6 Questions Every Smart Small Business Owner Asks

June 24, 2025

(Your success may depend on how honestly you answer these)

When you want to get to know someone better and have a great conversation, what do you do?


You ask them questions, of course. Questions get the conversation started and they show you have an interest in the person you’re speaking with.


The same is true of your business.


Asking and answering questions about the operation of your business can increase your efficiency and knowledge. By taking the time to perform a self-audit, you will get to know your business and process better and that means greater alignment with the needs of your target audience.


Get to Know Your Business with These Questions


When you first start your business, you probably stitched it all together on the fly in the least expensive way you could. After all, most of us aren’t backed by angel investors from the start. We cut corners to get going, to make things happen. It’s fine in the beginning. Bootstrapping is nothing to be ashamed of. But it can leave you at a long-term disadvantage.


That’s why at some point in the growth of your company, you need to ask yourself:


What Am I Proud of?

Questioning what you’re most proud of in your business can help you get to the root of your business story. Your story can help you connect with your target audience and increase your revenue. Take some time to think about how and why you help and what makes you beam with pride. Then incorporate that into your marketing.



What Do I Feel Ashamed Of?

Conversely, it’s important to know where you think your weaknesses are. If you’re ashamed of something that means you don’t feel like you’re doing your best and putting forth your best effort. Why is that? Is it because you’re not the best person suited for that activity or responsibility? Now that you’ve built your business, could someone else be doing that?


What Feels Clunky or Delayed?

When you talk to other businesses, watch videos on the subject, or hear others describe their operations, is there something that feels behind the times in your business? Could something run smoother or be more efficient? Don’t ask yourself how you would do it, just note the specific things that could make a difference. Look for the friction in your operations, administration, and/or sales process.


What’s Still Manual That Shouldn’t Be?

Tech has come a long way in the past five years. If you’re still using the same tools you did in 2020, it may be time for a revamp. Conversely, if there’s something you’re doing manually that takes a lot of time and coordination, find out if it can be streamlined with new technology. Chances are it can.


What Do You Hate Doing?

Is there something you hate doing in your business? Why is that? Again, is it competency, time, or resources? Maybe you hate invoicing, for instance, because you don’t see yourself as detail oriented and that’s a role where it’s required. You’re probably right. Get someone else to do it. Maybe you hate doing the books, but you have to be the one to do it. Look into ways that would make it more enjoyable for you such as using dictation.


What Bad Reviews Are You Getting?

Is there something in your operation that everyone hates? Are most of your imperfect reviews about the same thing? If so, it sounds like there’s a sticking point in your process. How can you remedy it so that you and your customers will be happier?


Like relationships, and items for that matter, it’s necessary to revisit the way things work periodically and ensure they’re functioning at their highest levels. Without occasional introspection and examination, your business could wither. Before you make sweeping change, asking yourself these simple questions can help you prioritize the change that is most needed and most likely to yield the best results.



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Christina Metcalf is a writer and women’s speaker who believes in the power of story. She works with small businesses, chambers of commerce, and business professionals who want to make an impression and grow a loyal customer/member base. She is the author of The Glinda Principle, rediscovering the magic within.

