7 situations where the best thing to do is start over—even if it scares you

You’ve been there, right? That heavy feeling in your gut telling you something has run its course. 

You’re stuck in the middle of a job that’s draining your energy, or in a place where you feel like your personal growth has slammed into a wall. 

It’s not pleasant, but it’s also not the end. In fact, if you ask me, it’s the beginning of a new chapter—if you’re willing to start over.

I’ve faced my fair share of restarts. Once, I poured countless hours and money into a startup that just couldn’t get traction. I remember being terrified to shut down operations. 

What if my credibility went out the window? What if I could never get investors again?

But eventually, I realized clinging to something that no longer served me was worse than letting it go. That decision was scary, but it ultimately led me to the writing career I’m passionate about today. 

So in the spirit of new chapters, let’s dive into seven situations where the best thing to do is pack up your old routine and start fresh—even if every voice in your head is telling you to stay safe.

1. Stagnation in your career

Ever woken up, stared at the ceiling, and just dreaded going to work? Been there. 

In your twenties, maybe you had a job that was exciting at first. It paid the bills, got you some experience, and looked good on a résumé. 

But now, years later, it feels like you’re treading water, repeating the same tasks, and not learning anything new.

A career plateau isn’t just about boredom—it’s a sign your potential isn’t being stretched. 

I’m not saying every rough day calls for a complete reboot, but if you’ve tried to grow within your position or switch departments without success, it might be time to look elsewhere. 

Yes, leaving security behind is scary. You might wonder, “What about my 401(k)? My colleagues? My LinkedIn connections?” 

That’s true–those are legitimate concerns. However, staying stuck has its own cost. If your gut’s yelling at you that there’s zero room left to grow, that’s your cue.

2. Feeling stuck in a toxic relationship

This can be romantic, professional, or even a friendship gone sour. Trust me, I’ve had business partners who drained my motivation more than they brought value to the table. 

It started subtle, with disagreements about strategy. Then came personal jabs, broken promises, and a hostile atmosphere whenever we tried to collaborate. 

Before I knew it, I dreaded every call and email. It took a while for me to accept the writing on the wall: continuing in that partnership just wasn’t worth the emotional toll.

The same goes for personal connections, whether romantic, friendly, or familial. When mutual respect and open communication vanish, no amount of forced positivity will fix it. 

That’s usually when you’ve got to step back, take a deep breath, and plot a new course. 

If you’re thinking, “But we have a history,” or “I can’t just walk away,” I get it. 

Starting over feels like free-falling. But consider the long-term impact on your well-being. 

A toxic environment doesn’t just poison your mood; it can stifle every other part of your life. Sometimes, you need to cut ties to truly move forward.

3. Surviving a major financial setback

Few things are more terrifying than watching your bank account bleed red.

I’ve definitely lost sleep over finances, especially when I was juggling startup costs in my 20s. One minute, you’re optimistic about the new business venture, and the next, you’re staring at a spreadsheet of losses, wondering how you’ll make rent next month.

A financial blow often feels like the ultimate failure. But guess what? It can be a reset button in disguise. 

Resilience in the face of money troubles can pave the way for creative solutions and growth. 

Losing a chunk of your safety net forces you to reevaluate your habits: maybe you were overspending, maybe you needed a better business model, or maybe your timing was off. 

Whichever the case, consider it a wake-up call. If the old approach led to a dead end, a fresh start might give you the clarity and grit to rebuild differently—and more sustainably—than before.

4. Choosing the wrong business partners

Speaking of business ventures, few things can derail a dream faster than the wrong partner. 

One of my biggest lessons came from a partnership that was doomed from the start. He had a background in finance, and I was all about marketing and strategy. 

On paper, it looked like the perfect match. In reality, we clashed over everything from decision-making to basic communication.

If your partner doesn’t share your values or long-term vision, you’ll spend more time arguing than building. 

Here at Small Biz Technology, we can’t help but stress the importance of compatible work philosophies—especially in fast-moving industries. 

When disagreements outweigh progress, that’s a sign it’s time to hit the reset button. 

Don’t think of it as giving up; think of it as saving yourself years of frustration down the line. 

When you realize your dynamic is dysfunctional, cutting ties and starting over might be the best move for your sanity and your bottom line.

5. Realizing you’re living someone else’s dream

Sometimes we chase goals that aren’t ours. Maybe your parents always envisioned you as a lawyer or doctor, or your social circle applauded you for that flashy job title. 

Everything looks perfect on the outside, but deep inside, something’s missing. 

I’ve seen friends who followed a “prestigious” path, only to find themselves drained and miserable because they never truly believed in what they were doing.

There’s nothing wrong with rethinking your route if you realize your life choices were driven by external expectations. 

One friend of mine left a well-paying corporate job to open a digital marketing consultancy. Everyone thought he was nuts. 

But he finally felt alive once he built something aligned with his own vision. 

If you’re stuck living someone else’s script, rewriting it can be liberating. 

Sure, there’s fear: “What if I flop? What if people judge me?” 

But at some point, you have to ask, “Who am I really living for?” 

If the answer isn’t “myself,” well, you know what needs to happen next.

6. Battling a mental or emotional rut

Ever feel like you’re dragging your feet day in and day out, even though things are “fine”? 

That’s a sneaky situation because the outside world sees normalcy, but inside, you’re low on drive and optimism. 

Maybe you’re burned out, depressed, or just plain jaded about your routine. It’s like living in a fog.

If therapy, self-care, or even a solid vacation hasn’t pulled you out of that slump, it might be time for more drastic measures. 

Consider a location change, a new hobby that pushes you outside your comfort zone, or a different line of work altogether. 

According to therapists, significant lifestyle changes can help break the cycle of chronic stress or low mood by sparking fresh perspectives and renewed motivation. 

The idea of flipping your life on its head is intimidating—believe me, I get it. But sometimes the only way to shake off that emotional haze is to do something radical. 

Starting over can breathe new life into your mental state, and that alone can be worth the leap.

7. When your environment is holding you back

There are moments when it’s not just your job or your relationship—that entire environment might be stifling your growth. 

Could be your hometown that never changes or a neighborhood where the energy is off. You try everything to adapt, but the negativity (or lack of opportunity) seeps into every aspect of your life.

When I was younger, I found myself in a city that just didn’t vibe with my ambitions. I spent a year trying to make it work before I finally realized I needed a fresh start somewhere that matched my drive and interests. 

A new zip code won’t automatically solve all your problems, but it can reset your outlook and open doors you never noticed before. 

If you’re constantly hitting walls where you are, a new environment might be exactly what you need to recharge and grow into the person you’re aiming to be.

Wrapping up

Starting over is often painted as a failure, but I disagree. I actually see it as a power move. 

It’s you saying, “I value my growth more than my fear of the unknown.” 

Yeah, there are risks, and people will question your sanity. But if you ask me, staying stuck in an unfulfilling or toxic situation is far more dangerous in the long run.

You’re allowed to change course. Life evolves, and so do you. It’s okay if the path that once fit perfectly no longer makes sense. 

Starting over might be messy. It might involve tough conversations or big leaps of faith. But it can also be the spark that reignites your creativity, motivation, and sense of purpose. 

You’ve got one life—why not spend it in a way that feels right?

Until next time, friends.

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Picture of Ethan Sterling

Ethan Sterling

Ethan Sterling has a background in entrepreneurship, having started and managed several small businesses. His journey through the ups and downs of entrepreneurship provides him with practical insights into personal resilience, strategic thinking, and the value of persistence. Ethan’s articles offer real-world advice for those looking to grow personally and professionally.

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