2026 Edition
NIL Wealth Strategies — 2026 Athlete & Family Risk Awareness Guide
The 4 risks that destroy athlete money (and how to avoid them). Education-first protection for athletes and families.

Disclaimer: This guide is for educational purposes only. NIL Wealth Strategies provides education and awareness for athletes and families. This guide is not legal advice and does not replace a licensed attorney. While this guide is built using IRS-based tax education and real athlete risk patterns, all families should consult their own professionals for personal legal questions or complex situations.
Why This Guide Matters
Most athletes and families are never taught how risk actually works. NIL money and athletic opportunity can change quickly. Sometimes income increases fast. Other times it stops unexpectedly. The hard part isn't earning money — the hard part is keeping it, protecting it, and making sure one event doesn't wipe out everything you built.
Most athletes don't lose money because they are irresponsible. They lose money because money comes before education. This guide exists so athletes and families can understand the real risks that damage financial progress and learn the habits that prevent those setbacks. The goal of this guide isn't fear. The goal is awareness. Awareness prevents mistakes.
Our Mission is To…
Help you avoid the most common mistakes, protect the family from unexpected costs, make clean decisions without pressure, and build stable habits that lead to long-term wealth
Education First
Knowledge prevents expensive mistakes
Protection Focus
Build habits that shield your future
Family Centered
Strategies that work for the whole household
About NIL Wealth Strategies
NIL Wealth Strategies was built around one simple belief: athletes shouldn't have to learn money lessons the hard way. I created NIL Wealth Strategies because I believe this education should be free. Families shouldn't have to pay thousands just to learn the basics—especially when athletes are now earning real money earlier than ever.
Most families and athletes struggle later on in the road because nobody ever taught them what to do. That includes basic things like how taxes work with NIL income, how risk exposure happens in athlete life, why injury recovery creates financial gaps even with insurance, how to make smart decisions without pressure, and how to plan for life after sports.
This guide is written through the lens of real-world protection and compliance. I'm an Enrolled Agent (EA)—federally authorized to represent taxpayers before the IRS—and I'm also licensed in Life & Health as well as Property & Casualty.
That combination matters because most athlete setbacks are not complicated finance problems. They usually come from tax timing mistakes, injury recovery financial stress, liability exposures, and rushed decisions under pressure. This guide helps families avoid those issues early.
Enrolled Agent
Federal tax authority and IRS representation
Life & Health Licensed
Insurance and protection planning expertise
Property & Casualty
Liability and asset protection knowledge
What is Risk (For Athletes and Families)
When most people hear the word “risk,” they think about investing. But for athletes and families, risk is bigger than that — risk is anything that can cost you money unexpectedly, even when life is going well. Athlete risk is different than normal careers because athlete income can be real money, but it’s often not stable money. Opportunity can shift quickly due to injuries, eligibility issues, coaching changes, transfers, performance changes, or brands losing interest. That’s why athletes and families need risk awareness early — not to live in fear, but to stay protected and prepared.
The 4 Core Risks Every Athlete Must Understand
There are four categories of risk that cause most athlete setbacks. If an athlete understands these four categories, they can avoid most of the problems that destroy opportunities.
Income Risk
NIL income can increase fast, but it can also stop fast. Building a lifestyle around unstable money creates pressure when income drops.
Tax & Compliance Risk
The IRS expects correct action even if nobody taught you. Surprise tax bills and penalties destroy progress.
Liability Risk
One accident, legal claim, or injury year can cost more than expected—even with insurance.
Decision Risk
Rushed decisions and pressure can destroy money faster than lack of income ever could.
Chapter 1 — Income Risk
What Income Risk Is
Income risk is the risk that your income changes suddenly, especially when your lifestyle becomes expensive. Athlete income is often seasonal and momentum-based. It can depend on exposure, performance, eligibility, health, and whether brands renew deals. This means one strong month does not guarantee a strong year.
Why Athlete Income Is Unstable
Income can drop for reasons that aren’t always personal — injuries happen, playing time changes, coaches change, NIL rules shift, eligibility issues pop up, social media engagement can fall, and brands may stop renewing deals. When income drops, bills stay the same, and that’s how pressure starts. Income does not equal stability. Stability comes from structure. Building a cushion gives the athlete time to recover, adjust, and make smart decisions without panic.
The Biggest Income Mistake Athletes Make Is Building A Lifestyle Around Unstable Money.
