Is Job Hunting Easier Than Having The Conversation?

You don't want to go, but how can you make it work? We'll find your answer.

  • Your role shifts every week
  • Your promotion keeps not happening
  • You're putting off a hard conversation with your boss
Book Your Session · $180

60 minutes by Zoom. Full refund if you're not satisfied.

Dave Wolovsky
Clients have worked at
Meta Epic Systems Cedars-Sinai UCSF LyondellBasell Justworks Susan G. Komen + dozens of startups you haven't heard of (yet)
Who this is for

You're not sure you want to stay. You're not ready to quit.

Stuck on repeat

The job's fine on paper, but you could be doing so much more. Why is nobody giving you the chance?

Out of the loop

Decisions get made without you. Your work shows up in someone else's update. You're not even sure what your job is sometimes.

Running on empty

The role changes every week and nobody can tell you what "good" looks like. You want out, but you can't take a pay cut to get there.

Each one feels like a decision about leaving. But the issue is actually a conversation you haven't had yet.

The pattern

Job hunting feels easier than talking to your boss. But you don't really want to leave yet.

Looking for the exit feels like progress. It's also a way to never find out what would have changed if you'd spoken up.

What you've been doing

  • Scrolling job listings after work
  • Asking AI what else your skills are good for
  • Mentally rehearsing what you'd say to your boss instead of falling asleep

What you're settling for

  • A job where you don't know why you do what you do
  • Pay that hasn't increased with your skills
  • A boss who has no idea anything is wrong
  • Dealing with it "for the time being"
The Breakthrough Hour

Most people show up with the wrong problem. You leave with the right next step.

60 minutes by Zoom. We find the real problem, pinpoint your highest impact next step, and get you ready to take it.

Uncover First 30 minutes

The problem behind the problem. Most people come in asking whether they should leave. We slow down and figure out what's actually draining you: this job, this career, or one piece of your week you dread.

Pinpoint Next 10 minutes

Your next best step. One thing you can do this week. It's almost always a conversation. We write the first sentence together, in words you'd actually say to your boss.

Prepare Last 20 minutes

You probably won't want to do it. It's annoying that you even have to. Your body treats a hard conversation like a threat, so we train your body, not just your script.

Light movement until your heart rate is up. Then I walk you through that exact moment, live, and we desensitize you to the dread around it. You keep the recording.

What "the problem behind the problem" looks like

One client came in ready to start job hunting. After 30 minutes, the real problem turned out to be one recurring part of his job he dreaded. He had one conversation with his boss, pitched it as a win for the team, and got 4 hours a week back, without taking on any other tasks.

Clients are anonymized and details are changed to protect their privacy.

The Breakthrough Hour
$180 / one 60-minute session

You leave with

  • Clarity on the real problem: your tasks, your job, or your career fit
  • The highest impact next step
  • A live rehearsal while your heart rate is up
  • A recording to practice with on your own
  • A 20-minute follow-up after you've done it
  • Thinking of leaving anyway? Learn how to build a short list of other roles your skills would transfer to, and roughly what they pay
Book Your Session

Secure checkout · Full refund if you're not satisfied

Why I do this

I used to avoid these conversations too.

I was a homeschooled introvert who was scared to ask for things. I took a job that made me physically ill from stress, and I "stuck it out" instead of saying anything.

So I got a master's in Neuroscience. I studied positive psychology and negotiation. I built a framework I call Empathic Influence, for people who don't want to be aggressive, fake, or loud.

The words were never my problem. At 25, I stood shaking in a presentation in front of 50 parents (potential clients), losing my thoughts mid-sentence. What I later learned was how to stay in my own body long enough to keep my thoughts straight.

I've coached 100+ people since 2018. Nobody talks about how emotional work is. Everybody's hiding it.

What clients do afterward:

  • Know whether it's the job or the career
  • Have the conversation they'd been putting off
  • Get credit for work they were already doing
  • Ask for what they need without it turning into a fight
Hard-won insight

3 things I tell almost every client

01

Quitting doesn't delete the hard conversation.

You'll have it with your next boss. If you go out on your own, you'll have it with your clients. Better to learn it where you already have some trust.

