Crying Over ClickUp by Robyn Henke
ClickUp tears are real freelancer, but so is the FREEDOM. Every newsletter is a ~specific way~ that ClickUp lightens the *freelancing load* so you get your life back.
working late tonight, honey?
You're good at this... and that's a problem 😬 Guys, I'm curious how many of you would describe yourself as an "expert"? I know... it's a weird thing to call yourself. But it's actually kinda important that you do cuz it's also the reason you always gotta work late. Maybe you don't see yourself as an expert, but I think any freelancer that's been doing it for a while is an expert bc you don't need to figure out how to do your work. You know what to do... and that's actually the problem. 👀 Most...
pricing client work is ________ 🤐
If you do *custom work* for your clients... this is for you 👀 I won't lie to you... and if you've been on my list a while (shoutout to my OG 'Unapologetically Organized' crew!) then you've probably already sensed it. I've been SLACKINGGGG here. It's been weeks since my last email. And the reason is something worth talking about. Bc sometimes you gotta step back and ask yourself: what am I doing just because? I've said it before and I'll say it again: our time and focus is the most valuable...
who the hell wants to work on Sunday??
POV: your "plan" changes whether you like it or not This is energy zap 2 of 4: the series where I break down the almost-invisible energy drains that ClickUp actually fixes. I used to be a big advocate for Sunday planning. Now I'm like who the hell wants to work on Sunday?? That time off is so freakin' sacred to me. I remember feeling so organized sitting down with my pen and paper, running through every client, writing out what I thought mattered, & being pumped about how ready I was for the...
the energy zap nobody talks about 🙃
POV: it's a 24/7 firehose of shit you gotta keep straight I worked with a freelancer a few weeks back on building out a process she'd recently dropped the ball on. It was clear how much it haunted her bc she was super keen to have me build her a real system. Which makes sense to me bc dropping the ball is literally the WORST feeling ever. There was a time when I was afraid of new messages from a client, assuming that I'd either done something wrong or forgotten to do something. I don't feel...
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...
ClickUp tears are real freelancer, but so is the FREEDOM. Every newsletter is a ~specific way~ that ClickUp lightens the *freelancing load* so you get your life back.