High rent commitments
Signing a lease you can’t afford if NIL slows down
Expensive car payments
Monthly car note that locks you into big bills
Constant travel spending
Trips and weekends adding up faster than you realize
Luxury spending with no plan
Spending big on things that don’t build wealth
Multiple subscriptions
Small monthly charges that stack into a big expense with no value
Paying for other people's expenses
Covering friends/family bills that drain your money
Income Risk Checklist
Before increasing your lifestyle, ask yourself:
1
Emergency Cushion
Do I have at least 3 months of expenses saved?
2
Income Stop Test
Could I pay my bills if NIL stopped tomorrow?
3
Payment Review
Do I have monthly payments that are too high?
4
Savings System
Do I have a savings system or am I just hoping income continues?
5
Reality Check
Am I spending this income like it will always be here?
Chapter 2 — Tax & Compliance Risk
What Tax & Compliance Risk Is
Tax and compliance risk is the risk of surprise tax bills, penalties and interest, IRS notices, audits, and stress caused by timing mistakes. Most NIL income is paid through 1099 income, which usually means no taxes are withheld. The IRS operates under a "pay-as-you-go" system, meaning taxpayers are expected to pay throughout the year—not just at the end.
The IRS does not care if you didn't know. They expect correct action.
The Most Common Athlete Tax Mistakes
Spending Before Saving
Using NIL money immediately without setting aside tax amounts first
Ignoring Estimated Taxes
Not paying quarterly estimated taxes throughout the year
Mixing Accounts
Combining personal and business spending without clear separation
Lost Receipts
Not tracking or keeping receipts for deductible expenses
Wrong Assumptions
Assuming the school or someone else is handling tax obligations
Tax Protection Rules (EA Lens)
As an Enrolled Agent, one of the most common things I see is families getting hit with unnecessary penalties—not because they didn't have money, but because they didn't understand timing rules. Taxes are a timing game. Save taxes first and spend second. Tracking protects you.
Tax & Compliance Checklist
1
Tax Percentage Knowledge
Do I know what percentage of my income should be saved for taxes?
2
Separate Tax Account
Do I have a separate tax savings account that I don't touch?
3
Monthly Tracking
Do I track income and expenses every month?
4
Receipt System
Do I save receipts and organize them properly?
5
Estimated Tax Understanding
Do I understand estimated taxes and when they're due?
Chapter 3 — Liability Risk
What Liability Risk Is
Liability risk is the risk that an accident, mistake, misunderstanding, social situation, or legal claim creates a major financial consequence. This is one of the most ignored athlete risks—and one of the most expensive when it happens.
Why Athletes Have Higher Liability Risk
Athletes have higher visibility and are often a higher target. That increases exposure. Liability situations commonly include:
Car Accidents
Driving with friends or teammates creates additional exposure
Social Events
Parties and alcohol-related situations where things go wrong
Training & Camps
Working with younger athletes without proper waivers or coverage
Side Business
Operating without proper business structure or liability protection
It doesn't always matter if you meant harm. Claims can still happen.
Health Insurance Reality (Injury Cost Liability)
Many families believe having health insurance means injuries won't create financial stress. The truth is, injuries often create real out-of-pocket costs even with insurance. One accident, on or off the court, can cost more money than you have ever earned.
That includes deductibles, copays, coinsurance, out-of-network bills, and travel and recovery-related expenses. Even when medical care is covered, families can still pay thousands during injury recovery.
Liability Risk Checklist
1
Coverage Understanding
Do I understand what is covered and not covered if something happens?
2
Family Protection
If I get sued, could my family be financially harmed?
3
Business Activity
Am I doing any side business activity without protection?
4
Accident Impact
Do I understand how one accident can create major financial stress?
Chapter 4 — Decision Risk
What Decision Risk Is
Decision risk is the risk of losing money due to rushed decisions, pressure, emotional spending, trusting the wrong people, and saying yes to something you don't fully understand. Decision risk destroys athletes faster than anything.
Why Athletes Face Higher Decision Risk
Athletes experience new money, new attention, pressure from others, lifestyle temptation, and people who only show up when money shows up. Not all advice is clean advice. Clean decisions don't need pressure.
The #1 Decision Rule
If you don’t understand it, you’re not ready for it. Never sign, buy, invest, or commit to anything you can’t clearly explain in your own words.
"This offer is only good today"
"Everybody is doing it"
"You're missing out"
"Just do it and I'll explain later"
Decision Risk Checklist
1
Second Opinion
Did I get a second opinion from someone qualified?
2
Downside Clarity
Can I explain the downside clearly?
3
Loss Tolerance
Can I afford to lose this money without harming my future?
4
Reversibility
Is this decision reversible if it goes wrong?
5
Pressure Check
Am I making this decision under pressure?

