Business
Live-To-Work Is Back And It May Cost You A Great Fortune

Since 2009, I’ve been writing about the importance of working to live—accumulating wealth to achieve financial independence and freedom ASAP. But despite years of advocating for this lifestyle, I’ve come to realize that convincing people remains an uphill battle. Instead, I now have proof that live-to-work is back and stronger than ever!
“Live to work” describes a mindset where a person’s life revolves primarily around their career or job. People who “live to work” often prioritize their work above personal interests, relationships, or leisure. Their identity and self-worth may be closely tied to their professional achievements and productivity.
I understand the importance of “living to work” when you first graduate from school. Building a career and establishing financial security often require dedication and long hours. However, there comes a point when we need to decide what truly matters and when enough is enough. Otherwise, we risk looking back with regret, wishing we had the courage to prioritize our happiness and live life on our own terms.
Table of Contents
My Start Of Wanting To Work To Live
A couple of years before retiring from finance in 2012, my wife and I were rushing through Venice, Italy when an older couple stopped us and said, “Take it slow and look around. There’s no hurry to get to where you’re going.” At first, I was surprised, but then I realized they were right. We were speed-walking through the city like New Yorkers in Midtown Manhattan.
When I finally built up the courage to negotiate a severance and leave my job, I spent late mornings sitting in Golden Gate Park, reading a book or simply enjoying the moment. It was a wonderful feeling—not having to endure rush-hour traffic just to sit in meetings all day. Even though I earned 85% less in my first year of retirement, I was happier because I was free.
At last, I could finally enjoy the public parks and services my six-figure tax bills had been paying for over the past decade. It felt good to break free from the live-to-work mentality—the relentless pursuit of more money and greater status. In retrospect, it was weird to let go at 34, but I don’t regret it at 47 today.
Work-to-Live (FIRE) Is Getting Pushed Aside Again
I shouldn’t be too surprised that the work-to-live philosophy is fading again. After all, I wrote the post Why Early Retirement/FIRE Is Becoming Obsolete, which argued that increased workplace flexibility had reduced the urgency to retire early. If I only had to go into the office 2-3 days a week, I likely would have worked at least five years longer.
Just last week, I played pickleball from 2 – 3:45 PM with someone who works at Uber. He told me his company only requires employees to be in the office on Tuesdays and Thursdays, giving him a four-day weekend. This season, he’s been skiing in Lake Tahoe almost every week. On Fridays and Mondays, he takes video meetings until about 11 AM, gets in six runs on the slopes from 11:30 AM to 1 PM, and then logs back in for work.
Spending time on the pickleball and tennis courts led me to believe that more people were embracing flexible work. However, meeting a few individuals with relaxed schedules is one thing—seeing how people spend their money is another. And from what I’ve observed, the most serious professionals—the ones living to work—are actually doubling down on work post pandemic.
The reality is that most of my midday pickleball partners fall into two groups: people in their 20s and those over 50. The younger crowd are all renters without kids, while the older group either runs their own businesses, has a working spouse, or lives frugally on government assistance.
Proof That Live-to-Work Is Back And Stronger Than Ever
One of the best things to come out of the pandemic was widespread remote work. Beyond eliminating commutes and unnecessary face time, it also allowed people to save on housing costs by moving farther from city centers. This trend is one of the reasons why I’ve been investing in heartland real estate since 2016.
In San Francisco, you can save 40%–60% on rent or home prices just by moving 3–5 miles west. During the pandemic, thousands relocated to entirely different cities to cut costs. Personally, I advocate for less drastic measures—relocating within your city to reduce expenses while keeping the same salary, professional network, and school district for your kids.
But what shocked me recently was seeing two homes with no views sell for well above asking prices on San Francisco’s growing west side. They sold for more than the homes available with ocean views. I had toured both properties extensively and estimated their final selling prices. I do this for every property I visit to keep my pricing forecast skills sharp.
For context, I’m bullish on San Francisco real estate, particularly due to the growth of artificial intelligence. I’m especially optimistic about the city’s west side, driven by new schools, property developments, and the $4 billion UCSF Parnassus medical center remodel, which will add over 1,400 new jobs.
