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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If You’re Hiring Based on Skills, You’re Hiring Wrong — Here’s Why

March 2, 2022 No Comments

There’s an internet meme going around that makes a profound point, “Hire based on attitude, not skills — because you can always teach skills.” And, it backs up some very interesting statistics. For instance, did you know that 85% of a company’s success is due to the team’s attitude, and only 15% is due to individual skills? That’s why when businesses are looking to hire new employees, they should focus on finding individuals with the right attitude, not just those who have the perfect skill set. So, let’s expound a bit as to why. Attitude vs. Skill When it comes to hiring new employees, many businesses focus on finding candidates with the appropriate skills for the job. However, in order to create a successful and productive team, it’s important to also consider attitude. A positive attitude is essential for maintaining a positive work environment and achieving company goals. Is it better to have someone in a team lead role who has a strong work ethic and is all-around positive and can learn the skills or is it better to hire someone based on skills only? What is most important — the skill set or the attitude and growth potential? It depends on the job. There are some jobs where it might make sense to hire for attitude and teach the work itself when it won’t require a major investment of time to do so. There are other jobs where experience and a pre-existing skill set are essential. —Inc.com Therefore, businesses should focus on hiring people who have the right attitude, even if they may not have all the necessary skills. With the right attitude in place, employees can be taught the required skills over time. This makes sense, especially when looking at first-time job seekers in entry-level positions. Those individuals often have little to no skills at all. Those are taught through direct instruction and experience. The Advantages of Hiring Based on Attitude Rather than Skills There is no question that skills are a critical component of any employee’s toolkit. However, research has shown that an individual’s attitude is a stronger predictor of success than their skills. In order to capitalize on this, businesses should consider hiring based on attitude rather than skills due to the following reasons: Longevity. Hiring based on attitude will help you find candidates who are motivated and passionate about their work. These are the employees who will go above and beyond for your company. They will be more engaged in their work, and they will be less likely to leave their positions. Synergy. Hiring based on attitude will help you find candidates who are a good fit for your company culture. This is extremely important, as it can save you time and money in the long run. If a candidate is not a good fit for your company culture, they will likely be unhappy and unproductive in their position. Flexibility. Hiring based on attitude will help you find candidates who are able to adapt to change. When a company hires based on skillset, they may hire someone who has very specific knowledge and experience in their field. But this person might not be able to adapt when things change in the future. What other benefits are gained by hiring based on attitude instead of on skillset? Please take a moment to comment and share your thoughts and experiences so others can benefit from your perspective! Interested in learning more about business? Then just visit Waters Business Consulting Group.

Most Tactful Strategies for Pushing Customer Deadlines Back without Upsetting Them

May 31, 2022 No Comments

As a business owner, you know that sometimes things come up that prevent you from meeting a customer deadline. Maybe there was an unexpected delay in getting the product or service finished, or maybe your team just got swamped with work. Whatever the reason, pushing back a customer deadline can be tricky business. You don’t want to upset them and lose their business, but you also don’t want them to feel like they’re being ignored or getting something that appears rushed. So, let’s discuss some of the most tactful ways to push back deadlines without upsetting your customers. Best Ways to Push Back Client Deadlines and Still Make Customers Happy One way to push back a deadline without upsetting your customer is to provide them with regular updates. Let them know what’s going on and why the deadline can’t be met. Customers appreciate transparency, and they’ll be more understanding if they know what’s going on. You should keep lines of communication open and stay in touch regularly. Don’t make the mistake of updating your client once and then going silent – it will only cause more problems. Missing a deadline is something that happens even to the best of us. Whether you got sick and couldn’t finish your tasks on time or the project took you much longer than expected, one thing is clear – you’re about to miss the deadline and need to communicate it to the client. —Simone Smith on Brain Leaf Another way to push back a deadline without upsetting your customer is to offer them a discount or some other type of compensation. This shows that you value their business and that you’re willing to go the extra mile to make up for any inconvenience. This doesn’t have to be a deep price reduction, but enough to show him or her you’re aware of their time and budget and are appreciative of their patience. Finally, one of the best ways to retain customers even when deadlines can’t be met is to provide excellent customer service. Be responsive, friendly, and helpful, and try to resolve any issues as quickly as possible. If you make an effort to take care of your customers, they’ll be more likely to stick with you even when things don’t go according to plan. Pushing back customer deadlines can be a delicate process, but if you handle it tactfully, you can retain your customers and keep them happy. By following these tips, you’ll be able to push back deadlines without upsetting your clients. It is of utmost importance to be honest with your customers, be upfront as soon as the situation changes, and be willing to accept some criticism. If you handle the circumstances with professionalism and tactfully, they’ll be far more willing to accommodate you and will greatly appreciate your candor. What other suggestions would you make about dealing with pushing client deadlines back without angering them? Please, take a moment to share your thoughts and experiences so others can benefit from your perspective! Interested in learning more about business? Then just visit Waters Business Consulting Group.

