12 Tips To Heal the Regret of Selling Out for Success


Are you feeling weighed down by the stress of achieving success?

Do you feel like you’ve sold out to make it to the top and regret that decision every day?

If so, you’re not alone.

Many people have gone down a path they regretted for various reasons, with monetary gain often one of them.

However, there are ways to heal this regret and move forward with clarity and purpose.

In this article, we discuss 12 tips for finding a balance between shifting your values or allowing yourself to adjust without completely selling out.

#1. Cope With the Midlife Crisis and Find New Passions

Photo Credit: IgorVetushko via Deposit Photos.

The reality is that very few people are happy with the direction that their lives have taken. 

This is quite common. 

While you can’t go back in time to change the trajectory of your life, you can make a conscious decision to accept that this is what you’re dealing with and find new passions that fit into the lifestyle you have today.

#2. Focus on the Benefits 

Photo Credit: deagreez1 via Deposit Photos.

There’s always a silver lining, even if you feel regret is defining your life at this moment. 

What do you like about what happened to you after selling out?

What aspects of your life are stable, awesome, or desirable?

Focusing on the benefits might not alleviate the sting of regret, but they can improve things. 

#3. Consider Seeing a Therapist

Photo Credit: Wavebreakmedia via Deposit Photos.

Dealing with regret comes in different forms. 

Some people only long for a different life temporarily, then return to living their own shortly after. 

Others are deeply affected by their regret to the point where it impacts their ability to function. 

If you fall into the latter category, see a professional who can help you work through these feelings and help you figure out what to do next.  

#4. See If You Can Find Minor Ways to Pursue Your Initial Passion

Photo Credit: deagreez1 via Deposit Photos.

Not all passions are destined to be the center of your life, but that doesn’t mean you can’t try to fit those passions into your life now. 

Maybe you can find an aspect of your career where you could do some of what you set out to do. 

If this isn’t possible, you could always start a business, side hustle, or even find a volunteer position that satisfies your dream. 

You don’t have to give up because you sold out and settled once. 

#5. Truly Think About Where Your Path Would Have Taken You

Photo Credit: fergregory via Deposit Photos.

It’s very easy to think the grass would be greener on the other side. 

But take some time to think about how your life would have changed. 

Would you have hit those goals and seen things go as you pictured?

More often than not, life doesn’t align with our fantasies.

#6. Find Ways to Leverage Your Income to Do What You Want

person holding cash
Photo Credit:
nikolodion via Deposit Photos.

Settling for success comes with one key advantage: having the income you need to do the things you want. 

Take advantage of this benefit and start pursuing the things you dreamed of before selling out. 

After all, if things don’t work out entirely, you still have your current job to fall back on. 

#7. Think About a Career Change Now

Photo Credit: mavoimages via Deposit Photos.

If you’re truly unsatisfied, it’s important to remember that you still have control over your life. 

Unhappiness and regret shouldn’t characterize the rest of your life. 

Consider pursuing a career change now and developing a realistic action plan to get back on track. 

#8. Consider Whether It’s Truly Regret or Misguided

Photo Credit: belchonock via Deposit Photos.

Sometimes, regret is caused by temporary idealism and what-ifs. 

Are you regretful, or is life very mundane right now, and you’re fantasizing about other things as a result? 

Not everyone who feels this experiences it permanently. 

It may be a minor issue that you’ll grow out of soon.

#9. Prioritize Self-Care and Introspection

Photo Credit: Deposit Photos.

When life strikes, and you’re down about where you currently are, it’s time for some major self-care and introspection. 

Many people in this same position recommend journaling to identify some of your current needs and wants and make it a top priority to take stellar care of your health. 

You should also focus on doing more of what you want in your day-to-day life. 

#10. Evaluate the Price of Changing and Whether or Not You Can Pay It

Photo Credit: AndreyBezuglov via Deposit Photos.

Everything comes at a cost. 

Settling for success comes at the cost of your ideal lifestyle. 

But what would you need to sacrifice now to make your dreams come true?

If you still want that, is it worth the price of everything you currently have?

Even though it might have been something you wanted once upon a time, it might not be something you want now. 

#11. Build a Support System to Make Your Dreams Happen

Photo Credit: diego_cervo via Deposit Photos.

If you want to change your life, see if you can find a support system willing to make things happen. 

For example, if you have children and you’re looking to see the world, your parents or spouse’s parents might be willing to watch them briefly. 

Everyone needs a support system, especially during times of change. 

#12. Understand That Certain Choices Are Sometimes Necessary

Photo Credit: Wavebreakmedia via Deposit Photos.

You didn’t necessarily sell out. 

If you were in a tough financial spot, had people to support, or had nowhere else to go, you did what was necessary to survive. 

Reframe things if you’re beating yourself up over things you couldn’t have done differently. 

How to Embrace Change

how to embrace change
Photo Credit: castaldostudio via Deposit Photos.

Change is a natural part of life, but most of us don’t like it.

We are creatures of comfort, enjoying are usual things.

But the sooner you embrace change, the happier you will be.

How to Embrace Change

How To Change Your Mindset

Photo Credit: deagreez1 via Deposit Photos.

Going from a negative mindset to a positive one can feel overwhelming.

But with a little guidance and tips, you can do this.


Things To Be Grateful For

woman appreciating the things to be grateful for
Photo Credit: Shutterstock.

They say it’s the little things in life that bring us the most joy.

But too many times, we are too busy to acknowledge these things.

Here are over 50 small things about life to be grateful for.


Create A Personal Mission Statement

Photo Credit: 4masik via Deposit Photos.

When you have a mission statement to guide you through life, make tough decisions is a lot easier.

Here is how to create your personal mission statement.


The Secret To Living A Happier Life

Photo Credit: Gladkov via Deposit Photos.

Do you want to be happier? It’s a lot easier to get than you might think.

Here is a step by step plan to help you have a happier life and get more out of every single day.


This thread inspired this article.

About The Author

Scroll to Top