When Plan A through Z fails. [better work #31]


better work newsletter #31

📣 I'm designing a career transition program for mid-career women who want to figure out what's next for their careers that fits into their ideal lifestyle. To keep up with the program’s development and be the first to know when the pilot launches, click here.


I'm not a gambling woman, but I'd bet you’re a planner.

The type (A) to design an airtight plan. Your plans feel like a warm security blanket when what you guessed would happen does (proactivity for the win!).

But those plans become a wet blanket when the unexpected tosses everything out the window.

I understand that feeling all too well because my drive for excellence means everything is seen as a challenge.

Don't tell me I can't do something.

When I hit a snag in my life, my go-to solution was making a detailed plan, a back-up plan, a back-up plan for my back-up plan, and moving as fast as possible.

'If Plan A doesn't work, then there's a Plan B. If B doesn't work, then there's Plan C. And if C doesn't work, thankfully I have Plan D...'

That thinking benefited me a lot in life. It gives me confidence - I’m rewarded for being an excellent planner.

Why would I do anything differently?

In the short term, that approach can work. But it gives us blind spots. It is not sustainable. We burn out. We start over (again).

I’ve struggled to slow down and wouldn’t ask for help for most of my life. Because I should be able to figure this out on my own.

My life is *my* problem to solve.


The Dunning-Kruger effect

Every year, life gets layers like rings on a tree.

The layers pile on, and you realize that your expectations for success turned out very different from reality. And then there’s the parts you don’t dare say out loud:

'I know this isn't working, but I can't stop. Because if I don't succeed, who am I?'

You've invested so much in being this version of yourself that quitting feels like admitting all the work and sacrifices were a waste.

You're in the gap between knowing yourself and having mastery over yourself.

Psychologists have a name for the gap between knowing and true mastery: the Dunning-Kruger effect.

This gap isn't something to master. You're not learning a new skill. You're unlearning who you thought you had to be. We tend to fall back into old habits when what we really need is a helping hand.

Keeping your plans in mind is fine.

Just stop letting them keep you.

Planning like you’re still 20 won’t work at 40. Hell, it won’t even work at 30.

You already know what planning at 20 looks like. You use a plan to jumpstart you from zero to the initial high of starting something. It's exciting, people are cheering you on, and you feel hopeful.

You easily reach the first peak.

After that, your perfectly laid plans get tossed down the proverbial hill. Doubt creeps in.

You spiral straight into the Valley of Despair. You are embarrassed. You think to yourself, ‘Would everything be better if I just quit?’

👺 That shame? A dream killer.

⚔️ The shame killer? Empathy.

💕 The only way to receive empathy when you're low? Other empathetic people.

Plans will not come to your rescue. People will - but only if you say something.

⏩ Join our mission to help mission-driven professionals lead more purposeful lives. Share better work with a friend here.


Systems > plans

Over the last few issues, I shared the exact methodology I use to help my high-performing clients figure out what they really want next - a career that aligns with their values and ideal lifestyle.

So far we covered:

  1. Identify it.
  2. Call bullshit.
  3. Reframe it.


The fourth step is Sustain It. This is the hardest part of the methodology because it's the part where "I should be able to figure this out by myself" screams the loudest.

Sustaining the status quo is easy. But how do you sustain through uncertainty, upheaval, and the unknown while still feeling in control?

🤓 You build a system.

Rather than making a ton of plans that will be abandoned anyway, my clients and I work on strengthening the mental muscle of handling the unknown.

We reframe "What will I do if something goes wrong?" into "Here's what I will do if something goes wrong."

Read that again.

The first phrase evokes helplessness, worry, anxiety. It is also devoid of context - that question implies you alone control the outcome.

The second phrase says: I trust myself to figure it out.

↑ That is a sustainable belief and approach to life problems.

For many of my clients, coaching with me is part of their Sustain It System because they understand that they can't plan for every single scenario that happens at work and at home.

They understand that their judgment gets clouded when they're triggered. While they are going in the right direction, it's easy to get stuck in those lows, unable to make decisions. Especially if it feels like a decision is forcing them to choose between work, family, and themselves.

Hey 'SIS'!

To build your own Sustain It System (SIS), you need to find multiple sources of feedback and accountability for a holistic, 360° view.