Real-Life Risk Examples
Understanding how these risks actually happen in real life helps families see what to avoid. Here are four common scenarios:
1
Injury "Hidden Costs"
An athlete tears their ACL. Surgery is covered by insurance, but families still pay deductibles, copays, out-of-network bills, travel to appointments, and months of recovery expenses. Even when injury is handled medically, families can spend thousands just keeping life stable.
2
The Surprise IRS Bill
An athlete earns $20,000 in NIL and spends it, assuming taxes will be small. The problem: NIL income is self-employment income. Taxes weren't withheld, and self-employment tax still applies. In April, a large tax bill arrives with penalties for not paying throughout the year.
3
One Accident Changes Everything
An athlete gets into a car accident with friends, or something happens at a party or training camp. Even without bad intentions, claims happen. Because athletes are visible and people assume they have money, they become bigger targets. One accident can create financial pressure that exceeds everything earned.
4
Risk Stacking
An athlete earns NIL money and spends freely. They lock into expensive payments. Then injury happens, income stops, taxes weren't saved, medical costs appear, and panic decisions follow—borrowing money or signing bad deals just to catch up. This is risk stacking.
Long-Term Planning
Athletes should think beyond today. The goal is not just earning money during sports. The goal is building long-term wealth for life after sports. A complete athlete plan includes budgeting, tax strategy, injury planning, and long-term investing and retirement planning.
The biggest long-term mistake athletes make is spending everything during their earning window. Building wealth requires structure: save consistently, invest consistently, protect money from setbacks, and avoid risky decisions under pressure.
Important Questions Before Investing
Not all financial advice is good advice. Some people recommend products based on what pays the biggest commission—not what benefits the athlete. Athletes and families must ask strong questions before investing money or entering retirement products.
Stock/Index Questions
  • What's the risk level?
  • What happens in a market crash?
  • How diversified is this really?
Options/Trading Questions
  • How much can I lose?
  • Is this gambling or investing?
  • What's the risk management plan?
Insurance Product Questions
  • How does cash value grow?
  • What are the caps and limits?
  • What are internal fees?
Universal Questions
  • What are the fees?
  • What's the advisor's incentive?
  • What are the downsides?

Core Principle: The right plan is never based on hype. It's based on clarity, fit, and protection.
The Protection Pyramid
The correct order of protection is simple. Master each level before moving to the next.
Level 1: The Basics
Budgeting, tax savings, and an emergency cushion
Level 2: Awareness
Injury cost risk, health insurance gaps, and liability awareness
Level 3: Wealth Building
Retirement planning, investing, and long-term strategy

Printable Family Risk Checklist
Use this checklist as a family audit. The goal is not to be perfect. The goal is to be protected.
1
Income Stability
We have a cushion, expenses are controlled, and we don't depend on NIL continuing.
2
Tax Safety
We save for taxes first, understand estimated taxes, and track income/expenses.
3
Liability Awareness
We understand accident risk and injury cost risk, and we know insurance doesn't mean free.
4
Decision Discipline
We avoid rushed decisions, get second opinions, and avoid pressure commitments we don't understand.
5
Long-Term Planning
We have a retirement or investing plan and we ask strong questions to avoid commission-driven advice.
Need Help Beyond This Guide?
If you want personalized support understanding your specific situation or building a simple protection plan for your family, professional help is available. NIL Wealth Strategies provides education-first guidance for athletes and families and can help you set up clean systems around the real risks discussed in this guide — income stability, tax and compliance habits, liability awareness, and decision protection.
NIL Wealth Strategies is led by Andrew McConnell, an Enrolled Agent (EA) — a federally authorized professional who can represent taxpayers before the IRS — and is also licensed in Life & Health and Property & Casualty. This matters because many athlete setbacks don’t come from complicated finance problems. They come from preventable risk issues like tax timing mistakes, injury cost gaps, liability exposures, and rushed decisions under pressure.

This guide is for educational purposes only. NIL Wealth Strategies does not provide legal advice and does not replace a licensed attorney. For legal questions or situation-specific legal guidance, please consult a qualified professional.