In the ever-evolving world of entrepreneurship and leadership, few voices resonate with the clarity and experience of Tim Slaughter. As CEO of Caddo Office Reimagined, Tim has spent years transforming how professionals think about space, collaboration, and business culture. His journey has been marked by bold decisions, lessons learned, and a deep understanding of what makes businesses thrive—or stumble.
For our Learn Connect Share community, Tim brings a candid and insightful perspective in his latest blog: Ten Fixes in Modern Business. This isn’t theory from the sidelines—it’s wisdom earned in the trenches. Whether you're launching a startup, scaling a team, or simply refining your strategy, Tim’s reflections offer a valuable compass for navigating the pitfalls that even seasoned leaders can face.
Ten Fixes in Modern Business
By Tim Slaughter, CEO of Caddo and small business survivor
We’re not here to fear-monger. But we are here to tell the truth. Because the truth is, small business is hard—and sometimes lonely. Over the years, I’ve made most of these mistakes myself, or watched smart and talented people stumble through them. If this post helps one of you skip the heartache, or build something that lasts, then it’s worth sharing.
Here are ten of the biggest reasons small businesses fail and how to stay standing.
1. You run out of cash.
There's often a painful gap between when you earn money and when you get paid. In some industries, it's 60, 90, even 180 days. Plan accordingly. This lag kills dreams.
Fix : Start by knowing your true cash flow. Then build a buffer. And don't be afraid to talk to a local banker about a small line of credit. Many want to support small businesses—it's how they build long-term relationships. Just don't treat it like free money. Be disciplined enough to pay it off once a year.
2. You rely too much on one customer
We all love loyalty. But if one client makes up half (or more) of your revenue, you're one phone call away from panic.
Fix : Use that anchor client as your proof of concept—then go find others like them. Turn their success story into your next win. Grow while you've got the runway.
3. You don't have a real banking relationship
The best time to ask for money is when you don't need it. COVID taught us that. Businesses with no bank partners were left scrambling.
Fix : Build the relationship before you're in crisis. A good banker can help with more than loans—think equipment, fleet financing, even commercial real estate down the road.
4. Team drama drains you
If you've ever had one toxic employee, you know: one bad apple really can ruin the whole bunch.
Fix : Hire slow. Fire fast when needed. And protect your culture like your retirement depends on it—because in many ways, it does. Sometimes the best thing you can do for your team is subtraction.
5. Founder fights
A business partnership is like a marriage—with less romance and more tax forms.
Fix : Choose people you trust. People who disagree with you (constructively). And people who are better than you at things you're not. Learn to fight fair, carry each other when needed, and celebrate wins like you're in it together—because you are.
6. You can't take a vacation
If your business only works when you work, you've built a very expensive job.
Fix : Build systems. Train people. Take a few days off and see what breaks—then fix it. A real business can function without you (and someday sell without you). Plus, you deserve rest.
7. You give up too early
Sometimes we quit too soon. We don't see the path, so we assume there isn't one.
Fix : When you feel stuck, get help. Ask your peers. Talk to mentors. Creativity loves constraints, and you're probably closer to a breakthrough than you think.
8. You don't quit soon enough
Other times, we hold on to a bad idea because we've already sunk so much into it.
Fix : Know when to pivot. Or walk away. That's not failure—it's maturity. Your time, money, and energy are limited. Don't waste them trying to resuscitate something that's never going to breathe.
9. You're flying solo
Running a business in a vacuum? Brutal. And totally unnecessary.
Fix : Find a mentor. Join a peer group. Many experienced entrepreneurs want to help—whether it's with advice, connections, or encouragement. You're not a burden. You're the next generation.
10. Your spouse isn't on board
This one's personal. When things were rough, I used to joke I was the "breadwinner with no bread."
Fix : Make sure your partner knows the risks and the rewards. Invite them into the journey. And if they can't be all-in, at least find ways to build mutual respect and support. Entrepreneurship is too tough to come home to more conflict.
Small business isn’t for the faint of heart—but it’s also one of the most rewarding journeys you can take. Tim Slaughter’s reflections remind us that mistakes aren’t just inevitable—they’re instructive. The key is learning fast, leaning on others, and staying grounded in what matters most. Whether you're just starting out or years into the grind, these lessons are a compass to help you build something resilient, meaningful, and built to last. In closing three things to remember are: Build smarter. Rest better. & Ask for help.
Caddo isn't just an office—it's a support system. We exist because too many people were trying to do this whole business thing alone. You don't have to be one of them.