I think these two homes are great—I’m just surprised they sold for so much more than my estimates, when you can buy nicer homes with views just 0.5 – 1 miles away, for less.
Example #1: XX Madrone Avenue, San Francisco, CA
This fully remodeled 3-bedroom, 3.5-bathroom, 2,836-square-foot home in the West Portal neighborhood sold for $3,125,000 in April 2024. Given my positive stance on west-side San Francisco real estate, I projected a 4% appreciation in 2025, bringing its estimated value to $3,250,000.
It was re-listed in 2025 at $2,495,000 to generate interest—similar to its 2024 strategy when it was listed at the same price and ultimately sold for $3,125,000. However, I doubted it would go $750,000 over asking again. That is a scary amount of money and percentage to overbid.
I was wrong. The home sold for $3,435,000—10% higher than its 2024 price, and $393,799 over Redfin’s estimate.

Why I Had My Doubts It Would Seel For So Much
The home’s biggest selling point, according to real estate agents, was its proximity to the MUNI station. A five-minute walk to the train, an eight-minute wait, a 15-minute ride, and you’re in downtown San Francisco.
But I debated this logic with my real estate agent. “Why would someone pay a huge premium for a home just to have a short commute to work under fluorescent lights for 8-10 hours a day? Sounds like torture. By paying that housing premium, they’re locking themselves into working even harder to afford it.”
Her response? “What if they have to go into the office?” Good point. That ended the debate because it reminded me that I’m in this FIRE bubble where I refuse to work longer than I have to. Only a minority of people are personal finance enthusiasts, whereas the vast majority of readers of Financial Samurai are.
Example #2: XXX Forest Side Avenue, San Francisco, CA
A single example isn’t enough to declare a trend for the new year, but then I came across another. This 3-bedroom, 3-bathroom home, 2,230 sqft (600 square feet smaller than the first), was somewhat move-in ready, though its remodel was 25–30 years old. So it didn’t feel nearly as luxurious as the first home. In fact, I would want to spend $100,000 – $200,000 remodeling it.
It was also listed at $2,495,000, and I estimated it would sell for about $2.8 million. Again, I was wrong. It sold for $3,039,159—over $359,000 above Redfin’s estimate, or $1,362/sqft. Never would I have guessed the home would get over $3 million.
Why the premium? A slight skyline view from the main bedroom and a seven-minute walk to the MUNI station instead of five. In a previous post, I mentioned that owning a home within walking distance of everything isn’t always ideal due to noise and other disturbances. Being one block farther from the MUNI station, shops, and restaurants may have made this home slightly more desirable to buyers.
Once again, real estate agents confirmed that all the buyers were families prioritizing proximity to public transportation. Live-to-work strikes again! You could buy a 300 sqft larger, fully remodeled home with ocean views for 10% less.
Clearly, my advice for people to find more affordable homes a bit farther from work seems to be failing. And don’t worry, I have plenty more examples besides these two that show how working to live is back.

The Live-to-Work Cycle Will Drive Home Prices Higher
I’m not saying these homebuyers are obsessed with work—many simply need to be in the office daily. Their locations are convenient—close to downtown, near transit hubs, and within walking distance of shops and restaurants. Again, these are great homes in a nice neighborhood.
But the reality is that the need to work fuels demand for homes near offices and public transportation, driving prices higher. And as home prices climb, more people find themselves working more just to afford them. Remember, higher home prices means more maintenance, insurance, and property taxes to pay for.
This cycle won’t break anytime soon, despite the personal finance community’s best efforts to encourage more affordable living arrangements. There’s simply too much pressure to earn more and grow social status.
Maybe High Income Households Struggle On Purpose
There are also people who willingly endure a 45-minute commute each way to drop off their kids at school—for the next 8 to 12 years—simply because they refuse to give up the status of their current neighborhood. Instead of moving closer and cutting the drive down to under 10 minutes, they stay put because they don’t think the new area is “fancy” enough.