Accomplish Your Biggest Goals in Small Steps

May 16, 2017 No Comments

You’ve probably heard the way to eat an elephant is to take one bite at a time. In business this is fundamental because it decidedly identifies the road to success. This road, it should be well understood, isn’t an easy path and will have plenty of bumps along the way. These setbacks, or failures, are excellent parts of the learning curve and are typically more valuable than successes. Savvy entrepreneurs embrace this truth and use it in a strategic way. Some of the largest and oldest companies were born from simple ideas. These giants grew from obscurity, not because of all they offer, but because each accomplished a goal which made them instrumental to the world of commerce. In 1939, after many frustrating years, inventor Charles Goodyear discovered the process of vulcanization. Though the legendary achievement is etched in history, the backstory is quite telling. Goodyear spent years trying to turn his concept into reality. He went dead broke and into extreme debt, yet endured and persisted on one single goal. How to Accomplish Your Biggest Goals in Small Steps Of course not every entrepreneur suffers such extreme adversity. It’s true that the majority of businesses do experience fits and starts but overcome and go on to achieve enough to turn a respectable profit. The way this happens is through a series of phases which include periodic cycles of failures. These aren’t due to lack of motivation, not being smart or talented enough, but the result of trying to accomplish too many things at once. When people set out to begin a major work project or adopt a healthier lifestyle, it’s easy to become discouraged when picturing the long road ahead. By the same token, even smaller-scale plans like keeping a medical appointment or a standing date to the gym can become easily derailed by the busyness of our daily lives or a simple aversion to the doctor or the treadmill. —The Wharton School Let’s get back to how to eat an elephant. The key to tackling any big goal is to do so in a smart and workable manner. Though most people understand reaching a goal takes time, their enthusiasm causes over-reach and that’s when things start to go wrong. You just can’t do six things at once and expect to master all of them. Too many directions, which is to say too many projects, is a recipe for failure. So, the key to success is the opposite — do one thing at a time. Here’s how to accomplish your biggest goal in small steps: Set a big goal to reach. The first step is to set a realistic goal. There’s nothing wrong with dreaming big but these can be too large to reach before feeling discouraged. One of the reasons entrepreneurs achieve success is they have a vision that’s focused and workable. Identify a realistic path to take. Another component to achieving your big goal is to map out a realistic path to take. Break the process down into phases —these don’t have to include every possible detail or include all contingencies. Martin Luther King remarked on this when he said, “Faith is taking the first step even when you don’t see the whole staircase.” Start with one small, incremental step. You’ve probably heard different adages about the first step being the hardest. It’s true and to feel a sense of accomplishment while building momentum, the first step ought to be small. Take a moment to reflect the accomplishment. After each incremental step or phase is complete, take time to reflect on your accomplishment. The sense of pride is inspiring, and it reinforces your self confidence. With every step and phase completion, you can look toward your ultimate goal but stay focused on the here and now. This will help to motivate you and it’s a great way to appreciate your hard work. As a side note, it would be an honor to help out my LinkedIn connections with their business. At minimum, I’d love to connect and be in touch. We can do this by you signing up & getting my Top 5 Business Tips each month; and it’s free! May Your Business Succeed Beyond Your Dreams! ~Best, John Waters Want to find out about what a business coach can do for you? [shareaholic app=”follow_buttons” id=”26833294″]