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Medium: @christinametcalf

Facebook: @tellyourstorygetemtalking

Instagram: @christinametcalfauthor

LinkedIn: @christinagsmith

August 4, 2025
When you’re building a small business, it’s easy to focus on the day-to-day grind—inventory, customer service, cash flow, and that never-ending inbox.
July 28, 2025
Attracting new customers is important, but building loyalty is where long-term success happens. Loyal customers spend more, visit more often, and refer others. According to business.com, they spend 67% more than first-time customers. Cultivating that loyalty takes more than just great service. It takes creativity, consistency, and value-driven engagement. Whether you run a retail store, restaurant, gym, salon, or professional service firm, there are many inventive ways to reward loyal customers and turn them into your best advocates. Rewards Programs One loyalty tactic that has been around long before the internet is a simple rewards program. Punch cards are a timeless option because they work. Whether it’s “buy 9 coffees, get the 10th free,” or “get a free appetizer after five lunch visits,” customers love a visible, tangible progress tracker. For businesses that want to modernize the concept, there are plenty of easy-to-use digital punch card apps that eliminate the need for physical cards while still offering the same satisfaction of reaching a goal. Reusable Loyalty Product If your business sells products or services that people buy frequently, consider creating a reusable loyalty item. You probably have visited a coffee shop that offers branded refillable cups where customers get discounted drinks every time they bring the cup. Smoothie and juice bars can use the same concept. This approach is environmentally friendly and encourages repeat visits. Plus, it serves as mobile advertising when customers carry your branded cup around town. Not selling food or drinks? That’s okay. Sell merch for your business and every time someone wears it into your establishment, give them a small discount for “being a fan.” Off-season Rewards For businesses that rely on seasonal sales, loyalty programs can reward off-season engagement. A clothing boutique might offer a VIP summer sale to top customers who shopped consistently during the slower winter months. A lawn care company could provide early-bird discounts in the spring to clients who stayed on board through the fall. AC companies can offer a “head start on summer” discount for customers who book before the hot season. This tactic keeps customers connected during quiet periods and evens out your sales cycle. Add-ons Service businesses have equally creative options for rewarding loyalty. Salons and spas can offer free add-ons after a certain number of visits, think a complimentary scalp massage, a product sample, or a mini facial upgrade. Gyms and fitness studios could give loyal members branded merchandise like water bottles or workout towels, or even a free guest pass to bring a friend. Pet groomers might reward frequent clients with a free pet treat or small grooming upgrade, creating small moments of surprise and delight. Members-only Members-only programs in businesses are catching on as many businesses have found out that customers are willing to pay a small yearly (or monthly) fee to have access to specials, discounts, or secret sales. Restaurants can mix it up by offering special menu items only available to loyalty members, or hosting an exclusive monthly “members-only” happy hour. Similarly, bars and breweries can roll out a mug club, where members pay a small fee for their own glass or mug and receive larger pours or discounted drinks throughout the year. These kinds of programs tap into a sense of belonging and exclusivity, making customers feel like insiders. Personalization and Appreciation Knowing what your customers want is key to creating loyalty. Reward loyalty through early access to sales (or new rollouts), VIP shopping nights, or birthday discounts. Add a personal touch by tracking customer preferences and offering tailored discounts (like a favorite brand or product) based on purchase history. Offer “surprise boxes” or curated gift packages for your most loyal customers during the holidays, adding a layer of appreciation that goes beyond standard sales promotions. Rewarding Referrals Professional services, like accounting firms, law offices, or real estate agencies, can create loyalty by rewarding client referrals and repeat business. For example, a tax preparation firm could offer returning clients a discount or bonus service (you can make this date capped so that people will use the discount sooner and not during your busy season), such as a free mid-year financial check-in. Real estate agents can send home anniversary gifts, calendars, or cards to clients who purchased a home through them, staying top of mind long after the sale is complete. Competition Another fun idea is incorporating competition into loyalty efforts. Consider what action you want your customers to take. Businesses can set up friendly challenges, such as a “Top Referrer” program where the customer who refers the most friends in a quarter wins a bigger prize. Fitness studios might run “most classes attended” contests with tiered rewards. Offices or coworking spaces can offer contests for checking in, using conference rooms, or attending events. Bookstores can offer “readers’ rewards” with discounts after a set number of purchases, or host exclusive book clubs. Florists can