DIY is fine in the beginning, but it will limit you.

You can start by scheduling a quarterly 1:1 check-in with yourself. Reflect on questions like:

  • What am I working towards?
  • What is working so far and what's not working?
  • What can I change?


Talk to a coach or a mentor you trust, meaning you know you can be psychologically safe with them and they will be honest with you.

The person should help guide you to where you want to be, and know they aren't a savior.

A guide's job is to walk beside you and point out the cliffs before you fall. Let's be clear: the Sustain It System doesn't protect you from every low - it keeps you moving so you don't stay there.

I've been in the lows more times than I can count. I, with the help of countless people, have learned the way out. Being helped allows me to help others. Because if I'm taking care of everyone else, there's no one left to take care of me.

And when (not if) I go down, everyone else goes down with me. This makes me a liability.

You don't want to be a liability. You know you should ask for help for the really tough stuff. You know this intellectually.

What you know and feel matters to you. Your actions matter to others.

Are you acting like a liability or a lifeline?


Take care of yourself,


Susan Lee

Founder and Career Coach, Hey Ms. Lee, LLC

💌 One-and-Done: An Open Conversation on Small Family Life

Every time someone questions why I won't have another kid, there are several four-letter words I want to respond with. It's a strange kind of frustration that I didn't expect as a one-and-done parent.

If you're one-and-done (or considering it), join me and other ambitious women on April 24th. No judgment or shame, simply a safe space to speak openly about your experience and connect with other one-and-done mothers.

I'm co-hosting so you know this will be an honest conversation that will leave you feeling seen and empowered.

➡️ Register for free here.

Here are 2 ways I can help you

  1. Stop managing symptoms. Treat the source with the High-Performer's Blind Spot Quiz.​
  2. Do something that actually makes a difference. Learn more about 1:1 coaching with me.

Connect with me


This email may contain affiliate links. If you purchase anything I mention using my referral links, I may get a small commission at no additional cost to you.

You're receiving this email because you subscribed to the better work newsletter or registered for a service sponsored by Hey Ms. Lee LLC.


Danger Zone: This will remove you from all emails Unsubscribe


1844 E. Ridge Pike Suite 108, Box #1057, Royersford, Pennsylvania 19468

Susan Lee

better work is a personal development newsletter that teaches high-performers how to put themselves first (without the guilt) so that they can show up for the people they love.

Read more from Susan Lee
Newsletter cover with "better work newsletter" in light blue at top, "reframe" in large cream text in center, and "issue 30” in light blue at bottom, all on a deep purple background

better work newsletter #30 ⏩ Join our mission to help impact-driven professionals lead more purposeful lives. Share better work with a friend here. Running is in my nature. My Chinese horoscope is the rabbit - “the luckiest of all signs”. Rabbits are built for sprints and quick reactions. For most of my life, I could say the same for me. I zipped through many of life’s major milestones by 25.✅ Bachelor’s degree. ✅ Bought a house. ✅ Award-winning career. ✅ Master’s degree. ✅ Paid off student...

Newsletter cover with "better work newsletter" in light blue at top, "armor" in large cream text in center, and "issue 29" in light blue at bottom, all on a deep purple background.

better work issue #29 ⏩ Forwarding is the best compliment. Tell a friend to sign up for better work here. ↓ Imagine this: you had a bestseller, made millions, married your soulmate, and found inner peace. Then you smash the nuclear button and blow your life up. That's what happened to Elizabeth Gilbert, author of the memoir-turned-movie, Eat Pray Love. Quick refresher: After a painful divorce, Gilbert takes a year to travel, heal, and rediscover herself. She achieved it all and more. Look how...

Newsletter cover with "better work newsletter" in light blue at top, "compression" in large cream text in center, and "issue 28” in light blue at bottom, all on a deep purple background.

better work issue #28 You are camera-on at 10 am, caffeinated and nodding at all the right things. You give the kind of insights you were hired for.The executive says, “This is exactly what we’re missing…” and you glance at the clock. You’re 3 minutes late for your 1:1 with your mentee. Shit. On slow days, you feel like you’re biding your time. For what? Who knows. (Seriously, can someone plot out your life for you? You’re so good at following directions.) On the busiest days, you can't wait...