Having trouble getting a good night’s sleep?
The good thing is you don’t have to figure out how to get your sleep back on track on your own.
With Wingman, you’ll have a private mental health coach in your corner to help you create real strategies, track progress, and finally feel more in control.
Sleep Issues: The Domino Effect
Sleep problems don’t just mean you’re tired — they knock down domino after domino. Poor sleep leads to low energy, which makes you irritable, which strains relationships, which adds stress, which makes sleep even harder. It’s a cycle that feeds itself.
Struggling with sleep doesn’t mean you’re broken. It’s your body’s red flag that something needs to change.
With Wingman, you’ll learn how to break the cycle: build a realistic routine, wind down effectively, and create healthy patterns that put you back in control.
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.
Getting Started
Get personalized support tailored to your life, challenges, and goals. No scripts. Just real conversations that help you sleep better.
A Real Action Plan
We’ll help you design a step-by-step bedtime routine, cut out habits that sabotage rest, and set rhythms that support consistent sleep.
Get a Step Ahead
Learn how to catch the early signs of poor sleep — like irritability, brain fog, or relying on caffeine — so you can act before the dominoes fall.
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 Sleep Issues
Sleep issues don’t just stay in one part of your life — it spreads. And over time, the consequences get heavier.
Some of the hidden costs of unmanaged sleep issues:
Constant fatigue that drains your energy
Irritability and low patience with loved ones
Trouble focusing at work
Higher stress, anxiety, and health risks
Lower motivation to exercise or eat well
More cravings and reliance on caffeine or alcohol
Reduced performance and productivity
Feeling older and more burned out than you are
Bottom line: you don’t have to wait until everything feels out of control. With mental health coaching, you can interrupt the cycle and learn how to manage sleep on your terms.
How It Works
Step 1: Sign Up
In a short sign-up form, tell us about what sleep challenges look like for you.
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.