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?

Could Your Business Survive Morristown-Like Conditions?

December 6, 2024 No Comments

Contrary to popular belief, Valley Forge wasn’t the worst winter the American Continental Army faced during the War for Independence. The revolution against Britain posed many challenges, but perhaps the worst was experienced in Morristown, New Jersey. During the 6-month deployment, temperatures only rose above freezing for two days, it even snowed in May. Chilled to the bone and without food, some soldiers wrote in their diaries they built fires not only for warmth but to cook and eat their own shoes. Conditions were so bad, that extreme hunger and starvation, along with a lack of provisions and building supplies, caused many infantrymen to either starve to death, contract disease, desert, or plot a mutiny. Morale became so low the camp devolved into extensive chaos, forcing George Washington to order the execution of eight men. They were marched to the gallows, where fresh graves and open pine coffins lay right in front of them. Just as the nooses were being put around their throats, a junior officer emerged from Washington’s quarters and yelled, “Reprieve, reprieve, reprieve!” Quickly after, seven of the prisoners were set free, but one desperate, unfortunate soul, was hanged to death in front of the entire camp that day. While Valley Forge is the most recognizable historical event, when it comes to prolonged suffering, Morristown was markedly worse. One could argue the siege of Charleston rivaled such trying times given the sheer terror unleashed. Residents of the city faced for 40-plus days as the British bombarded the town day and night. The Continental troops, severely and woefully outnumbered, tried to hold the Red Coats off, but to no avail. Eventually, commander General Benjamin Lincoln was forced to capitulate and had no choice but to surrender. Obviously, the American colonists persisted in their move for Independence against the crown, and today, the United States is the most powerful and prosperous nation on the planet. But it didn’t happen without great sacrifice and perseverance through extraordinary circumstances. The country has experienced at least a few huge economic downturns. Business cycles that were so bad, they forced several companies to shutter their doors forever. 7 Strategies for Small Businesses to Survive During Lean Economic Times While you probably won’t experience such extreme circumstances, a struggling economy can bring harsh times. Small businesses often face significant challenges during lean economic times. However, with strategic planning and thoughtful decision-making, they can navigate these difficult periods and emerge stronger. Here are some key strategies for small businesses to survive and thrive during economic downturns: 1. Manage Cash Flow Prudently Cash flow is the lifeblood of any business, especially during tough economic times. To manage cash flow effectively: Monitor cash flow regularly. Keep a close eye on your cash flow statements to understand where money is coming from and where it’s going. Delay non-essential expenses. Postpone any non-essential expenditures and focus on spending money on what keeps the business running. Improve receivables. Encourage prompt payment from customers by offering early payment discounts or tightening credit terms. 2. Cut Costs Wisely Reducing expenses without compromising the quality of products or services is crucial: Negotiate with suppliers. Talk to your suppliers to get better deals or extended payment terms. Reduce overheads. Look for ways to reduce overhead costs, such as downsizing office space, reducing energy consumption, or transitioning to remote work if feasible. Outsource non-core functions. Consider outsourcing non-essential functions like IT, payroll, or marketing to reduce staffing costs. 3. Diversify Revenue Streams Relying on a single source of revenue can be risky during economic downturns: Expand product/service offerings. Introduce new products or services that complement your existing offerings. Explore new markets. Identify and target new customer segments or geographic areas. Leverage online sales. If not already, establish a strong online presence to reach a broader audience and increase sales. 4. Enhance Customer Relationships Maintaining and strengthening relationships with existing customers can provide stability: Communicate regularly. Keep in touch with customers through email newsletters, social media, and other channels to keep them engaged and informed. Offer value. Provide exceptional customer service and value-added services to retain loyal customers. Seek feedback. Actively seek customer feedback and use it to improve your products and services. 5. Optimize Inventory Management Effective inventory management can free up cash and reduce waste: Just-in-time inventory. Implement just-in-time inventory practices to reduce holding costs and minimize excess stock. Use inventory management software. Leverage technology to keep track of inventory levels and make data-driven decisions. Negotiate with suppliers. Arrange for smaller, more frequent shipments to keep inventory levels low and responsive to demand changes. 6. Invest in Marketing and Branding Cutting back on marketing may seem logical during tough times, but it’s important to stay visible: Utilize cost-effective marketing channels. Focus on digital marketing channels such as social media, email marketing, and content marketing to reach customers cost-effectively. Enhance your brand. Strengthen your brand’s presence and reputation to stand out from competitors. Measure results. Track the effectiveness of your marketing efforts and adjust strategies as needed. 7. Seek Financial Assistance Explore available financial assistance to maintain liquidity: Government grants and loans. Look for government programs offering grants or low-interest loans to small businesses. Line of credit. Establish a line of credit with your bank to provide a financial cushion in times of need. Crowdfunding. Consider crowdfunding platforms to raise capital from a broader community of supporters. And here’s a bonus tip: adapt and innovate. Keep in mind that flexibility and innovation can help small businesses stay relevant by embracing technology. You can implement new technologies to improve efficiency and customer experience. Also, be open to adjusting your business model to meet changing market demands and consumer behavior. What’s more, stay Informed. Keep abreast of industry trends and economic forecasts to make informed decisions. By implementing these strategies, small businesses can better navigate lean economic times, avoid going out of business, and position themselves for future growth. Remember, resilience and adaptability are key to weathering economic storms and coming out stronger on the other