reward repeat customers with a complimentary bouquet after multiple orders or surprise them with a small arrangement during their birthday month. The point of any loyalty program is to make your customers feel seen and appreciated. This needn’t be costly. A simple handwritten thank you card, a surprise discount, or a personalized acknowledgment goes a long way in an age where much of business is automated. Loyalty grows when customers know you value their business and reward their commitment in meaningful ways. As the holiday season approaches, it’s a great time to launch or refresh your loyalty program. Contact the chamber and let them know about your promotional ideas. Networking opportunities provide you an additional platform from which to share your loyalty strategies with the community. Building loyalty is more than a marketing tactic. It’s an investment in long-term relationships that fuel sustained business growth and help you stand out from your competition. ------ Christina Metcalf is a writer and women’s speaker who believes in the power of story. She works with small businesses, chambers of commerce, and business professionals who want to make an impression and grow a loyal customer/member base. She is the author of The Glinda Principle , rediscovering the magic within. _______________________________________ Medium: @christinametcalf Facebook: @tellyourstorygetemtalking Instagram: @christinametcalfauthor LinkedIn: @christinagsmith
July 28, 2025
Growth shouldn’t come at the cost of trust. Your best offers align with your values. Ethical, high-value offers strengthen customer loyalty and long-term revenue. The best sales strategy? Solving real problems for the right people, not selling everything to everyone. Design offers you would recommend to your best friend. That is the standard for lasting success. 580 words ~ 3 min. read Revenue and reputation are deeply linked. Too many businesses chase short-term gains at the expense of long-term trust. The most successful leaders understand that growth built on misaligned offers, services or products that don’t truly serve customers, eventually backfires. Customers can sense when a business values sales over solutions, and trust once lost is nearly impossible to rebuild. Building offers you’re proud to sell means aligning profit with purpose. When you design services or products that genuinely solve problems for the people you serve, you not only drive revenue but also strengthen your brand’s credibility. Customers who feel understood and respected are far more likely to become repeat buyers, refer others, and advocate for your business. The Alignment Test A simple way to evaluate your offers is to ask yourself: Would I feel good recommending this to a friend or family member? If the answer is not a confident yes, it is time to revisit the structure, pricing, or positioning of your offer. Too many businesses overpromise, underdeliver, or add features customers don’t need just to justify higher prices. Instead, focus on creating offers that feel authentic, provide clear value, and are priced fairly for the transformation they deliver. Trust as a Growth Strategy Trust is more than a feel-good value. It is a competitive advantage. In markets crowded with choices, customers gravitate to businesses they believe in. That belief is earned when your offers consistently match or exceed expectations. Transparent pricing, honest marketing, and realistic promises are not just ethical. They are smart business. A disappointed customer might never complain to you, but they will share their experience with others. On the other hand, customers who trust you often become your strongest advocates. Word-of-mouth referrals remain one of the most powerful growth drivers, and they only happen when people feel good about recommending you. Designing High-Value, Ethical Offers Ethical selling does not mean undercharging or shying away from profit. In fact, premium pricing can be part of an ethical business strategy when your offer delivers exceptional value. The key is clarity. Communicate exactly what customers will receive, who it is best suited for, and how it will solve their problem. Businesses should regularly evaluate offers against three questions: Does this solve a real problem for my ideal customer? Does the price reflect both the value delivered and the effort required? Would I feel proud to stand behind this publicly and privately? If the answer is yes to all three, you are on solid ground.  The Bottom Line Revenue without regret is possible when you align what you sell with what you believe. Ethical, customer-focused offers build trust, deepen loyalty, and generate long-term profitability. The strongest businesses are not just chasing sales. They are building relationships, and that is the kind of growth that lasts. --- The Leavenworth-Lansing Area Chamber of Commerce is a private non-profit organization that aims to support the growth and development of local businesses and our regional economy. We strive to create content that not only educates but also fosters a sense of connection and collaboration among our readers. Join us as we explore topics such as economic development, networking opportunities, upcoming events, and success stories from our vibrant community. Our resources provide insights, advice, and news that are relevant to business owners, entrepreneurs, and community members alike. The Chamber has been granted license to publish this content provided by Chamber Today, a service of ChamberThink Strategies LLC.