A club for the professionally disoriented

Well,
shit.
Now what?

For people who thought they'd have it figured out by now.

Get the free Oh Shit Kit ↗
CONGRATULATIONSYOU'RE A
BEGINNER
AGAIN.
HOW EXCITING. / HOW RUDE.
NO FIVE-STEP PATH TO BLISS. PROMISE.
THIS IS THE CLUB PART

Take something.
Leave something.

No secret handshake. No performative networking. A bunch of people in the messy middle, sharing what worked, what didn’t, and what they wish someone had told them.

01 / TAKE

Borrow what we learned.

The mistakes, checklists, and decisions we wish someone had handed us sooner.

Open the free kit ↗
02 / ASK

Send us the messy question.

Dear Shitshow is where we tackle the complicated decisions nobody puts in their LinkedIn announcement.

Ask Dear Shitshow ↗
03 / GIVE

Pass something on.

What happened? What helped? What did you spend too much on? Your experience might save somebody a very expensive Tuesday.

Here’s the deal: you can take the tools without joining anything. You can also share a lesson or send a question. For now, this is an editorial club—not a forum or a member-matching service. No story goes public without review and explicit permission.

LESS INSPIRATIONAL BULLSHIT ✳MORE USEFUL ADVICE ✳REAL PEOPLE, REAL NEXT CHAPTERS ✳LESS INSPIRATIONAL BULLSHIT ✳
01 / ACTUAL HELP, IMMEDIATELY

The Oh Shit Kit.

Because “you've got this!” is not a business plan. Five starter tools for the moment when everything feels wonderfully, terrifyingly up for grabs.

Free. No email hostage situation. No surprise mastermind invitation.
Open a kit, check off what you've done, and print your own survival sheet. These are practical prompts informed by what we're learning, not a guarantee that everything works out.

TOOL 01 / BEFORE YOU LEAP

Don't quit on a Tuesday without checking Wednesday.

Maybe you should leave. Maybe not yet. Before making a big move, ask yourself some very unromantic questions.

If your change wasn't voluntary, skip the guilt trip. Start with practical stabilization and the first choice you can control.

TOOL 02 / SPEND, SAVE, SKIP

Buy the thing that solves a problem. Not the thing that makes you feel official.

SPENDAppropriate legal and tax advice for your situation, a reliable way to invoice and get paid, and help that removes a proven bottleneck.
SAVEStart with lean, simple tools and templates. Test offers with real people before commissioning the beautiful brand universe.
SKIP (FOR NOW)Unnecessary subscriptions, elaborate automations without customers, and expensive courses promising overnight certainty.

These are starter rules of thumb, not a claim about purchases Mel and Francesca personally made. We’ll add specific receipts when we can verify them.

TOOL 03 / THE FIRST 90 DAYS

Less business cosplay. More actual progress.

TOOL 04 / PRICING

What the hell do I charge?

Not what your last employer paid you. Not what a stranger on LinkedIn claims to charge. Start with four real inputs:

01. The outcome and value for the buyer.
02. Your actual costs, taxes, overhead, and capacity.
03. Comparable alternatives and customer budgets.
04. The scope, risk, and decisions needed to deliver.

A price is a hypothesis until someone agrees to pay it. Get professional tax and legal guidance where appropriate.

TOOL 05 / REALITY CHECK

Keep going, change course, or get a job. All valid answers.

Checklists are for reflection; nothing is submitted to us.
02 / ADVICE, QUESTIONABLE AND OTHERWISE

Dear Shitshow.

You bring the situation. We bring two opinions, decades of experience, and potentially conflicting advice.

FIVE QUESTIONS / THE CLUB’S TAKE

Career plot twists, identity crises, money, friendship, and the occasional spectacular what-now. Here are five questions we keep coming back to—and what we think about them. Got a real one? Send it our way.

01 / THE GOLDEN HANDCUFFS

“I make great money. I hate my job. Am I ridiculous for wanting to leave?”

Read the Club’s take

Woof. We get this one.