Is Your Business Really Ready to Expand in the Coming New Year

January 7, 2020 No Comments

Is your business really ready to expand in the coming new year? Although the question seems complicated, it’s not too difficult to answer. Just four key factors can quickly help you determine if you’re ready to expand your business. And, perhaps more importantly, if your company is ready to expand. What it Really Means to Expand a Business Business owners often think about two elements when it comes to expansion — output and sales. Of course, it’s not that simple. However, these are two very important parts of the overall equation. Nonetheless, what it really means to expand a business is to take on a whole new level of responsibility. Even thinking about growing your business is exciting. Expansion means more products or services, customers, sales, and income for you. And, for businesses with physical locations, expansion might mean opening a bigger or second location. Before you rush into expanding your small business, you need to make sure your company is actually ready for growth. Your recent business success isn’t the only thing you should look at. —Forbes.com It also means the business having to respond to a new level of production while not losing it’s nimbleness or its personalized customer service. After all, if it can’t do the latter two — stay agile and maintain customer care quality — it will hurt the company greatly. 4 Signs It’s Time to Expand Your Business So, just what are the signs that it’s time to expand a business? Well, it comes down to only a select group of factors, which include the following: You have too much business. Time and again, you’re falling behind because you simply lack the resources to get all the work done. You’ve streamlined every single solitary step along the way and still, you’re not able to adequately keep up. Worse yet, it’s starting to show itself to customers. Too much work and too few resources to get it done in a timely manner. You have a strong team in-place. Your team members are your secret sauce. Without them, you’d really be in big trouble. Fortunately, they’re able to pull off magnificent feats over and over again. Well, that’s not only good news for the present, but really good for a future expansion. You have the money to expand. Expanding usually means incurring significant expenses. But, if you have some retained earnings saved and a strong forecast for the next several months, you probably can afford to expand your operation. You have a plan to upscale your operation. While the first three elements are absolutely critical, this is perhaps the most important of all because it will define your way forward. (It’s also where winging it just won’t cut it.) So, take the time to consult an experienced business consultant and coach. Someone who has helped companies grow before. Work together to formulate an actionable expansion plan. What other advice would you give business owners who want to know if it’s time to expand? Please share your thoughts and experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.

How to Turn YOLO into Action

January 10, 2019 No Comments

YOLO — You Only Live Once. It’s true and that’s precisely the reason to give that business idea you have a real go. Really. What you’re waiting for isn’t likely to happen. You have to make it happen. So, let’s get right to it. Why Most Business Start-Up Roadblocks are Imaginary Okay, you need money, right? Wrong. But, you need an extensive business plan. Nope. You need a retail store, an office, a professional space. Probably not. Whatever the reasons, you’re probably talking yourself out of it rather than being thoughtful and careful. There are no limits on who can become a great entrepreneur. You don’t necessarily need a college degree, a bunch of money in the bank or even business experience to start something that could become the next major success. However, what you do need is a strong plan and the drive to see it through. —Entrepreneur.com While thoughtful and careful are good qualities, you need a healthy dose of impulse. In fact, almost every “roadblock” is merely you making an excuse. It’s no more complicated than you making it more complicated. 4 Simple Steps to Start a Business In reality, there are very few steps to start a business. With all the technology at your disposal and a little can-do attitude, it’s entirely possible. All you need is to do the following: Do a bit of research (but not too much). Learn about the product or service and its industry. You don’t need to become an academic expert. Research enough to get acquainted and feel more confident. Although, there’s a point of diminishing returns. If you keep going, you’ll eventually become overwhelmed. In other words, don’t get stuck in the paralysis of analysis or you’ll never actually get started. Test it out in a few different ways first. Whatever it is, test it out and don’t expect to charge — at least in the very beginning. Instead, ask for feedback and listen carefully. Others will give you invaluable input and that’s more valuable than money when starting out. (Now, if someone is willing to pay, give them a nice discount.) Start spreading the word, far and wide. Use social media, your family, your circle of friends, and acquaintances to spread the word. But, don’t hard sell. Just let people know about it. Make changes as you go and learn along the way. More than likely, you won’t hit the ball out of the park at first. You’ll need to make changes as you go. Be flexible and you’ll enjoy the ride a whole lot more. What other advice would you give to people who want to start a business? What motivated you? Please share your experiences by commenting! Interested in learning more about business? Then just visit Waters Business Consulting Group.