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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I’m Struggling with a Staff Shortage and Inexperienced Workers — What can I Do?

January 20, 2022 No Comments

There’s a popular meme going around the internet right now that reads, “Everyone is short-staffed, please be patient.” It’s a polite reminder of the current environment amidst serious disruptions in the supply chain, scarcity of materials, and most importantly, the lack of workers. Last week’s employment numbers were, to say the least, unimpressive, coming in at about half of what economists forecasted. Such a tight labor market means that businesses can’t afford to be picky in order to staff their operations. Unfortunately, this means that some companies will hire individuals that are completely inexperienced in their industries. This causes two major problems simultaneously and business owners and managers must deal with both. Hiring during a Labor Shortage Hiring is always challenging, even during normal times. But it becomes far more problematic when the labor pool is so very small. It sometimes necessitates relaxing some qualification standards and can even mean abandoning those parameters outright. Although it’s best to screen applicants as normal, this might not be realistic. The process of hiring a new employee doesn’t end when the offer is accepted. A key part of onboarding new team members is training. Having a good training process in place is crucial for making the new hire feel comfortable at your company – it’s also a great opportunity to communicate your business’ culture, encourage good habits and ensure alignment on long-term goals and strategies from the beginning of the relationship. —National Federation of Independent Business The result can easily lead to hiring individuals who don’t meet your expectations. It’s important to remember that this isn’t your fault or even theirs. It is simply a reflection of the economic circumstances of the times. So, there’s no personal blame assignable and it’s best to set this aside and address the most real and immediate problems first. Strategies for Training Inexperienced Workers Exasperated business owners can successfully transform inexperienced employees into productive team members by doing one or more of the following: Exercise patience. Your very first order of business is to put yourself in the right mindset. You yourself were probably once green and inexperienced. Just as then, these individuals will need to learn the trade. So, give them a stripped-down, crash course. Begin with the highest priorities first and make this repetitive so it quickly becomes second nature. During this time, you’ll need to be patient as they struggle through a learning curve. Create a boot camp course or environment. If you’re in a franchise business that already has training materials, make good use of these. If not, come up with a simple, point-by-point flow chart that your employees can follow and build a productive routine. Make this process as simple as possible, highlighting the priorities over and over again. The point is to get them as familiar with the operations as possible without confusing them with extraneous details and/or minutia. Offer incentives. A great way to motivate your inexperienced hires is to give them rewards when they reach certain goals. Remember, they’re the ones who showed up for the job in the first place and therefore have the work ethic that you would expect. Put this self-starter mentality to work to your advantage by offering little incentives when they reach milestones. This will also help you readily identify the leaders in the pack and will also reveal who isn’t actually motivated. What other suggestions do you have for training inexperienced workers? Please take a few moments 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.

How a Small Business can Stand Out in a Super-Competitive Industry

October 7, 2021 No Comments

Although small businesses account for the largest majority of employers in the United States, this doesn’t mean that each one has necessarily carved out a totally unique niche of its own. In fact, quite a few of them are localized competitors, offering the same products and or services as their competitor peers. What’s more, they often offer very similar price points, so there’s little to distinguish one from another. This creates a problem in standing out to gain the biggest market share in a community or region. However, there are some things small businesses can do to separate themselves from the competition as the preferred, go to choice. Fewer Entry Barriers Equals More Competition Unfortunately for a good percentage of small businesses that are run by owner-operators, just about anyone can enter into the industry at any time. Prime examples include services like lawn care, pool maintenance, junk hauling, local movers, and similar types of work that do not require an extensive skill set or very expensive materials and equipment. Consequently, many people will test their entrepreneurial skill set and that takes away small bits of market share. The presence of many competitors means many businesses are vying for the attention of these hungry buyers. The market has a lot of noise. You’ll feel pressured to spend more in marketing, when in fact, your real challenge is just to do effective marketing and come up with unique sales strategies. —Inc.com Of course, this can easily lead to over saturation, where there are simply too many consumer choices. That set of circumstances really makes it difficult for those small business owners to distinguish themselves from the competition and stand out as a clear choice to their consumer base. Since there’s numerous alternatives, this endeavor presents a considerable set of challenges. Ways a Small Business can Stand Out in a Super-Competitive Industry Even though this might seem like an insurmountable situation, the good news is there are some very effective steps you can take. But, just because they appear simple doesn’t mean they are necessarily easy to enact and follow through with consistently. Here are a few effective strategies small businesses can use to stand out in a super competitive industry: Look professional. One of the key distinguishing characteristics of successful chain businesses is that they present the public with a professional appearance. Neat and clean uniforms are hallmarks of this very important public facing workforce. Just by dressing in a professional manner your company will easily differentiate itself from the competition. Be punctual. If there’s one thing that consumers appreciate, it’s being on time and staying on schedule. Showing up on time and looking the part will do wonders for your business. Most of your competition probably isn’t doing this, or doing it consistently. And you can benefit by making it part of your daily routine. Listen and execute. Although this might seem like just another bit of obvious advice, it’s surprisingly something that’s usually lacking in small businesses, particularly those that have very high rates of competition, do to the very low entry barrier. Because just about anyone can do the work, these businesses often treat their customers in an unappreciative way, just moving from one job to the next. After all, from their perspective, there’s more business out there and it’s unnecessary to make it personalized. But your business can really stand out by offering a friendly and caring experience. Invest in key areas. This means advertising smartly in order to develop and maintain a brand image. It also means to put money into the business in strategic ways, such as upgrading equipment to provide more efficiency and therefore more satisfied customers in less time. What other things can small businesses in very competitive industries do to gain more market share? Please take a few minutes 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.

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.