Salary Negotiation Coaching

You just got an offer.
Don't accept it yet.

Every job offer is negotiable. Most people don't know how to ask — or don't believe they can. I'll show you exactly what to say, and why you have more leverage than you think.

Start here — take the course See real results →

91%

of clients got
their offer up

$12.5K

average increase
per client

if we don't
succeed. No fee.

Client result

+$26,500

$210K offer → $236.5K final · 12.6% increase

Client result

+$25,000

$95K offer → $120K final · 26.3% increase

What a client said

"I didn't have a vocabulary for negotiating — after one session with Matt I did."

Talent Development Specialist, Portland OR

🛡️

Risk-free guarantee You only pay if your offer goes up. No win, no fee. Zero risk to you.

The uncomfortable truth

This system was not built for everyone equally.

Statistically, the most likely candidates to negotiate are white men. Least likely? Women and people of color.

We think that's bullshit.

The system rewards people who already feel entitled to ask. But those who don't have that entitlement aren't less capable — nobody ever taught them they could. I built Play to Win to change that. Every offer is negotiable. Every person deserves to maximize their compensation. Our proven process leads you to the highest compensation possible.

You've already been chosen They want you to say yes You have nothing to lose Every dollar compounds over a career One conversation can change everything

Take the course — $67

The process

From confused to confident
in one conversation.

Understand your position

Once they make you an offer, the power shifts. You've been selected — now we assess everything on the table. Base, bonus, equity, title, start date, benefits. Nothing gets left behind.

Build your ask

We start with your full picture — what you're currently making, the details of the offer, the job description, and what the interview process was like. We'll ask you tailored questions and collaborate on an ask that simultaneously maximizes your compensation while feeling authentic and genuine.

Get the confidence to execute

The script doesn't work without the belief behind it. We work on the psychology — why you deserve this, why they won't pull the offer, and how to stay grounded when they push back. In 1:1 coaching: if you aren't confident yet, we'll role play as many times as it takes until you are.

You only pay when you increase your compensation

1:1 Negotiation Coaching from PTWC is 100% contingency based. If your offer doesn't go up, you don't owe us anything. When it does go up, the fee is just 4% of your increase. Comparable services charge 10% or more. Our interests are completely aligned — we only succeed when you do.

Real client outcomes

Real people.
Real numbers.

These aren't projections. Every result below is real — the actual difference between what a client was first offered and what they walked away with. PTWC clients have a 91% success rate negotiating their compensation up.

$12,500

average increase above initial offer across all PTWC clients

"Within minutes of meeting me for the first time, Matt fully understood my situation. He gave me the confidence to negotiate — landing me $10K above the offer, plus a $10K bonus." — Head of Sales & Operations, NYC

+$26,500

↑ 12.6% increase

Offer: $210,000 → Final: $236,500

+$25,000

↑ 26.3% increase

Offer: $95,000 → Final: $120,000

+$16,600

↑ 8.6% increase

Offer: $192,000 → Final: $208,600

+$13,000

↑ 9.5% increase

Offer: $137,000 → Final: $150,000

+$12,000

↑ 20.0% increase

Offer: $60,000 → Final: $72,000

+$10,000

↑ 11.1% increase

Offer: $90,000 → Final: $100,000

What clients say

The results speak.
So do the people.

Within minutes of meeting me for the first time, Matt fully understood my situation and provided on-point, thoughtful guidance. He gave me the confidence to negotiate for a higher salary — which I wasn't planning on doing — landing me $10K above the initial offer, plus a $10K bonus. Two weeks later, I passed on Matt's advice to my husband for his negotiation, boosting his offer as well.

Head of Sales & Operations

New York City, NY

I started working with Matt several months back and it was the best decision I ever could have made. He helped me navigate a promotion from Director to VP of Sales. He is attentive and genuine — even if I have a one-off question outside our sessions, he's always willing to help. I feel like I hit the lottery when I found Matt.

VP of Sales

Boston, MA

I didn't have a vocabulary for negotiating compensation or benefits, and after one session with Matt I did. He helped me strike the perfect balance between advocating for my needs and showing enthusiasm for the opportunity.

Talent Development Specialist

Portland, OR

Work with Matt

Two ways to get started.
Both risk-free.

Self-paced course

Negotiation Fundamentals

$67

One-time · Lifetime access

7 modules: the complete negotiation framework
Scripts and exact language for the conversation
How to evaluate every part of a comp package
The psychology of confidence — why you can ask
How to handle pushback without backing down
Path to 1:1 coaching when you're ready

Get the course

1:1 Coaching

Personal Negotiation Coaching

Contingency

You only pay if your offer goes up. No win = no fee.

Personal session before or after receiving your offer
Custom strategy built around your specific package
Real-time support through the negotiation
Scripts tailored to your industry and company
Ongoing availability for follow-up questions
Career coaching available for longer engagements

Book a free consult

About Matt

I negotiate for a living.

Thank you for trusting me to help you maximize your compensation. I've been in sales and sales leadership since 2010. In my career, I've managed and hired over 300 salespeople. I've been on both sides of the compensation negotiation table — and personally, I've moved jobs 8 times. Every single time, I increased my compensation through negotiation vs. the original offer.

In 2024, I left sales leadership to focus on starting a family and have less stress in my life. It worked — and I'm very blessed to live in Portland, Oregon with my wife and our son who was born in late 2025. Now, I'm a Senior Enterprise Account Executive at Revenue.io, where I closed $4.6M in ARR in 2025 at 370% of quota. I negotiate complex, high-stakes deals professionally every day.

I started Play to Win because I kept watching smart, talented people accept offers without ever pushing back. They either didn't know how or didn't believe they could. Especially women and people of color, who have often been told implicitly or explicitly to be grateful for what they're offered.

Play to Win is near and dear to my heart — and let's be clear, I don't do this for the money. Most professionals offering compensation negotiation services start at 10%. I charge 4%, on contingency, always. If we don't increase your offer, you pay nothing. Period.

I'm trained in the frameworks from Never Split the Difference by Chris Voss. But the technical framework is only half of it. The other half is helping you truly believe that you are worth it, you have nothing to lose, and the company already chose you — which means you're holding more leverage than you realize.

Sales & leadership since 2010 300+ salespeople hired & managed $4.6M ARR in 2025 370% of quota Never Split the Difference

Ready?

Your next offer is negotiable.
Let's make sure you know how to ask.

Fill out the form below and Matt will be in touch within 24 hours. If you have an offer in hand right now, say so — we'll move fast.

You just got an offer.Don't accept it yet.

This system was not built for everyone equally.

From confused to confidentin one conversation.

Real people.Real numbers.

The results speak.So do the people.

Two ways to get started.Both risk-free.