One of us was there. One day, she walked into her husband’s office and said, “I want to quit. Take three months off. Figure out what the hell I’m doing next.” His response? “Do it.”

We recognize not everyone has that luxury. Money is real. Whoever claimed it can’t buy happiness clearly never lived paycheck to paycheck.

But you know what else is real? Energy.

If you wake up hating your job every day, eventually that starts bleeding into the rest of your life.

So no, you’re not ridiculous. You’re paying attention.

Our advice? Ask yourself a different question. Not just What do I want to do next? but What do I want my life to feel like?

For one of us, it was a calm nervous system. She wanted to stop feeling like she was humming all the time.

And listen to your body. Hers was trying to tell her something long before she listened. Hence, the bite guard.

You don’t have to quit tomorrow. But don’t ignore what you’re feeling just because the paycheck is good.

02 / THE BEGINNER AGAIN

“I’ve led huge teams. Why am I terrified to sell my own services?”

Read the Club’s take

Because selling your own work is really freaking personal.

Inside a company, you had a title, a team, established relationships, and a big-ass organization behind you. Now? It’s just you. No corporate credibility blanket. No boss vouching for you. Just you, asking someone to pay for what you know.

That’s vulnerable as hell. Also, weirdly liberating.

After countless hours and some truly spectacular elevator-pitch fumbling, here’s what we’ve learned: Stop trying to sell yourself. Start talking about the problem you solve.

Get crystal clear about who you’re helping and what’s keeping them up at night. Then get curious. Ask questions. Listen.

Suddenly, it’s less about proving how impressive you are and more about whether you can actually help.

There are selling techniques you can learn. Absolutely.

But the ego part? The rejection? The feeling that someone saying no to your proposal is somehow saying no to you?

Woof. That’s the real work.

And for the record, we’re still working on it.

03 / THE PLOT TWIST

“I got laid off at 52. Do I rebuild the old career or try something new?”

Read the Club’s take

First, getting laid off can really screw with your head.

Even if you hated the job, losing it when it wasn’t your decision can bring up a whole mess of feelings. Anger, grief, relief, panic. Sometimes all before breakfast.

And when you’ve spent decades building a career, losing the job can feel a little like losing yourself.

So before you start plotting your glorious reinvention, give yourself some room to process what happened. As much as your finances allow.

Then we’re going to ask you a deeply annoying question.

What do you actually want?

Not what your résumé says you should do. Not what someone with your experience is supposed to want.

What kind of life? What kind of income? What kind of work?

Because the answer might exist in your old career. Or it might be something entirely different.

And with AI changing so much about work, there’s plenty of uncertainty. But there’s also a whole lot of new territory opening up.

And if the answer is “I have absolutely no freaking idea,” congratulations. That’s a perfectly legitimate place to start.

04 / THE FRIEND BUSINESS

“My friend and I have a business idea. How do we protect the friendship?”

Read the Club’s take

First of all, awesome. We’re excited for you.

But here’s something we’ve learned: starting a business with a friend is a lot like getting married.

We actually call each other work wives. We share finances, an LLC, a brand, and a legally binding relationship. Romance!

So before you jump in, have the conversations. Where is this business going? Who does what? How much are you each investing? What’s ours versus yours? And what happens if one of you wants out?

Get it in writing.

But here’s the bigger thing: You will not always agree.

Someone will get their feelings hurt. Someone will carry more of the load. Life will happen. And occasionally, you’ll wonder what the hell your partner is thinking.

The trick isn’t avoiding those moments. It’s being able to talk about them before resentment moves in and starts paying rent.

For us, candid feedback, different strengths, and a lot of mutual respect make it work.

Choose someone you can disagree with and still want to call tomorrow.

05 / THE U-TURN

“I started a business. What if I actually want a job again?”

Read the Club’s take

Then go get a job!

Seriously. Somewhere in our 20s, we learned to never say never. And thank God, because we’ve changed our minds about approximately a million things since then.

Starting a business was right for a season of your life. Amazing. Maybe now you miss a steady paycheck, colleagues, or having someone else deal with the damn invoices.

