NIL Edge

Winning the NIL Game: A Pro-Level Playbook for Negotiating Smarter Deals

July 04, 20254 min read

Winning the NIL Game: A Pro-Level Playbook for Negotiating Smarter Deals

Thanks to everyone who was able to join my Negotiate Like a Pro webinar!

In this week’s edition of the NIL Edge, I pick up on that theme and layout my framework for success! In case you missed it, you can get access to the replay here-> Webinar Replay on Negotiation

NIL deals aren’t just about talent. They’re about leverage, timing, and strategy. Athletes who treat negotiation like part of their game prep are already ahead of the competition.

Here’s a deeper breakdown of what it takes to negotiate like a pro:


1️⃣ Prepare Like a Pro

Negotiation starts long before the first conversation.

  • Understand your market value. Look beyond surface-level numbers. Research other athletes in your position, sport, and school. Compare engagement rates, social media following, performance stats, and alignment with brand values.

  • Define your objectives. What do you really want out of the deal? Is it a quick payday? A long-term brand partnership? A stepping stone to bigger opportunities? Clear goals keep you from getting sidetracked by shiny offers that don’t serve you.

  • Do your homework on the other side. Learn as much as you can about the company or brand. Who have they worked with before? What are their values and priorities? Are they under pressure to sign talent or launching a new campaign? The more you know, the stronger your position.

2️⃣ Think Collaboration, Not Combat

The best deals are built on mutual benefit.

  • Build rapport early. Be professional, prepared, and personable. People do business with people they like and trust.

  • Identify common goals. Frame your value in terms of their priorities. For example: “My audience overlaps with your target demographic — I can help you grow in that space.”

  • Position yourself as a partner. Use language that reflects collaboration: “We,” “together,” “mutual success.” When both sides see the deal as a shared win, you’re more likely to get favorable terms and build lasting relationships.

3️⃣ Confidence is Currency

Walking into a negotiation with clarity and conviction gives you the upper hand.

  • Make your ask concrete. Don’t say “I’d love a deal if it makes sense.” Say: “I’m seeking $7,500 for a 60-day campaign that includes one in-feed post, two stories, and a short-form video.”

  • Justify your position. Be ready to explain why you’re worth what you’re asking, whether it’s social media engagement, community influence, or athletic performance.

  • Include throwaway items. Identify terms that you can give up to make the other side feel like they’ve “won” something, and use those to secure the things that really matter to you.

  • Don’t sell yourself short. Underestimating your value can cost you not only money but also respect. At the same time, overreaching without justification damages your credibility.

4️⃣ Master the Power of Silence

Silence may be the most underused negotiation tactic, and it’s one of the most effective.

  • Use silence strategically. Ask your question, then stop talking. If you’ve made a reasonable ask, give the other side space to process and respond.

  • Don’t rush to fill awkward pauses. That nervous energy can cause you to ramble or backtrack, which weakens your position.

  • Allow space for better offers. Silence often prompts the other side to improve their proposal to fill the gap. Stay poised and patient. Make this your secret weapon.

5️⃣ Keep Emotions in Check

Negotiation is not personal; it’s professional. Lose control of your emotions, and you lose control of the deal.

  • Detach from the outcome. If you want the deal too badly, it shows — and the other side will use that to their advantage.

  • Don’t get defensive. If an offer feels low or insulting, don’t react emotionally. Ask clarifying questions or calmly counter.

  • Play the long game. NIL success isn’t about any single deal. It’s about building a consistent and credible brand over time. Don’t blow long-term positioning for a short-term win.

6️⃣ Know When to Walk

Not all opportunities are worth taking,  even if they look great on paper. Remember that, sometimes, the best deal is not making one at all. 

  • Identify your non-negotiables in advance. If a brand wants rights that could interfere with your future deals or won’t budge on terms that matter to you, don’t be afraid to walk.

  • Trust your preparation. If you’ve done the research, you know your worth. Don’t let a slick sales pitch push you into a bad position.

  • Exit with professionalism. Leave the door open for future opportunities. Sometimes a “no” today turns into a “yes” down the road, especially if they see you’ve handled yourself like a pro.


🛡️ Bottom Line:

Negotiation is more than a business skill. It’s a competitive edge. And in NIL, that edge can determine your long-term success.

Athletes and parents — don’t try to navigate this alone. Lean on seasoned pros who understand how to protect your value, manage risk, and secure the deals that set you up for more


Reach out for more info! [email protected]

Copyright © 2025 Selby Strategies. All rights reserved.

I have spent over three decades navigating and shaping the legal landscape. My journey has been defined by resilience, a blue-collar work ethic, and a passion for helping others succeed. From building multimillion-dollar books of business to mentoring associates and partners, I’ve made it my mission to empower driven professionals to overcome challenges and reach their full potential.

Judy Selby

I have spent over three decades navigating and shaping the legal landscape. My journey has been defined by resilience, a blue-collar work ethic, and a passion for helping others succeed. From building multimillion-dollar books of business to mentoring associates and partners, I’ve made it my mission to empower driven professionals to overcome challenges and reach their full potential.

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