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Chris Cunningham
13.9K posts

Chris Cunningham
@ChrisClickUp
Founding Member @clickup. Scaling Clickup in public and sharing how I'm securing raving fans via influencer marketing, community, and brand strategy.
Miami Fl شامل ہوئے Kasım 2010
1.8K فالونگ47.5K فالوورز

@NathanHirsch99 My favourite part is the customer obsession
Most people hear complaints
He heard product direction
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@itsalvinhuang Playbooks are cute
But a switched on customer with objections will humble ur assumptions faster than any PDF ever could
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@bluremark That moment when u hear ur own limitation out loud is brutal
Also kinda beautiful cuz now it can’t hide anymore
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@stijnnoorman Exactly failing multiple times doesn’t mean you’re behind, it means you’re in it
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@matt_gray_ yes consistency feels boring but it’s usually what actually works long term
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@williamcoste not all liabilities are bad, but too many without assets is the real problem
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@HenriBranding This Is What Good Coaching Does
Not dragging people into the past
But helping them trust the size of who they’ve become
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When I ask someone what they really want, the most common answer I get is this:
"I just want it to be like it used to be."
It sounds like nostalgia.
It isn't.
It's the moment I know exactly what's happening.
They haven't stopped growing.
Their environment has.
And somewhere along the way they started believing the problem was them.
Going back wouldn't bring them peace.
It would require them to become less than they already are.
The real dream is never backwards.
It just takes a few sessions before people dare to look forward.
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@ItsKieranDrew Your Discipline Is Actually The Strategy
Five Years Daily Isnt Motivation
Its Identity Level Commitment That Algorithms Eventually Respect
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I haven't missed a day of social media content in 5 years.
In that time, I've attracted over 280,000 email subscribers.
But it took me a year to hit my first 1,000 followers. And that was with 10-20 hours per week spent on content.
Today, my written social content takes me around 2 hours per month.
My VA reposts, reuses, and redistributes old ideas. I just do quick edits and hit OK.
This has freed up space to focus on bigger projects like YouTube and my book.
Here's a question for you: how can you get more from what you're already doing?
Invest effort into things that produce returns in the long run, and you will break free.
Leverage is the answer.
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@ItsRyanDevlin health as the starting point makes sense. everything else is harder when your energy is low
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What happened to your dreams?
When 10 years old you and was asked what they wanted to be when they were older, what was the answer?
-Maybe an astronaut
-Maybe football player
-Maybe a doctor
It definitely wasn't overweight, working some office job for minimum wage.
You lost control. It happens. Starting today, let's get it back.
The best place to start? Your health.
Get that sorted then build from there.
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@Codie_Sanchez this is how you build real relationships, not just transactions
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If you want to make more money, the ROI on “unscalable” work is about to go through the roof.
Magic Moments:
- Handwritten thank-you notes
- Sending flowers (to clients and friends alike)
- Calling (not texting) when you need something
- Showing up in person when an email would've been fine
Costs almost nothing. In a world where every interaction is getting sanded down into a frictionless automated nothing... humanity hits like a defibrillator.
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@CoachDanGo mindset matters, but you still have to face what’s actually happening head on
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@david_meszaros_ facts. without self compassion it turns into a cycle of pressure instead of progress
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@noahkagan Airbnb Hype Sold Everyone A Dream
But Predictable Income Builds Predictable Lives
Stability Scales Sanity
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The older I get the less money I want to make.
And it's more I want less BS to deal with in my life.
My old house was on AirBnB - took it off and put it up for long-term rental.
Weekly complaints, city taxes, annoying my neighbors, etc...oy vey.
Just rented it out for long-term today. And as it turns out long-term rental makes more money! Go figure.
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@davidmotta simple systems repeated > new ideas every week. that shift changes everything
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@jonbrosio I Stopped Chasing Confidence And Started Chasing Consistency
Funny How Results Suddenly Started Respecting Me
Discipline Attracts Momentum
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@Tim_Denning I Agree Business Thinking Changes Ur Brain Chemistry
Once U See Revenue As Creation Not Survival
Everything Starts Feeling Like A Game
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@SahilBloom Yes Social Proof Is Not Ego It Is Risk Reduction
Decision Makers Buy Confidence Before They Buy Services
Signal Matters More Than Style
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A few cold emails changed my life.
Here are some tips if you're trying to send one:
1. Short and simple gets read (long and complex gets deleted). Stop with the long cold emails. They make eyes glaze over and get deleted. 4-5 lines, space them out with hard enters (makes them appear more optically pleasing and digestible).
2. Simple direct subject line. Stop with the shock factor cold emails. They may get an open, but the person won't take you seriously (sorry). Just be direct.
3. Personalize it (and don't use AI). Make sure it's clear it's not a mass email. Just do the unscalable thing. Learn something about the person you're sending it to and include that detail.
4. Embed a bit of social proof on why the person should take you seriously. What have you done? What makes you different or interesting? If you have nothing, focus on building some skills first. Your skills are networking magnets.
5. Create some value for the person. Don't "gate it" behind a follow-up call or email, just share it. If you're pitching a service, create a mock-up of what you'd do for the person and include a screenshot in the email. If you're trying to get an interview, include a doc breaking down your observations about the company and opportunities.
6. End with a clear call-to-action. Ideally a single line, short sentence, and bolded or clearly standing out from the email.
Hope this helps someone out there. I know it would have helped me.
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@DeanBuilds22 I Love Watching Products Grow Up In Public
Transparency Builds Trust Faster Than Perfect Messaging
Keep Showing The Messy Middle
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Day 30 - 2 days until launch
Just hit 150 companies on the waitlist.
What started as "AI that knows when to call for help" is now a full platform:
• Multi-bot support
• Live agent dashboard
• Analytics
• Integrations
• API access
• Team management
Tomorrow is the final prep day. Thursday we launch.
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@RetentionAdam Exactly
Culture Is Not Created In Bars
It Is Built In Clear Direction
And Respectful Monday Morning Energy
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3 decisions I made as a founder that I'll never, ever do again:
1. I had 38 people coming to my apartment every day.
5,000 square foot loft, and I turned it into a sales floor. Two bathrooms for 38 people. I put a stool next to the laundry room sink to handle overflow…dudes pissing in the sink was my solution!!!
There was no separation between my work and my life. I never left because work never left me.
It was absolutely horrible. Now I won't have an employee in the same city I live in. That's how far the pendulum swung.
2. I bootstrapped my first company with a family member as a financial partner.
What I'll say is that bootstrapping is already hard - it takes longer than you think, costs more than you plan, and the stress is constant. When things are good they are great, but when they are bad, adding a family relationship to that equation makes every difficult moment harder because of this added dynamic.
3. Every Friday, I'd take my team out, and we'd get hammered.
I wasn't building culture, but just getting drunk with my team. That's just not how I'd choose to bond with a team now.
All 3 of these felt like founder instincts at the time.
> Hustle
> Loyalty
> Camaraderie
Looking back, they were just defaults I never examined that were holding me back in some capacity - and changing them helped me AND my businesses to grow beyond any ceiling I’d hit before.
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@ChrisWillx Yes Everyone Obsesses Over Being Correct
Few Focus On Staying Consistent Long Enough
Visibility Compounds Even When Belief Doesn’t
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