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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.

post-holiday work vibes? big sad

Took time off and now I'm "paying" for it 🥲 Not sure about you, Reader, but I didn't get nearly as much done pre-holidays as I planned to. Too busy recording new music and playing Monopoly with my fam, I guess. I also thought I'd work yesterday ... haha So today I dragged my semi-still-sick ass online to look at a long list of overdue tasks. 😬 (BTW, have children always been such a danger to those of us without kids?!?! insta-sick every single time) There's literally no worse way to come back...

they updated ClickUp again 😅

2026 is like two weeks away And I knowwwww you're low key dreaming about being more organized in the new year. SO: I've got something planned for January that's gonna help make that happen. It involves ClickUp (obviously), spending less time figuring out what to do and more time actually doing it, and finally experiencing a ClickUp that supports you instead of adding to your stress. Stay tuned for more on that... ClickUp just dropped version 4.0 & *spoiler*... something changed I swear, every...

when success starts feeling impossible 😵‍💫

"If I wanna keep growing... I can't keep doing it all on my own" Oof, I know this feeling well. When clients are flowing, the work is (finally) abundant, and money is rolling in. 💸💸💸 But the actual day to day feels like an eye twitch waiting to happen. Last week I wrapped up my first ever Focus Framework Intensive, and the client was at this exact tipping point with her business. She started on her own, she was used to doing everything on her own. She is so incredibly efficient at what she...

How to declutter your ClickUp

ClickUp CLUTTER 🥲 It's a very real thing. The more you add to ClickUp, the more cluttery it can feel. There is one insanely easy way for you to reduce clutter in your ClickUp right now. Bc I don't know about you, but to feel deeply calm, my space needs to be tidy. The physical space of my home office tucked in the corner of our bedroom that I tidy most days before starting work. But also my online space with a ClickUp workspace that's SIMPLE and uncluttered. (That and my most favourite...

why you can't say no to clients (and how to fix it)

In case you missed it: I've decided it makes basically zero sense sending newsletters on a Thursday, so Tuesday is the new day. Being a "yes" freelancer isn't necessarily a you problem Saying yes to clients is a muscle we learn to flex early and often. We'll be on a call, they'll casually say, "We were talking about [insert brand new thing needed ASAP]. Can you do that?" But of course, dear client. 😬 What harm could it possibly do to please the person who signs my cheques? Listen, I get that...

powerless → in control (what changed?)

FYI: I've decided it makes basically zero sense sending newsletters on a Thursday, so Tuesday is the new day. From *powerless* to "I GOT this" is closer than you think 🙃 One of my friends is the person I IMMEDIATELY think about when freelancers tell me they "don't need a system." She's a jewelry maker. ADD. Fights every idea of control. Just wants to "flow." And I get it... when you want creative freedom, structure seems like NO FUN. But last week she texted me: "Help! haha" She's gearing up...

the *antidote* to being afraid and anxious?

Feeling afraid right now? I follow a Canadian freelance web designer on LinkedIn who posted this the other day: This is the girl who has 12K followers, posts to insane amounts of engagement, & shared how she makes at minimum $2.8K USD per week (but realistically way more). Even tho I know that social media is the highlight reel, I still found myself feeling surprised at this admission. But mostly VALIDATED AF. Scared all the time? It me. Anxious? Ask my sore ass lips. But what really HIT HOME...

those "tasks" you're actively avoiding?

Those tasks that make you wanna run tf away 🏃♀️💨 You know the ones I'm talking about, Reader. Those "oh shit... I gotta do that" moments of sinking realization. (Probably some kind of reporting. 🙃) You know it takes hours. You know it kinda sucks. And you know you're gonna avoid it as long as possible. I was working 1-on-1 with a freelancer this week on her Focus Framework, and she shared her screen to show me her biggest client's setup. One task in particular caught my eye: "Quarterly Review...

come on... work faster

The surprisingly *calming effects* of time tracking Time tracking used to stress me out. 7 years ago, I freelanced for an agency that was REAL rigid with time management. We met once a week and "committed" all the hours in our capacity to specific work. The tasks had time estimates and we would pull them in to our workload until it all equaled out. And I remember how ANXIOUS it made me Like shit, I gotta get this done in that time? And omg, the clock is ticking. f*ck... aghhhh. Fast-forward...
A screenshot of a text message conversation. The first message says "Not great. lol just buildings and we're not allowed to lift the blinds" and there is a picture of her "view" with windows and closed blinds. the next message says "why the heck would you

the *big one* for senior freelancers rn

Be our own bosses 4eva ✌️ I'm pretty sure everyone's tryna to work for themselves these days. And can you blame us when corporations are doing shit like this? 😳 Having to be somewhere all day is bad enough but not being allowed to look outside is just... weird. But ol' Robyn & Reader: we know how awesome it is to not deal with that kinda shit. Now we gotta hold on to it like crazy so it never ends. I think the one big opportunity for those of us with years of in the trenches experience is to...

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.