Business Education

You’ve Missed the Tax Filing Deadline (Again) But That May be the Least of Your Problems

April 15th has come and gone. Now, you find yourself in a regrettable but familiar predicament. On one hand, it’s not like you’ve missed filing your taxes before the deadline, but on the other hand, you certainly don’t look forward to the pain and cost that come with missing the final filing date. Yet, this may be the least of your worries and long-term problems. If you are constantly missing deadlines while running your business, you’re inevitably disappointing clients, and it may not be too long before you don’t have any real business left.

How Small Business Owners Can Break the Bad Habit of Missing Deadlines

For small business owners, missing deadlines can erode trust, frustrate clients, and derail growth. The habit often stems from overcommitment, poor planning, distractions inherent in wearing multiple hats, or a combination. Breaking this bad habit requires intentional strategies that balance discipline with flexibility. Here’s how to get on track and deliver on promises consistently.

Understand the Why

First, identify why deadlines slip. Are you taking on too much? Underestimating task complexity? Getting sidetracked by urgent but unimportant tasks? Self-awareness is the foundation. Track your time for a week using a simple tool like a notebook or an app like Toggl. Note what derails you—client calls, social media, or perfectionism.

Recognizing patterns helps you target the root causes rather than just the symptoms. For example, a freelance graphic designer may notice missing deadlines due to hours spent tweaking designs beyond client requirements. Once the designer pinpointed perfectionism as the culprit, that entrepreneur could address it directly.

Set Realistic Commitments

Overpromising is a trap. When clients push for tight turnarounds, saying “Yes” to secure the job is tempting. But unrealistic timelines breed stress and subpar work. Practice saying, “Let me review my schedule and confirm what’s feasible.” This buys time to assess your capacity.

Use a calendar to map out existing commitments. Block off buffers—say, 20% more time than you think a task requires. If a project seems doable in five days, promise seven. This cushion absorbs unexpected delays, like a sick day or a client’s last-minute feedback. Clients appreciate reliability over speed.

Break Big Tasks into Small Chunks

Big projects can feel overwhelming, leading to procrastination. Split them into smaller, actionable steps. For instance, instead of “complete website redesign by Friday,” list tasks like “finalize homepage layout Monday” or “source images Tuesday.” Smaller goals feel achievable and keep the momentum going.

Tools like Trello or Asana can help. Create a board with columns for “To Do,” “In Progress,” and “Done.” Move tasks across as you complete them. The visual progress motivates and keeps you focused on what’s next rather than the whole mountain.

Prioritize Ruthlessly

Not all tasks are equal. The Eisenhower Matrix—sorting tasks by urgency and importance—can clarify what deserves your attention. Focus on what’s both urgent and important, like a client deliverable due tomorrow. Delegate or delay what’s less critical, like updating your portfolio.

Learn to say no. If a new request clashes with a deadline, politely decline or negotiate a later start. For example, “I’d love to help, but I’m booked until next week. Can we start then?” This preserves your bandwidth for existing commitments.

Use Time-Blocking

Time-blocking allocates specific hours to specific tasks. Each morning, plan your day. Assign, say, 9–11 a.m. for drafting a proposal and 1–2 p.m. for emails. Stick to these slots as if they’re meetings. Silence notifications and close irrelevant tabs to stay focused.

If distractions persist, try the Pomodoro Technique: work for 25 minutes, then take a 5-minute break. After four cycles, take a longer break. This structure harnesses short bursts of focus, making tasks less daunting. Apps like Focus@Will or Forest can reinforce this habit.

Communicate Proactively

If a deadline is at risk, don’t ghost. Reach out early with a clear update: “I’m finalizing your report but need an extra day to ensure quality. Is that okay?” Most clients appreciate transparency over silence. Regular check-ins—such as a quick email on project milestones—build trust and align expectations.

For instance; let’s again use the example of a designer, who started sending clients rough drafts midway through projects. The client’s feedback helped the designer stay on track, and the customer felt involved, reducing the designer’s stress about delivering the final product.

Build Accountability

Share your goals with someone—a mentor, peer, or even a client. External accountability adds pressure to follow through. Alternatively, join a mastermind group or online community of entrepreneurs. Regular check-ins with others facing similar challenges can inspire discipline.

You can also self-enforce accountability. Set reminders on your phone or use apps like Habitica, which gamifies task completion. Reward yourself for hitting deadlines—a coffee treat or an evening off. Positive reinforcement strengthens the habit.

