxing out revenue. "I just wanna be happy," I said. "And say to myself 'I love my life.' Money has to follow that energy, right??" To which she said: "I think so. But only after you...
working a lot... and making peanuts? 🥜
Tracking time in a different tool than ClickUp? 😱 There's a single moment in my freelancing career that really stands out for me. And I think that's because I had no idea what I was doing to myself until it was too late. In my early freelancing days, I was working by the hour for a couple different agencies. But what I didn't realize was that freelancing for agencies isn't really freelancing... Like, it is, in the sense that I was an independent contractor. But it wasn't because it kept...
that 2026 goal? def *not* a single task
Your goals matter, too The most surreal part about this whole selling Focus Framework thing is that my Fresh Start sale... it's just another example of how well the system works. That the act of creating goals and staying focused on them means eventually you'll get there. I came up with the Fresh Start idea after I got back from playing songs for strangers on the VIA rail and I didn't know wtf to work on. I thought about what my goals were and what the next couple months looked like. I knew I...
client says: "lets do it"... you say: "oh shit"
The Fresh Start Sale is live 🎉 January 13 - February 15: Get hella organized this year with my signature courses, intensive, and bundles created for the small but mighty team of one. Check out the sale → Not interested? Click here to opt out of Fresh Start Sale emails (you'll still get my regular monthly newsletter). Big projects don't have to be a death sentence 🪦 Have you ever loosely pitched an idea to a client... only for them to unexpectedly say yes? Selling the idea isn't usually the...
this is *the year* of 5 hour workdays 🥳
A *simple* ClickUp guideline to take into the new year 2026 is here, and something tells me that you've decided this is the YEAR OF READER. You've got BIG plans and big goals. Your clients trust you now more than ever, which inevitably means MORE WORK is coming your way. And what better feeling is there when a client is excited about a big project they want to do together, and there's a nice hefty price tag attached to it. 💸🥳 But then the second they sign the contract, all that excitement...
Pls, for the love of ClickUp, don't watch another irrelevant YouTube video. Learn from a real freelancer (hi, I'm Robyn) with real systems, real stories, and a sneaky ClickUp demo or two.