Financial independence is about creating options, yet we’re seeing a shift back toward working harder just to sustain an expensive lifestyle. On top of paying a premium to live closer to work, many families in big cities want to send their kids to private school, which can easily cost between $20,000 and $70,000 per year per child. Add on a car or two, vacations, fine dining, and supplemental lessons for their kids, and even households making $500,000+ a year are just scraping by.
Such households aren’t being irrational—they’re choosing to pay because they believe the benefits are worth it. In other words, there’s no need to feel sorry for them because they can change their situation if they choose. With the help of ProjectionLab, we conducted a case study showing how a $500,000/year household went from struggling to being able to retire early.
How Many More Years Will You Have to Work To Pay For A More Expensive Home?
If you have a million-dollar mindset, saving $1 million on a home equates to ~$42,000 per year in risk-free income—or potentially $100,000 per year if invested at a 10% return. Personally, I’d much rather save $1 million and live half a mile farther away on the MUNI line with a slightly longer commute than be forced to work many more years just to afford my home.
Let’s run the numbers. Say you have a $600,000 household income—the minimum I’d recommend for comfortably affording a $3 million home (5X income, though ideally, it should be 3X). But instead of opting for a $2 million home just one mile farther, you buy the more expensive one because it feels more prestigious and convenient.
Now, let’s assume you’re a disciplined saver, putting away 10% of your gross income, or $60,000 a year. That’s about 14% of your after-tax income of $420,000 (assuming a 30% effective tax rate). With a 5% compound annual return, it will take you 12 years to save $1 million. Holy moly!
Are you telling me you’d rather work 12 more years just to live slightly closer to work, rather than buy a similar home a bit farther away for less and not have to work for 12 extra years? That’s a trade-off I wouldn’t make.
A More Aggressive Saver Can Sacrifice Less Time
OK, fine. Maybe a 10% gross savings rate is too low for a $600,000 household income earner. Let’s say you’re an exceptional saver, setting aside $180,000 a year (30% of gross, 43% of net income). You are reading Financial Samurai, after all.
Even then, choosing the $3 million home over the $2 million option means working five extra years—assuming a 5% annual return. And if you’re middle-aged, those five years are way more costly than in your 20s. Again, my answer is a hard no!
If you’re focused on the absolute dollar value of homes, try shifting your perspective. Think in percentages instead. Paying 50% more for a slightly shorter commute may not be worth it.
I have written in the past about how a big expensive home can derail your path to financial freedom. However, I don’t think many people really care until it’s too late. Do the math please.
The Live-to-Work Mindset Perpetuates Itself
While some maximize work flexibility, others are paying top dollar to ensure they can keep working. Ironically, this live-to-work cycle benefits those who participate in it, as continued demand drives home prices even higher. If you buy into this mindset, the best thing you can do is encourage others to do the same—because that will increase the odds of selling your home for a big profit down the road.
But if you’re still in the wealth accumulation phase or are miserable, take a step back and ask yourself: Are you working to live, or living to work? Because if you’re not careful, lifestyle inflation might trap you in the latter—without you even realizing it.
Readers, why do we choose unenjoyable work over experiencing freedom sooner? Do people not run the numbers and realize how the pursuit of a fancy home and status keeps them trapped in a work cycle for far longer than necessary? Do you think the live-to-work mentality is back? How can we encourage people to stop following the herd and consider alternative lifestyles?
For new readers: I lived to work for 13 years in investment banking. I bought the nice house in a fancy neighborhood, which only pressured me to work harder to afford my bills. Eventually, I decided to downsize to a smaller, more affordable home because I wanted to live more. Although I lost prestige, status, and money, I gained something far more valuable—freedom.
Let Professionals Invest In Real Estate For You
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If you don’t want to live to work forever, you must save aggressively and invest wisely. Real estate is my favorite asset class for building wealth because of its utility, income potential, and relative stability. The powerful combination of rental income and property appreciation makes it one of the best ways for the average person to grow wealth over time.
