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The Sunday Letter · Issue 06

The Questions We Are
Asking Google

October 11, 2026 6 min read

This week I looked at what people actually type into a search bar about work, boundaries and time. Not the polished versions. The real ones.

"Why am I so bad at boundaries?"
"Is setting boundaries selfish?"
"Is it rude to say no without giving a reason?"
"How do I stop letting work ruin my life?"
"Can you be happy at a job you don't love?"

These are not lazy questions. They are the ones people ask when nobody is watching, usually after the house goes quiet.

My personal search? “How do I set boundaries without seeming rude or like I’m not a team player?” This one has haunted me my entire academic career.

So I spent the week answering them. Five new guides are now on laurenfine.com. This letter pulls the best answers into one place, so you do not have to go looking.

Five questions, answered

1. Why am I so bad at boundaries?

You are not bad at boundaries. You are very good at something else. Most high achievers were rewarded for years for saying yes. Yes got you the grades, the job, the promotion, the reputation.

The yes is fast and the cost is slow.

When I began working in academic medicine I felt that I had not earned the right to set boundaries by saying no. It really took someone who was a mentor to me to tell me it was ok to set boundaries, but this person also taught me HOW, and that is so important.

Read: How to set boundaries

2. Is setting boundaries selfish?

No. A boundary protects your ability to show up well for the people and work that matter most. Running on empty helps no one.

A boundary is a decision about your own behavior. It is not a rule for someone else.

3. Is it rude to say no without giving a reason?

No. A short, kind no is respectful. Long explanations often sound like excuses and invite someone to argue with each one.

If you need words, here is the one I use most:

"Thanks so much for thinking of me. I'm going to pass on this one."

Read: How to say no

4. How do I stop letting work ruin my life?

Start with one boundary, such as a shutdown time or one protected evening. Keep it for two weeks. Small, consistent changes beat a big plan you abandon.

And a vacation will not do it for you. The boost from time off fades within a few weeks of coming back. If you need to escape your life to enjoy it, the fix is not a better escape.

Read: Work-life balance

5. Can you be happy at a job you don't love?

Yes. Many happy people have jobs they like well enough, with clear edges, decent people, and plenty of room for the life outside it. Loving the job is a bonus, not a requirement.

Read: How to be happy at work

Lauren Fine, MD

What to do with it

Pick one question from above. The one that stung a little. Then pick one boundary that answers it.

Not five. One. Try it for two weeks. Then notice what you got back.

Three free worksheets make this easier: The Yes Invoice (write down every yes for one week, and what each one cost), The 24-Hour Rule (a lock screen that stops you from answering on the spot) and The Second Ask (word-for-word replies for when they push back). Get the worksheets.

The coach's view

Look at those questions again. Most of them are not really asking how. They are asking whether we are allowed. Is it selfish. Is it rude. Can I.

You do not need anyone's permission to set a boundary. You only need to decide, and then follow through.

This week's question: Which of the five would you type tonight?

Worth your time

01 · Listen

Focus on Yourself: 3 Signs You're Giving Too Much

The Mel Robbins Podcast, with psychiatrist Dr. Pooja Lakshmin. Why boundaries protect your time and energy, the signs you are giving too much (resentment is one of them), and a short way to start.

My take: Boundaries are not a one-time thing. People will keep challenging them…just like the toddler who stares at you as they try crossing the line one more time, and watches your face to see your reaction. We have to continually set them and hold to them. If we show weakness when challenged, we will be challenged even more, and the boundaries get harder to re-establish.

Listen on Apple

02 · Read

Drastically Reduce Stress with a Work Shutdown Ritual

Cal Newport's classic short post. He ends every workday with the same steps, closes the laptop, and says one phrase that tells his brain the day is over.

My take: I used to bring my laptop on vacation "just in case," and "just in case" turned into "let me just get this one thing done…and then another…". Initially when I left it I felt incredibly guilty, and a little bit helpless, like I was missing a security blanket.

Read the post

New on the site

Best Responses. Three short videos with the exact words for three hard moments: being criticized in a meeting, saying no without shutting someone down, and "it's just a busy season." Watch them.

And one more guide for anyone whose workouts and dinners keep losing to the calendar: How to Make Time for Healthy Habits.

Make room for sleep

A boundary at night only works if the night is worth protecting. Three things in my bedroom:

For skin and hair

Haven Well Within Washable Silk Pillowcase

Most silk pillowcases ask you to hand wash, which means they never get washed. This one goes in the machine.

Shop it

What to sleep in

Eberjey Gisele TENCEL Modal Pajama Set

Modal moves heat away instead of holding it. If you wake up warm, this helps.

Shop it

The air

True HEPA Air Purifier

True HEPA, not HEPA-type. Run it in the bedroom, where you spend the most consecutive hours.

Shop it

These are affiliate links. I may earn a commission, at no cost to you. More picks on my recommendations page.

If you are ready to make room for something bigger, your first coaching session is free.

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Lauren Fine, MD

Lauren Fine, MD

Coach · Speaker · Story Strategist

Lauren Fine is a coach, TEDx speaker, and story strategist helping people at every inflection point identify, shape, and tell the story of who they're becoming. She is a physician, medical educator, Harvard Macy Institute faculty, and the founder of ReasonDx.

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