Worrying about money more than you’d like?

Money touches everything — your choices, your stress levels, even your relationships. But when financial worry becomes constant, it eats away at your focus and peace of mind. Lying awake running numbers, second-guessing purchases, or feeling like you’re always one step behind can leave you drained.

The good thing is you don’t have to keep carrying that weight alone. With Wingman, you’ll have a coach in your corner to help you build clarity, create a plan, and feel more confident in how you handle money.

Money Worries: The Leaky Bucket

Money stress is like carrying a bucket with tiny holes — no matter how much you pour in, it feels like it’s never enough. The constant drip of worry drains your energy, leaving you anxious and distracted.

Financial worry doesn’t mean you’re bad with money. It’s a sign that you don’t yet have a system that works for you.

With Wingman, you’ll learn how to patch the leaks: setting clear priorities, building simple money habits, and creating a plan that reduces stress instead of adding to it.

Real Game Plans. Real Results.

Let’s be clear — this isn’t therapy. You won’t receive any diagnosis or process things that happened in your childhood. It’s practical, goal focused, personalized support that moves you forward.

A Real Action Plan
We’ll help you map out your financial stress points, cut habits that add pressure, and create routines that bring more control and less anxiety around money.

Getting Started
Support tailored to your life, challenges, and goals. No scripts. Just real conversations that help you move forward.

Get a Step Ahead
Learn to recognize the early signs of financial worry — like avoiding looking at your accounts, arguing about spending, or feeling guilty after purchases — so you can address stress before it spirals.

Why Men Choose Wingman

“Especially since I work remotely, I had a lot of stress that I was carrying over into other parts of my life. Having Carolyn check in with me everyday was simply awesome. Within two weeks, Wingman became a game changer for me — I can’t recommend it highly enough.”

-Mike M., Delaware

What Happens When We Ignore It

When money worries are ignored, they don’t disappear — they grow. The constant background stress spills into work, relationships, and your own sense of confidence.

Some of the hidden costs of ignoring money stress:

  • Losing sleep over bills or future uncertainty

  • Avoiding looking at your accounts or statements

  • Constant arguments about spending with loved ones

  • Guilt after purchases, even small ones

  • Distracted at work from financial worry

  • Stress eating into your health and mood

  • Missing opportunities because fear holds you back

  • Struggling to feel secure no matter how much you earn

Bottom line: you don’t have to wait until financial stress takes over your life. With mental health coaching, you can create clarity, reduce worry, and feel more confident with money.

How It Works

Step 1: Sign Up

In a short sign-up form, tell us where money is stressing you out most — saving, spending, debt, or just day-to-day worry.

Step 2: Matching & Kickoff

We’ll handpick a private coach for you who’s a perfect fit to support your challenges and goals.

Step 3: The Daily

Every day, your coach checks in with a personalized video - offering guidance, motivation, and practical tools.

Step 4: Full Sessions

Regular 30-minute sessions to realign goals, tackle blockers, and stay on track.