Reflect and Adjust

Review what worked and didn’t at the end of each week. Did you overestimate your capacity? Did a tool help or hinder? Tweak your approach. You may need stricter time blocks or fewer meetings. Habits form through repetition, so small, consistent adjustments compound over time.

Breaking the cycle of missed deadlines isn’t about perfection—it’s about progress. By understanding your pitfalls, planning realistically, and staying disciplined, you’ll build a reputation for reliability. Clients will notice, stress will shrink, and your business will thrive.

Want to Accomplish More?

Do you want your company to grow faster and earn more while spending more time with your family doing everything you started your business to do?

We can make that dream a reality. Give us 30 minutes and we will show you how to get your life back. Skeptical? Good! Put us to the test.

You can call us for your free appointment at 480-636-1720, or, if you prefer, Waters Business Consulting Group to learn more about us and the services we offer.

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How Business Owners can Deal with Bad Managers

February 5, 2021 No Comments

There’s a plethora of advice for how to deal with bad managers — from an employee’s role. But, little is out there about how to deal with a poor manager for business owners. Entrepreneurs rely on a number of other individuals to make things happen. Everyone onboard is supposed to be onboard as a team. Sadly, there are times when a manager’s style is counterproductive to the larger organization. Fortunately, there are some effective ways entrepreneurs can deal with bad managers. Bad Managers Undermine Good Employees You’ve probably heard the old computer software cliche that “garbage in equals garbage out.” Meaning, if the right ingredients aren’t entered, the output will totally reflect its input. This same sentiment goes for your company’s team members. If employees have the right management leadership, their performance will reflect it. However, if that leadership is poor, you’ll get poor results. Bad management can impact employees and a company’s overall operations. Incompetent managers exist, and they can have challenges relating to staff members and keeping them motivated. In addition, substandard supervisors may not be able to balance budgets, increase revenues or capably perform other crucial tasks. —Houston Chronicle Small Business It’s a bit more difficult to manage a manager than it is an ordinary employee. Largely because these individuals are experienced and used to managing others — but not necessarily themselves. So, it’s entirely possible for them not to see their own flaws and shortcomings. If an employee under him or her doesn’t produce the right outcomes, a bad manager believes it’s because of the employee and not himself. Of course, this is circular logic and the situation will only worsen over time. 3 Effective Ways Business Owners can Deal with Bad Managers The good news is there are ways to get a wayward manager back on track. (Or, reform a bad manager into a good steward of their team members.) Here are three effective methods business owners can use to deal with bad managers: Identify their weaknesses. Okay, this goes under the “obvious” category. But, it’s something that simply cannot be ignored. By getting feedback from your employees and observing him or her in their official capacity, you can pinpoint his or her weaknesses (and strengths). Then, work with them to formulate a plan to help them overcome their weaknesses and rely more on their strengths. Don’t be overly critical. Instead, speak about their shortcomings in a transcendental way and emphasize their strongest traits. Always strive to set an example. Here’s another bit of obvious — but absolutely necessary advice — always strive to set an example. After all, if you run the company like the infamously bad side of Steve Jobs (who was reputedly a ruthless and hard-driving boss), expect the same behavior from your manager(s). But, run your company as a benevolent yet firm boss and your manager(s) will most likely follow your cue. When you make a mistake, own up to it and do so honestly and humbly. Give him or her public praise when deserved. This is difficult because it could easily backfire in a number of ways. Still, it’s necessary to bestow praise when and where it is due to encourage others and to foster a sense of unity. Of course, you can’t just praise your manager(s), you must also do the same for your employees. What other suggestions do you have for dealing with bad managers as a business owner? Please take a moment to share your thoughts and experiences so others can benefit from your unique perspective! Interested in learning more about business? Then just visit Waters Business Consulting Group.