I’ve personally invested $300,000 with Fundrise to generate more passive income. The investment minimum is only $10, so it’s easy for anybody to dollar-cost average in and build exposure. Fundrise is a long-time sponsor of FS.
Change Your Life For The Better
If you want to build more wealth than 93% of Americans, order a copy of my new book, Millionaire Milestones: Simple Steps to Seven Figures. With over 30 years of finance experience, I’ll help you achieve financial freedom sooner, so you can break free and do more of what you truly want!

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A blog which focuses on business, Networth, Technology, Entrepreneurship, Self Improvement, Celebrities, Top Lists, Travelling, Health, and lifestyle. A source that provides you with each and every top piece of information about the world. We cover various different topics.
Business
5 Reasons Businesses Should Track Consumer Spending Habits

Opinions expressed by Entrepreneur contributors are their own.
Consumer spending is one of the most important metrics for any industry — yet all too often, businesses fail to track it effectively. But understanding how your target audience is spending their money and why can be critical for your business planning and activities.
Tracking consumer spending habits can provide a wide range of critical insights that will enable you to increase your own profit margins and ensure that your brand is positioned to best appeal to its audience.
Related: How to Grow Your Business When Customer Behaviors Change
Table of Contents
1. Understand customer preferences
At the foundational level, tracking consumer spending is essential if you wish to have a better understanding of your customers’ shopping preferences and behaviors. What is the average number of items customers purchase in a single transaction? What is the average value of each order? What products are bought together?
Consistently analyzing these and other spending trends among your customer base can help you identify more effective strategies for marketing, such as offering complementary products.
Amazon is perhaps the ultimate case study of leveraging consumer spending habits to fully understand — and capitalize on — customer preferences. The company’s algorithms notably draw on data points like the products a customer has purchased and rated, and then use that information to recommend similar or complementary products. By leveraging data to gain an in-depth understanding of customer preferences, Amazon has become the retail giant it is today.
2. Personalize your marketing
Tracking customer spending habits can be a valuable resource for personalizing your marketing efforts. The rise of generative AI, in particular, is believed to have significant potential in streamlining marketing personalization for brands big and small — but for this personalization to be effective, you need to supply it with good data.
Tracking individual customer spending helps you identify what types of products a particular customer likes and which related products or services would be the most appealing to them. According to McKinsey, 71% of customers now expect personalized interactions based on this type of information — and even more telling, 76% are disappointed when they don’t get it.
Tracking spending provides the information you need to ensure personalized messaging hits the mark. In fact, 70% of companies with an advanced personalization strategy report a return on investment of 200% or more.
Related: 3 Ways to Personalize Your Marketing for Higher Engagement
3. Predict and prepare for market trends
In addition to improving marketing outcomes on an individual level, looking at the big picture of customer spending can also help your business prepare for and adapt to wider market trends.
For example, according to research conducted by Faye, the top travel trends that Americans plan to spend money on in 2025 include solo traveling (26%), “low season” or off-peak travel (24%), destination “dupes” that are similar to but cheaper than larger tourist destinations (20%) and sports tourism (15%).
For Faye, as a travel-related business, understanding how customers plan to spend money regarding their travel plans can provide critical information that can then influence marketing plans and timed service offerings. In any industry, becoming more aware of wider market trends is critical for staying ahead of competitors and avoiding major downturns.
4. Improve your products or services
Customer feedback is one of the best ways that businesses can get insights into how their target audience views their products or services. While customers may sometimes be willing to write a review or contact customer support, their spending data can also give your team crucial insights into the appeal and viability of a particular product or service.
For example, you might discover that a product that was once a major sales driver for your brand has seen significant declines over time. This data doesn’t exist in a vacuum — it could stem from seasonal or macroeconomic trends. But it could also serve as an indicator that your competitors have begun to offer something more appealing.
Tracking customer spending can become an important first step in identifying when there is a need (or opportunity) to make adjustments and improvements to your existing products and services.
5. Improve retention rates
It’s one of the most commonly repeated data points in all of business — increasing customer retention by just 5% can increase your company’s profits by 25% to 95%. This is largely because it can cost five to 25 times more to acquire a new customer than to retain an existing customer.