02

In a dark room, don't pick a direction and start running.

Feel around. A little here, a little there. One conversation, or a few applications sent with no stakes, tells you more than another month of thinking.

03

Whatever you're not saying comes out anyway.

It comes out as beating around the bush. Short answers in meetings. Quietly checking out. People can tell. Saying it on purpose is usually safer.

Hear from Dave

I get nervous too. Here's what I do.

Dave giving his Don't Calm Down talk

My "Don't Calm Down" talk · 1:38

Client stories

What people say about working with Dave

Clients often leave with a clearer head, a specific next step, and more confidence to take it.

★★★★★

"He supported me in making a big career change to a new job."

Aaron Davis
Aaron Davis
CTO & Senior Software Engineer
★★★★★

"Dave provided exceptional service and a profound understanding of what I was actually dealing with."

Danny Emmanuel
Danny Emmanuel, PMP
Project Manager | Natural Gas Engineering
★★★★★

"I came out of our session with great insight and a solid action plan tailored to my needs."

Nael Abdelsamad
Nael Abdelsamad, MD, MBA
Director of Research, Cleveland Clinic
★★★★★

"Dave's greatest impact was on my job performance. If you procrastinate, if you have impostor syndrome, Dave is the guy for you."

Ashlee Yilmaz
Ashlee Yilmaz
Manager, Patient Applications
★★★★★

"Working with Dave was phenomenal. He helped me channel my skills into a workable and realistic plan for salary growth."

Nick Tortorici
Nick Tortorici
Sr. Manager, LyondellBasell
★★★★★

"Working with Dave was one of the best things I did for my career. His approach was super collaborative."

Jacqueline Dion
Jacqueline Dion
Senior Manager, Creative Marketing
★★★★★

"Thanks to his support, I've become more confident in my personal value and brand."

Danielle Spencer
Danielle Spencer
Enterprise Revenue & Payer Strategy Executive
★★★★★

"He has you stop and breathe, so you can speak from a place of groundedness."

Sandra Menzies
Sandra Menzies, MS, ICF-PCC
International Speaker · Executive Coach
★★★★★

"Dave helped me better than anyone so far. I am wicked ADHD and dozens of times I have tried to develop both AM and PM routines. Gotten farther than any previous attempt so far."

Larry Brown
Larry Brown
CPA, Business Owner
Also on Google
Google
4.9
★★★★★
9 reviews
Read on Google ↗
Dave Wolovsky
Meet your coach

Dave Wolovsky

Where the method comes from
  • Neuroscience (got a master's in it)
  • Positive psychology (a certification)
  • Negotiation (books, courses, teaching)

I created "Empathic Influence & Negotiation" and applied it to salary negotiations, job interviews, and networking. Then I created the "Mindful Sprint" process.

An early client got a $35k raise, 3.5x his first offer, while cutting back to a 4-day workweek.

This kind of personal growth creates:
  • Better job opportunities.
  • Higher compensation.
  • Stronger boundaries.
Without creating:
  • Confrontational situations.
  • Resentful relationships.
  • Suffocating stress.
Questions

A few quick answers

I don't know what I want yet. Is this for me?

Yes. That's where most people start. You don't need to know what you want. You need to know what's draining you, and we'll help you find out what's REALLY draining you (the hidden factors).

What if I end up staying?

Then the hour worked. Most people I talk to aren't sure they want to leave. They're sure something has to change.

What if I'm already leaning toward leaving?

Then we make sure you're leaving the right thing. Sometimes it's the career. Sometimes it's one part of the job. If it's the career, you'll leave knowing how to find the roles your skills transfer to.

Is one hour enough?

Enough to find the real problem and your next step. Not enough to plan your whole career. But some clients have turned things around with just 1 conversation with their boss.

What if it doesn't help?

Full refund, no questions asked.

Before you decide anything

Have the conversation first. I'll get you ready for it.

If nothing changes, a year from now you'll feel exactly how you feel today.

Come as you are. No plan, no answer, and no energy you don't have. You'll leave with best next step.

Book Your Session · $180