Latest from Kristy Cooper

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The Loneliness of Building a Business (And What Actually Helps)
General May 18, 2026

The Loneliness of Building a Business (And What Actually Helps)

Nobody warns you that building a business can feel like being on a deserted island, even when you're surrounded by people. Here's an honest look at why entrepreneurial loneliness hits so hard and what actually moves the needle when it does.

Should I Quit My $500K Job for My $400K Side Hustle?
General May 5, 2026

Should I Quit My $500K Job for My $400K Side Hustle?

You're earning half a million at your day job and another $400K on the side, and now you're wondering if it's time to pick a lane. Before you write that resignation email, there are five numbers and three questions you need to run first.

You Don't Need Another AI Course. You Need to Start Talking.
General Apr 29, 2026

You Don't Need Another AI Course. You Need to Start Talking.

You've already spent thousands on courses that promised transformation and delivered PDFs. Now everyone's selling "learn AI" as the next thing to enroll in. Here's why the skill you actually need isn't something you can buy in a module.

Finance Director at $115K: Take It or Negotiate?
General Apr 21, 2026

Finance Director at $115K: Take It or Negotiate?

A Finance Director offer at $115K sounds like a win, until you start wondering if you're leaving money on the table or locking yourself into another ceiling. Here's how to think about it clearly, without the hype or the panic.

15+ Years in Your Career and Want a Change? Read This First
General Apr 17, 2026

15+ Years in Your Career and Want a Change? Read This First

After 15+ years in one field, the urge to change everything can feel overwhelming. But a full career pivot isn't your only option, and it's rarely the smartest one. Here's what actually works when you're ready for something different but can't afford to blow up your life.

Burned Out at Work and Can't Quit? What to Do Next
General Apr 13, 2026

Burned Out at Work and Can't Quit? What to Do Next

When burnout stops feeling temporary and starts feeling like your permanent state, the usual advice falls flat. You can't just meditate your way out of a structural problem. Here's what actually works when quitting isn't an option yet.

Passed Over for Promotion Again? What to Do Next
General Apr 9, 2026

Passed Over for Promotion Again? What to Do Next

You've done everything right. Strong reviews, visible projects, five-plus years of consistent delivery. And yet someone else got the title. Here's what's really going on and what your options actually look like.

What Would You Do If You Were In My Shoes? A Coach's Honest Answer
General Apr 7, 2026

What Would You Do If You Were In My Shoes? A Coach's Honest Answer

When you're stuck in a life decision and polling everyone around you for answers, the real question isn't "what would you do?", it's "why don't I trust myself to decide?" Here's how to stop outsourcing your choices and start moving forward with confidence.

AI Career Fear: Should You Take a Pay Cut for Job Security?
General Apr 6, 2026

AI Career Fear: Should You Take a Pay Cut for Job Security?

The "should I jump ship before AI takes my job?" question is everywhere right now, especially for people earning six figures who are eyeing government roles for stability. Here's how to think through this decision without letting fear drive the bus.

Saved $100K But Feel Like a Failure? You're Not Broken
General Mar 31, 2026

Saved $100K But Feel Like a Failure? You're Not Broken

You've done everything "right", saved aggressively, hit six figures in the bank, and yet you feel like you're falling behind. That disconnect between your accomplishments and how you feel about yourself isn't a math problem. It's a coaching one.

How to Build a Life Worth Living While Working 9-5
General Mar 30, 2026

How to Build a Life Worth Living While Working 9-5

The question "how do people have lives worth living when working 9-5?" isn't dramatic, it's honest. Here's a real look at why full-time work feels so suffocating and what you can actually do to reclaim your time, energy, and sense of purpose without blowing up your life.

How Do You Actually Remember to Follow Up With People in Business?
General Mar 27, 2026

How Do You Actually Remember to Follow Up With People in Business?

Most small business owners know follow-up matters, but keeping track of who to contact and when feels impossible once things get busy. Here are practical systems that actually work without requiring expensive software or a perfect memory.

Side Hustle With No Creative Talent? You Don't Need It
General Mar 26, 2026

Side Hustle With No Creative Talent? You Don't Need It

If you've been scrolling past side hustle ideas because you're 'not the creative type,' you're filtering out the wrong thing. The skills you already use at your 9-to-5 are more valuable than you think, and they translate directly into businesses that actually make money.

Stay for Benefits or Leave for More Pay? Try Option C
General Mar 25, 2026

Stay for Benefits or Leave for More Pay? Try Option C

When you're weighing great culture and benefits against a significant pay bump somewhere else, the real problem isn't which job to pick. It's that you're choosing between two versions of someone else controlling your income. There's a third path worth considering.

Feeling Lost in Life? How to Turn Restlessness Into Purpose
General Mar 24, 2026

Feeling Lost in Life? How to Turn Restlessness Into Purpose

That nagging feeling that something's missing isn't a character flaw. It's often a signal that you've outgrown your current path. Here's how to stop spinning and start building toward something that actually fits.

Can You Really Run a Business as a Side Gig?
General Mar 23, 2026

Can You Really Run a Business as a Side Gig?

Running a business while keeping your full-time job isn't just possible, it's one of the smartest ways to build something sustainable. Here's what actually works when you only have 10 strategic hours a week.

Had Your First Good Month? Don't Make This Mistake
General Mar 22, 2026

Had Your First Good Month? Don't Make This Mistake

A strong first month in your side business feels like validation. But it's also the moment where most people make decisions that unravel everything they've built. Here's how to protect your momentum instead of accidentally destroying it.

Bored at Work but Paid Well? What to Do Next
General Mar 18, 2026

Bored at Work but Paid Well? What to Do Next

If you're earning good money but spending most of your day pretending to look busy, you're not lazy. You're understimulated. And the answer might not be switching jobs at all.

How to Pivot Careers at 36 Without Going Broke
General Mar 17, 2026

How to Pivot Careers at 36 Without Going Broke

You're in your mid-thirties, financially stable but professionally unfulfilled, and terrified that making a change means starting from zero. The good news? A career pivot doesn't require a dramatic leap. There's a smarter way to build toward something better while keeping your paycheck intact.

Burned Out at a High Salary? You Have a Third Option
General Mar 16, 2026

Burned Out at a High Salary? You Have a Third Option

When you're exhausted and earning six figures, the advice you get is always binary: quit or find a new job. But there's a third path that most burned-out professionals never consider, and it doesn't require blowing up your income to pursue it.

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