Great. Go find that.

Who decided entrepreneurship was a one-way street anyway?

Maybe you’ll love being back in a company. Maybe in two years you’ll get another idea and want to start something completely different.

Also great.

Life isn’t linear, and you’re not contractually obligated to stick with a decision just because you announced it on LinkedIn.

Don’t let the coulda-woulda-shouldas, or what other people might think, keep you somewhere you no longer want to be.

You want to go back? Fucking go! We love a good plot twist.

ASK US SOMETHING

What's your current professional shitshow?

Wondering whether to quit? Pricing an idea? Thinking about going back to corporate? Tell us what you're wrestling with.

Please avoid names, employer secrets, and sensitive personal details. See our privacy notice below.

THE STORIES / WHAT HAPPENED + WHAT HELPED

Welcome to
the messy middle.

Different beginnings. Plenty of shared lessons. The awkward in-between, questionable decisions, and things worth passing on.

FIND YOUR CORNER OF THE MESS

What happened? What helped?

Pick the one that sounds familiar. Explore some recognizable situations and the lessons worth passing along. No personal disclosure required.

Or skip the labels and browse everything below. Nobody's grading you.

A few stories to get us started. These first six are fictional; the mess is very real. Have a story of your own? We’d love to hear it.

BUILDING SOMETHING / CLUB STORY

“I used to manage 140 people and a multimillion-dollar budget. Yesterday I spent 47 minutes trying to connect a printer to Wi-Fi.”

WHAT HELPEDRealizing that not being needed by 140 people every day doesn’t mean you’re no longer valuable. Still working on believing it.

LAID OFF / CLUB STORY

“23 years. That’s how long I worked there.”

WHAT HELPEDGiving myself permission to stop applying for jobs I don’t actually want. Also, asking people to stop telling me to enjoy my time off.

STILL FIGURING IT OUT / CLUB STORY

“Nothing is technically wrong with my job.”

WHAT HELPEDGetting curious before making dramatic decisions. Talking to people with completely different jobs instead of immediately updating my résumé.

I QUIT / CLUB STORY

“Monday, 8:07 a.m. I have quit my job. I am a free woman.”

WHAT HELPEDDiscovering that not every free hour needs to be filled with something productive. The walks are helping. Annoyingly, my husband was right.

BUILDING SOMETHING / CLUB STORY

“Can we discuss how many people told me my business idea was AMAZING?”

WHAT HELPEDAsking potential customers what they’d actually pay for instead of whether they like my idea. Fewer compliments. Much better information.

THE U-TURN / CLUB STORY

“I’m almost embarrassed to admit this, but I kind of want a boss again.”

WHAT HELPEDTalking honestly to people who returned to corporate jobs after running businesses. Turns out there’s no entrepreneurship police coming to arrest me.

Your story stays yours. Nothing gets published without review and permission.

Take something useful ↗
THE PEOPLE BEHIND THE MESS

We used to be
important.

Then we became beginners again. How exciting. How rude.

We're Mel and Francesca. We spent years in corporate jobs, left to build Your Work Friends, and found out that being great at your old job doesn't come with instructions for starting something new.

We made this club because it turns out there's a whole lot of us in the messy middle. We're putting the things we learned the hard way in one place, alongside the lessons other people want to pass on. You don't have to be an entrepreneur. You don't need an inspiring ending. You can just be here.

Meet Your Work Friends ↗
KEEP THE GOOD STUFF FREE

We like free.
Pass it on.

No tip jar. No paid membership. No merch (yet—we love good swag). If this place helps, the best thing you can do is send it to somebody who could use it. That's how the club gets bigger.

One good link. One person who needs it. That's plenty.

Privacy & submissions

We collect details you choose to share in story and advice submissions for private editorial review. We may publish a story only if you choose the optional publication permission and we approve it. Please do not include identifying details about other people or confidential workplace information. Newsletter emails are handled by our email provider and can be unsubscribed from. To ask about access or deletion, contact our published club email address once it is set up. We do not sell your submissions.