Each of the previously mentioned reasons to track customer spending will have a significant impact on your customer retention rates. By better understanding overarching preferences, personalizing marketing to individual customers, gaining insights into market trends and optimizing your products, you create an environment where customers are more likely to stick with you in the long run.
As you make the most of spending insights to optimize your operations and increase your efficiency, you’ll improve customer satisfaction and retention, which will also give your profit margin a much-needed boost.
Related: 3 Pillars of Client Retention Every Brand Needs to Implement
There are many ways you can gain greater insights into customer spending habits. Whether leveraging readily available data from your own website and sales platforms, conducting surveys of your target audience or utilizing third-party data, you can gain the necessary insights to adjust your operations and become more profitable. Making the necessary investments to better track and analyze customer spending will more than pay for itself in the long run.

A blog which focuses on business, Networth, Technology, Entrepreneurship, Self Improvement, Celebrities, Top Lists, Travelling, Health, and lifestyle. A source that provides you with each and every top piece of information about the world. We cover various different topics.
Business
The Last Mile Is Where Success Is Made: Always Close The Loop

In 1997, Gary Winnick founded Global Crossing, a company with the bold vision of laying undersea fiber-optic cables to build a global IP-based telecommunications network. It was a massive infrastructure play, designed to form the core transport layer for the internet, connecting data centers and network hubs worldwide.
But as visionary as the plan was, none of it mattered without one crucial component: the last mile. That final connection to consumers and businesses determined whether the network could fulfill its promise.
Global Crossing became one of the most hyped companies during the dot-com boom, peaking at a $47 billion market capitalization. The demand for internet bandwidth surged – just as predicted. But by 2001, the bubble burst. The company had overbuilt its capacity and couldn’t generate enough revenue to cover its debts. In January 2002, it filed for bankruptcy with $12.4 billion in liabilities.
The lesson? You can be early and even right, but if you don’t complete the journey, the opportunity slips away. As growth investors, it’s a reminder to take some profits when excitement runs high. Not every rocket ship reaches the moon.
Ah, those were the days. I was trading tech and internet stocks on the 49th floor of 1 New York Plaza like a man possessed. Such a career-limiting move in retrospect! I even traded GBLX but can’t recall whether I made or lost money (probably lost).
Table of Contents
Why Completing the Last Mile Is Everything
If there’s one mantra my wife is tired of hearing, it’s this: Finish the last mile. Looking back, I didn’t fully appreciate how much Global Crossing’s rise and fall shaped the way I operate today.
When you no longer have a steady paycheck—as I haven’t since leaving my finance job in 2012—there’s no one to catch you if you slip. No meetings? Fantastic! But also, no paycheck or no accomplishment. Everything depends on your ability to follow through.
In contrast, as an employee, you could take two weeks off and still get paid. At large companies, your absence might barely register if you take a three-month sabbatical. But when you’re on your own—whether as a retiree, entrepreneur, or solopreneur—the last mile is all on you.
Without finishing the final leg, all the planning, effort, and setup amounts to nothing.
A Recent Missed Last Mile That Still Bothers Me
I’m sharing this story because I dropped the ball, and I want to be accountable.
As part of promoting Millionaire Milestones: Simple Steps To Seven Figures, I offered readers a unique chance for a 1-on-1 financial consultation. The promotion: buy 55 hard copies at a bulk discount, which would total roughly 40% less than my normal consulting rate, and in return, get a personalized session. Clients could gift the books, and I’d get to help someone directly. Even though I’d make no money, it’s still a win-win.
This promotion ends May 10 and won’t return until my next book drops in late 2027 or mid-2028. If you’re interested, you can fill out the short form at the end of this page.
One client accepted the offer. We exchanged emails, and he filled out the onboarding questionnaire. I reviewed his info, and he proposed a date and time. I mentally confirmed, opened my calendar, created a Google Meet invite, wrote a note about looking forward to the call… and that was it.
Unfortunately, I forgot to actually send the calendar invite!
