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.

Like this article?

My Best Employee Plans to Leave in the New Year, What can I Do?

December 16, 2021 No Comments

The Great Resignation continues to unfold. At least, that’s what’s it’s been dubbed in the press to describe the phenomenon of a mass departure, largely regarded as due to the global pandemic shutdowns which caused a huge number of workers to rethink their career paths. So, an unprecedented amount of employees are leaving their current (or previous) positions, seeking out other opportunities. Couple this with the impending New Year and it makes for a particularly precarious employment environment. That means it’s quite possible, you’ll find yourself facing the same situation. Fortunately, there are preventative steps you can take to keep your best employee on board. Biggest Mistakes to Avoid Obviously, this will stir a number of negative feelings. You’ll likely feel angry, betrayed, baffled, and perhaps sad. These negative emotions cause people to act out in rash, impulsive ways. So, be sure to keep your emotions in check, which is to say in perspective, proportionate to the reality of the situation. If necessary, take a few minutes to step away from everything and allow yourself time to relax and clear your mind. When your right-hand person or a rising rock star in your business tells you they’re about to leave, it can be an emotional experience, says Rich Reinecke, co-managing partner of business consulting firm Fahrenheit Advisors. ‘It can be very emotional, initially. Sometimes you’re angry. Sometimes you’re scared,’ he says. But what you do next can have serious repercussions for your business. —Fast Company.com If you don’t act in a rational manner, proportionate to the circumstances, you will come unglued and that’s not helpful to anyone. Instead, keep your composure and act in your own best interest so you don’t hurt your chances of keeping your best employee from leaving. After all, he or she made this decision based on a number of factors and there’s probably a good reason why he or she came to this conclusion. 3 Effective Employee Retention Strategies If your best employee tells you that he or she is leaving next year, you obviously don’t have much time to change his or her mind. However, that doesn’t mean their exit is inevitable. You might be able to get him or her to stay. Here are a few effective employee retention strategies you can use: Have a meaningful conversation. Although money usually plays a significant role, more compensation isn’t always the driving force. There are instances when employees make completely lateral moves from one company to another and pay isn’t a factor. Of course, you’ll probably assume he or she will be paid more, but don’t convince yourself that’s the only reason. Take some time to have a one-on-one conversation and listen carefully to what he or she has to say. You might just find out there are other reasons for their decision to go and you can address those issues one by one. Show your sincere appreciation. Perhaps your right hand is choosing to leave because they feel they have hit a ceiling and are stuck. This is a very common rationalization people use in order to convince themselves to leave their current positions. After you’ve spoken with him or her, be sure to take immediate action to show your appreciation. This can include but isn’t limited to: giving them more say about what’s going on, promoting the individual, or offering a few more persuasive perks. Increase his or her financial incentive. obviously, money talks. And, if the main reason he or she is considering leaving, simply offer to match their new compensation package. If this strategy isn’t feasible right now, you can always do things like extra paid time off, or incremental, scheduled pay raises, or even offering more benefits. What other methods would you suggest using to keep a key employee from leaving? Please 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.

Effective Ways to Show Your Employees You Actually Care

November 30, 2018 No Comments

Happy employees are great employees. It’s that simple. When your team members feel good about their work and its environment, your company benefits immensely. It’s certainly no secret that any organization’s survival (and profits) rely almost solely on its employees. Furthermore, unhappy employees will do more to drag down your business than any other factor. So, it’s very important your team members feel appreciated. Why Appreciative Employees are the Most Productive and Loyal Okay, there’s no mystery to the reality that appreciative employees are indeed the most productive and loyal. When people are treated — not only with respect and adulation — they respond in positive ways. And, creating this culture does much to make the entire entity stronger and more cohesive. Employees who feel appreciated feel valued. And when people feel valued, they’re more likely to go above and beyond for the organization. They’re quicker to hold themselves accountable for their part of a project. Most importantly, they’re happier in their roles, which means, they’re less likely to leave. When leaders disregard opportunities to connect with their team and show employees their appreciation, they lose a secret weapon in building a dedicated, long-term team. —Inc.com Everyone wants to be treated fairly and feel valued. When you routinely act in a way that imparts your thankfulness, your team will definitely pick up on it. The result is a better workplace and one that delivers on each and every project. How to Show Your Employees You Care about Them Other than competitive pay and good benefits, how do you show your employees you really appreciate them and what they do? Well, there are some subtle and overt ways to show employees you really care about them: Give them extras. We’ll start with the most obvious. Reward them with little extras. An additional paid day off. Tickets to a show or game. A gift card. There are dozens of little things you can do to overtly show your appreciation. And do this when they least expect it, and where possible, reward them in front of their peers. Get to know them. A subtle way to show employees you care is just to get to know them. Talk with them about things other than work. Check in on their sick mother, or pets or kids school projects or sports. Sure, it sounds all-too-obvious but you’d be surprised just how many bosses only talk about work. Let them be the boss. Here’s an interesting idea — be a coach and not a “boss.” This approach allows employees to feel empowered. In other words, let them be their own boss. Employees who are given the reins are happier and more productive team members. Show you have their back. The customer is always right, right? No. Reality is quite different. There are times when the customer is wrong and when an employee is in their crosshairs, let him or her know you have their back. What other ways do have you shown appreciation and how do they work? Please share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.

4 Foolproof Ways to Write Better Emails

March 23, 2018 No Comments

If you’re in business, regardless of your role, you need to know how to write good email. Let’s face it, email isn’t going away any time soon. We use it on a daily basis. And, it’s a great way to communicate on-the-fly. It also helps make organization easier. This technology is an effective one — if you use it right. The trouble is, too many people just don’t write good email. But, don’t worry, it’s super-easy to improve by leaps-and-bounds. In Business, Electronic Communication is Key There’s no getting around the fact that email is a critical business tool. It can easily be used for more than just day-to-day communication. After all, like social media, it’s also a powerful marketing tool. That’s why there is a bazillion email newsletter templates floating out there in cyberspace. Make no mistake about it, communication is key in business and email should make it all the more easy. The ubiquity of e-mail means that everyone in business, from lords of finance to programmers who dream in code, needs to write intelligently. By using simple, clear, precise language, and following a few other basic writing rules, you can become a better communicator and improve the prospects for your career. —Forbes.com The problem is, far too many people just don’t use it in the most practical manner. Now, that doesn’t mean every single message needs to actually be a work of art. But, it does mean, the more you make a habit of some good practices, the better you’ll become over time. 4 Foolproof Ways to Write Better Emails We all like the notion of “inbox zero.” That place where we’ve gone through every message and taken the appropriate actions. But, with so much, it’s often difficult to get to every single message. And, it’s even more difficult to write in a way that makes the most out of the medium. So, here are four foolproof ways to write better emails: Keep it short. There’s no need to go into painstaking detail. The longer the message, the less effective it becomes. You need to deliver your message in a quick manner so it doesn’t waste the recipient’s precious time. Always be direct. Limit the adverbs and adjectives. Keep them to a minimum because the more “flowery” the wording, the less clear (or boring) it is to the reader. Now, you can explain but be direct. Army service members call this strategy “BLUF”, which simply means “bottom-line, upfront.” Reread your message. Never hit “Send” without re-reading your message — at least twice. Don’t rush through it. Take advantage of the spell check and ask yourself if it gets your meaning across. Add the recipient(s) last. When you compose a message, be sure to leave the recipient field blank. And, don’t add his or her email address until you’ve written it entirely, and reviewed it twice. This way, you’ll avoid sending it out accidentally with errors (or without being clear). What other suggestions do you have for writing good email messages? Please, share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.