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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Here’s the Real Reason MoviePass is Failing So Spectacularly (Hint_ It’s Not what You Think)

September 13, 2018 No Comments

MoviePass is failing in-part because it didn’t fully understand the business on which it tried to build its own empire. A slew of news interviews with theater operators points this fact out. They say the service just doesn’t understand how the cinema business works. But, perhaps more importantly, what’s caused things to go so badly in such a short time is it was always too good to be true. In other words, the company overpromised. That’s really why the startup is quickly sputtering out-of-control. And, it’s what gets far too many fledgling companies in big time trouble. Eager to please and deliver jaw-dropping results, they promise the moon and hardly leave earth’s atmosphere. Biggest Overpromising Pitfalls Undoubtedly, critics say it’s time to face reality and close up shop. Irate subscribers and suing shareholders might disagree. (The former wants out, while the latter wants its investment money back.) But, it’s now apparent the movie-selling service just can’t operate as it has. And, for good reason. When you overpromise, you put undue pressure on yourself. Not to mention, you artificially raise expectations to unreachable heights. How many times has a salesperson promised to increase your company’s exposure by 50%, double your client list, and quadruple your profit margin? In this age of instantaneous satisfaction (thanks, technology!), many entrepreneurs and corporate leaders are so eager to appease stakeholders and worried about the bottom line that they seize amorphous opportunities and are disappointed with the results. —Forbes.com There’s more downsides to overpromising. You’re not only letting down one customer, you’re also sending a message that you just aren’t competent or capable of delivering. Then, there’s also the fact that you create resentment among your employees — toward you and each other. 3 Effective Ways to Avoid Overpromising So, how do you avoid the trap of overpromising. After all, you want to sell your business as the solution. Here are a few helpful suggestions for how to avoid overpromising: Learn your customer’s expectations first. Before you begin making promises about what you can do for someone, be sure to ask about their expectations. There’s no good reason to offer lofty solutions or goals when you don’t know what’s really needed. Be completely open, honest, and transparent. As you’re talking with your customer (and with your own team), it’s very important to always be honest. One of the fastest ways to invite disaster is to keep secrets. It’s just counterproductive to hold back because it will eventually come back to bite you. Keep all communications flowing between everyone involved. Communication either solves or prevents a whole lot of misunderstandings. It’s not enough to just be honest but also, to make yourself accessible. When everyone communicates, everyone is on the same page. And, that’s an invaluable element since it paves the way to success when all parties are on-board and totally in-the-know. What other ways do you avoid overpromising? Or, what other advice would you give? Please share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.

Employees are Quitting Instead of Returning to Work and That’s a Good Thing — Here’s Why

July 9, 2021 No Comments

Leading news organizations continue to report a substantial number of employees are quitting their jobs rather than returning to work. The headlines are stark and alarming. They are also good news. Yes, it’s actually not cause for alarm. Instead, it’s a blessing in disguise, a silver lining to a cloud. Read on to learn why. Quitters Never Win? It’s a cliche, “Winners never quit and quitters never win.” But, we all know there are certainly exceptions. Put another way, sometimes quitting is the right choice, the best option, for an employee. Moving on and into something new can prove extraordinarily fortunate and fulfilling. However, it can also reveal qualities that aren’t net positives for businesses. After spending more than a year at home, some don’t want to go back to commuting, preferring the flexibility of remote work at least a few days a week. Others are simply burned out from logging long hours while also balancing child care and remote school, sometimes all at once. And nearly all employees are ready to see what else is out there. —CNBC Practically anyone who chooses to walk away and be part of what’s currently referred to as the “Great Resignation” is doing so for almost entirely personal reasons. And, that could very well point to a deficiency not previously exposed to co-workers, administrators, and owners. This of course being, unwanted characteristics, such as laziness, lack of passion or even interest, and just showing up for a paycheck. All of those are things a business can really do without. 3 Top Employee Qualities On the other side of the equation is the qualities that are the most beneficial to businesses. Companies should always look beyond resumes and take full advantage of the interview process (perhaps even going so far as to an informal interview over lunch or dinner). Here are some of the top qualities good employees naturally exhibit: Strong work ethic. Someone with a strong work ethic will obviously be productive. But also, concerned about the quality of work he or she is producing. But, be careful not to mistake a workaholic or the extreme statistics of the Japanese “karoshi,” people who literally die as a result of overworking. Strong work ethic isn’t the same and will offer a much more well-adjusted person to your team. Enthusiasm for the job. An enthusiastic individual is quite fortunately fairly easy to spot and even more thankfully, easy to distinguish from a phony or fake. (Phonies and fakes often exhibit many telltale signs they are just not genuine.) These people usually speak with zeal and great pleasure about their work. What’s more, will also talk about their work in a very focused yet informal and understandable manner. Team cooperation and collaboration. Place this quality in the “obvious” column, but one that’s definitely worth including. A person who is a true team player tends to be an individual who loves to listen to the input and perspective of others. Also, someone who can follow instructions without a bad or negative attitude, but can just as easily step into a leadership role, yet relinquish control for the good of the company. What other suggestions do you have? Please take a brief moment to share your thoughts and experiences so others can benefit from your unique perspective! You might just help out someone in a profound way. Interested in learning more about business? Then just visit Waters Business Consulting Group.

The Two Key People that Can Tell You if a New Hire will Work Out

August 21, 2020 No Comments

There are two people in your life that can immediately tell you if a job candidate is a good hire. When both (or either one) doesn’t get a good vibe, it’s an important warning sign to heed. While some candidates fit the bill precisely on paper, but it’s what’s not on the resume that’s most telling. Trouble is, you might miss these cues. And, that’s where two key people in your life and business come into the picture. Resume versus Reality Paper credentials are indeed important. But, if his or her personality doesn’t gel, he or she just won’t work out. That’s not necessarily a bad thing because it means there are other qualities that you need to have in that position. Put another way, intangibles can’t be ignored. Even when there’s an impressive track record, that doesn’t seamlessly translate into the perfect fit. Hiring someone who doesn’t fit your company’s personality can be a very costly mistake. To avoid making that mistake, make sure to interview job candidates for cultural fit, as well as job qualifications. —Inc.com We’ve all heard the stories of Steve Jobs. A marketing genius. A man who could somehow see into the future. However, a very difficult person to work for and with. Although he built a huge company, he did so stepping on a lot of toes and hurting many people’s feelings. Of course, this is just an example. Yet, it does help to illustrate a point — someone can have a spectacular resume but isn’t a true team player. Best Ways to Size-Up a Potential New Hire So, how do you know if someone is a good fit for the position? Sure, read his or her resume. Ask some questions before and during an interview. Then, rely on two key people to read the tea leaves. Just who are these individuals? The answer is: your spouse and your right hand man. While the latter makes perfect sense, the former just might surprise you. (That is, unless your spouse works in the business with you.) But, for business owners who don’t work with their spouses, this could be a bit out of left field. However, it’s a great way to get a real feel for someone. After all, your spouse knows you just about as well as anyone could. She or he can glean things from another person you could easily miss on your own. And, that’s where your right hand person is also valuable. He or she will also be able to judge a potential hire in more ways than just on paper. So, get together for lunch and over dinner. And, do so separately (your spouse on one occasion and your right hand on another). Then, ask their impressions about the job candidate and listen carefully. You’ll probably learn a lot. Plus, you’ll get valuable feedback that can help you to make the right decision. What other suggestions do you have for sizing up a potential new hire? Please take a moment to share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.