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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The ‘Ghost Money’ Formula: How Small Businesses Can Hand Out Meaningful Annual Bonuses Without Draining the Bank

November 26, 2025 No Comments

Small businesses and bonuses aren’t synonymous. Such “lavish” gifts are associated with big companies and organizations with tons of employees, bringing in oversized profits. But there’s no denying the benefits of bonuses: increased motivation and productivity, improved morale and retention, and better alignment with company goals. However, small businesses often operate on small margins or moderate profits, making every expense count. So, how can a small company reap the benefits of giving employees bonuses when money is tight?

I Have New Competition that’s Eating into My Sales, What can I Do

February 20, 2020 No Comments

New competition can unnerve even the most seasoned business owners. After all, it’s new (meaning it brings a new presence, new energy, and a new atmosphere). Even if it offers something that’s already long-available — such as retail goods — it just seems like it’s got an immediate edge. So, people give it a try. When it appears it’s starting to take away sales, that can be cause for concern. But, it doesn’t mean the end of your business whatsoever. Read on to learn more about how to deal with new competition. New Competition Means New Opportunity New competition might well be frightening. It’s scary to think of someone else coming into the area to poach customers. And, if it starts to occur, that’s downright troublesome. However, it also means there’s new opportunity. …if you don’t have a strategy to beat the competition, you probably shouldn’t be in the business in the first place. But how can your business out-compete competition when the business world is such a tough place to survive? Much of it is about understanding the competitive threats and overcoming them. —Cleverism It’s important to remember that opportunity comes in many forms. Although this is one that is unexpected and probably unwelcome, it nonetheless remains an opportunity for your business. If you think about it in terms of opportunity rather than crisis, you will make far better decisions than you would otherwise. This means adopting a positive mindset that allows you to see and act clearly. 3 Practical Steps for Deal with New Competition A new business has opened in your market and you’re worried that it will or is taking sales away from your company. It’s an unsettling experience to say the least, but you can take three strategic steps to effectively deal with the situation: Don’t panic. It’s imperative to put things into perspective right away. Remember, your business is already established and the competition is new to the area. This means they have to make inroads where you’ve already been successful. Additionally, there is no cause for concern when you have an existing loyal customer base. Do some research. Take a little time to do some research. You can always visit the business yourself (online and in-person) to see what’s going on first-hand. Additionally, you can ask people who’ve patronized the company about their experiences. Between your own observations, and soliciting feedback from others, you’ll get a complete picture. Take appropriate action. Now, you can use that information along with anything else you gathered about your competition, to create a plan of action. Since you already know the local market, including demographics, your target customers, the overall niche, as well as other relevant factors, you still retain the advantage. Leverage this to retain your current customer base and to position your business as the established, trusted choice. What other suggestions do you have? Please share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.

How the Rise of ‘Dry Promotions’ Gives Small Business Owners Big Opportunities

June 21, 2024 No Comments

How the Rise of ‘Dry Promotions’ Gives Small Business Owners Big Opportunities Remember the iconic scene in the 1980 comedy “Caddyshack” when Bill Murray’s character – Carl Spackler – reminisces about caddying for the Dalai Lama and not getting paid for his extra effort? “And I say, ‘Hey, Lama, how about a little something, you know, for the effort?’ And he says, ‘Oh, there won’t be any money, but when you die, on your deathbed, you will receive total consciousness. ‘ So I’ve got that going for me … which is nice.” It’s a funny exchange and of course, the punchline is that Murray’s character isn’t monetarily rewarded for his hard work but he thinks the empty promise is more valuable. Now, imagine this. You work for a company. You put in the hours and effort and you’re finally given a chance to be promoted. Then, your boss invites you into his office. Before you know it, he’s offering you a bump in your title, which comes with more responsibilities. But, he goes on to explain there won’t be any raise in pay or benefits. You’ll be paid the same amount and receive the same benefits. You’re just getting a new title that comes with a lot more work. Meet the “dry promotion.” Recent findings indicate that this practice is increasingly common as businesses grapple with financial constraints. According to a survey conducted by compensation expert Pearl Meyer, the percentage of employers choosing to bestow new job titles as a form of reward, rather than monetary compensation, has risen from 8% in 2018 to 13%, as reported by The Wall Street Journal. The Rise of the ‘Dry Promotion’ “Dry promotions” are on the rise for several reasons. One is that companies are looking to control costs and are using promotions without salary increases as a way to reward and retain employees without increasing payroll expenses. This is especially relevant in the current economic climate where businesses are facing cost pressures. Another reason is that some employees may view a promotion, even without a raise, as an opportunity to gain new skills and responsibilities that can enhance their future earnings potential. In this sense, a dry promotion can be seen as an investment in their long-term career growth. However, there are also potential downsides to dry promotions. They can lead to employee dissatisfaction if the additional responsibilities are not accompanied by a corresponding increase in compensation. This can result in retention issues if employees feel undervalued or underpaid. So while dry promotions may be a cost-effective way for companies to reward and retain employees, they need to be managed carefully to ensure they do not have unintended negative consequences. How Small Businesses Can Benefit from Dry Promotions Think about that last point for a moment. Dry promotions require employees to take on more work without being compensated. As a result, employees might feel undervalued and resentful if they’re expected to take on more responsibility without any additional pay. If companies aren’t careful, they might end up losing talented employees who decide to take their skills elsewhere in search of a better paycheck. So, while dry promotions might seem like a win-win situation on the surface, there’s a lot more to consider. It’s a delicate balancing act for companies to keep their employees happy and their bottom lines healthy. So, this also presents an opportunity for small businesses. Small organizations can benefit from larger companies offering dry promotions in several ways: Access to skilled workers. Larger companies often attract top talent due to their brand recognition, resources, and career development opportunities. When these companies offer dry promotions, it means they are giving employees more responsibilities and titles without a corresponding pay increase. This can lead to dissatisfaction among the promoted employees, making them more likely to seek new opportunities elsewhere. Small businesses can then attract these skilled workers by offering competitive salaries, a better work-life balance, or a more supportive work environment. Cost-effective hiring. Hiring new employees can be a costly process for small businesses, as they need to invest in recruitment, training, and onboarding. By attracting employees from larger companies who have received dry promotions, small businesses can reduce these costs. These employees come with experience, skills, and training, which can be a significant advantage for small businesses looking to grow. Increased employee retention. Small businesses can use the opportunity to offer better compensation and benefits packages to the skilled workers they attract from larger companies. This can help increase employee satisfaction and retention, reducing the costs associated with employee turnover. Enhanced company reputation. When small businesses successfully attract skilled workers from larger companies, it can enhance their reputation and attract more customers, clients, and investors. This can lead to increased revenue and growth opportunities for the small business. In addition, small businesses can gain the advantages of improved innovation and competitiveness. Skilled workers from larger companies often bring fresh ideas, industry knowledge, and a diverse set of skills. By integrating these employees into their workforce, small businesses can improve their innovation and competitiveness in the market. Want to Accomplish More? Do you want your company to grow faster and earn more while you spend more time with your family doing all the things 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 (602) 541-1760, or, if you prefer,