Apple, Amazon Hit $1 Trillion while Brick-and-Mortars Lose — Here’s the Lesson

September 30, 2018 No Comments

News recently hit that Apple and Amazon have reached $1 trillion in market value. Wow. That’s really something but not unexpected. After all, it was only a matter of time. Meanwhile, brick-and-mortar retailers continue to struggle — especially legacy stores. So, why such a disparity? We all know the quick answer — failure to adapt to a changing marketplace. (It’s why there’s just one, lone Blockbuster in the entire United States.) The underlying lesson is the ones getting left behind might have well enjoyed a lot of past success. But now, they’re stuck. And, that’s the most important takeaway. How to Know if You’re Stuck So, what does it mean to be stuck? More importantly, what does it feel like? Unfortunately, this is a phenomenon which isn’t always readily apparent. It might slowly creep up and surprise you in an unexpected moment. The good news is, you can usually tell. For instance, if you just don’t experience the thrill or feel the passion. That’s the most obvious. It’s not uncommon for a business to begin to spin its wheels. For you company owners, it will feel like you’re treading water, and while you may not wake up to it right away, eventually it will start to weigh on your mind. Most of the time, these periods will pass, as they may simply be down to such things as seasonal trends or other outside market forces. But when they drag on too long, it could indeed be time to make some significant changes. —Entrepreneur.com A more subtle telltale sign is when you rationalize a rut as a normal routine. Or, when you see the competition moving ahead, yet you can’t seem to make any real headway. Those too, are signs you’re stuck in-place. Tops Ways to Get Unstuck Now, if you feel stuck, you probably are and fortunately, there are ways out. The good news is, you don’t have to make huge changes. Here are a few helpful suggestions for how to get unstuck: Try something new. Change up your routine. Or, go in a different direction. The point is to try something new out and do so with flexibility. In other words, don’t go all-in. Instead, slowly dip your toes in the water and test it out. You’ll probably feel excitement and even experience some inspiration. Take an impromptu hiatus. You probably have a trip planned. But, in the meantime, there you are, feeling stuck; feeling uninspired. So, change it up and take an impromptu hiatus to relax, refresh, and unwind. You’ll come back with a whole new outlook. Reach out to an experienced business coach. One of the reasons you feel stuck is because you’re stuck inside of you. Put another way, you’re not looking at things with a fresh set of eyes. Get a different perspective and advice from an experienced business coach. Take advantage of seeing what someone on the outside sees. Then, embrace what you learn. What other suggestions would you offer to get unstuck? Please share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.

So, You and Your Business Partner always Agree – Why that’s Really Bad News

September 14, 2018 No Comments

“If two people in a relationship are the same, one of them is unnecessary.” You’ve probably heard this worded in one way or another. And, it does demonstrate a very good point. Often most attributable to romantic relationships, it’s just as true for business partnerships. After all, opposites attract and we’ve seen successful pairs throughout history. Take for instance Steve Jobs and Steve Wozniak. One, a marketing genius. The other, a hardware guru. And, completely different personalities. Winston Churchill and General Bernard Montgomery are another unlikely pair. But together, an unstoppable force. So, why is that? Why Business Partnerships are so Difficult The truth of the matter is, the business world is a tough environment. Partnerships supposedly make it easier. But, there’s the notorious five D’s of partnerships: death, disability, disinterest, drugs, and divorce. Each one alone can split up a business partnership. Successful startups often have partners who have different strengths. One person might be the technical genius, while the other takes what they do and sells it to the masses. Having two personalities allows each individual to grow. If you can’t be challenged by a partner, you probably shouldn’t be in business at all. —Fast Company.com Why do business partnerships fail so often? It could well be one of the five D’s. Then again, it could also be the two are too much alike. That takes us right back to the notion that if two people are the same, one of them isn’t necessary. Why Your Business Partner should be Your Polar Opposite Now, let’s take a quick look at why your business partner should actually be your polar opposite. Sure, it seems counterproductive and most certainly feels counterintuitive. But, there are the following advantages: It brings strengths to the surface. A business partner who is your opposite will more clearly define your weaknesses. Hence, reveal your strengths, in the process. By the way, that’s a two-way street and the same will benefit your partner. Ultimately, making it a win-win scenario. It allows both of you to learn and grow. When your business partner is the opposite, you’ll begin to see things from a different perspective, over time. That’s also a good thing because both of you will learn from one another and grow as a result. It creates a more dynamic environment. Friction is a difficult phenomenon but it is very productive at the same time. Being challenged gives rise to a number of positives — a dynamic environment is just one example. It allows you to leverage your differences. Your differences can also be a real source of inspiration and productivity. Use your differences strategically and you’ll find them advantageous in more ways than one. What other advantages are there to having such opposites? Have you found working with someone who is totally different is more beneficial? Please share your thoughts and experiences! Interested in learning more about business? Then just visit Waters Business Consulting Group.