Off we went on a five-night Tahoe ski trip. I even took a few consulting calls during downtime and returned feeling recharged. But I didn’t realize until the following Thursday morning that I had never confirmed the meeting with him.
There was no email, no invite sent. Just silence on my end, with the belief I had a call lined up all along as it was it my calendar.
When I finally responded and sent the calendar invite at 7 a.m. Thursday morning, it was too late. His day had filled up. Worse, his last email to me was 11 days ago. Imagine paying for 55 books and then hearing nothing in return. I felt terrible. My bad!
Why I’m Now Bad at Meetings (And What I’m Doing About It)
In my finance days (1999–2012), meetings were everything. When helping IPO candidates pitch to clients, I’d sometimes attend 7–8 meetings in a single day. Being punctual and prepared wasn’t optional, it was expected. I’d also often meet with clients for meals or drinks. There was no way I could ghost them if I wanted to build a relationship.
But now? I average maybe one business-related meeting a week. I limit consulting to two sessions per month to protect my freedom and energy. That’s why you won’t even find my consulting page unless you search for it. If it were easily discoverable, my lifestyle would decline because demand is overwhelming.
The result? My “meeting muscle” has atrophied. Sometimes I forget appointments that are in my calendar. Alerts pop up, and I’ll still mentally dismiss them, as if they were invisible. Since 2012, my brain has been rewired to operate on my schedule, not someone else’s.
So here’s what I’ve started doing:
- Check my calendar every morning
- Set two alarms for every meeting: 30 minutes before and 5 minutes before
Why two alarms? Because I’ve missed meetings before after the 30-minute one goes off. Oh boy… the rewiring for meetings takes time.
Success Comes From Closing the Loop
You can brainstorm, plan, and prepare endlessly, but if you don’t complete the final step, none of it matters. The last mile is where results happen. Here are some common examples:
1. Job Hunting
Plan: Build a resume, research companies
Miss: Never apply or skip interviews out of fear
Result: No job, no progress, no money
2. Fitness Goals
Plan: Buy gear, get a trainer
Miss: Don’t go consistently
Result: No transformation
3. Starting a Business
Plan: Build a site, secure funding
Miss: Never launch
Result: No customers, no revenue
4. Writing a Book
Plan: Draft 90%, revise
Miss: Never reach out to agents, never get published
Result: Zero readers, zero impact
5. Investing
Plan: Do research, understand the risks and rewards
Miss: Never invest
Result: Money stays idle, slowing lagging behind inflation as your peers get richer
6. Education
Plan: Pass exams, attend class when you’re not hungover
Miss: Only attend for three years and drop out to start a band
Result: No degree and $60,000 of student loan debt
7. Relationships
Plan: Came up with a witty opening line to reach out
Miss: Never call, meet up, or send the message
Result: Missed connection, no joy, no love, no children, only more loneliness
8. Financial Planning
Plan: Create strategy, hire a financial professional, or take advantage of my promotion
Miss: Don’t implement
Result: Great plan, no results, and being filled with regret when you’re 65
The Finish Line Is Where the Magic Happens
We all know people who start with incredible energy but never follow through. I’ve been guilty of that more times than I’d like to admit. But here’s the truth: the real value, the growth, the reward—it all lives in the last mile.
Whether you’re building a business, planning for retirement, or simply trying to keep your promises: finish the last mile. The world rewards follow-through.
Readers, are there things you’ve started but didn’t complete that crucial last mile? If so, what held you back?
Sometimes, not finishing is a sign it’s time to move on—and quitting can actually be the smarter choice if progress has stalled. Do you have any examples where walking away turned out to be the better decision?
A realization after the fact: After a 10-minute sit-down with my wife at the dining table, she helped me realize a couple of things. First, the client I forgot to send the invite to had never actually ordered the 55 books—which is huge! That made me feel a lot less bad about forgetting to send the calendar invite. Second, the client could have followed up too after several days. Communication goes both ways.
Order A Copy Of Millionaire Milestones Today
Huge thanks to everyone who’s pre-ordered a hard copy of Millionaire Milestones: Simple Steps to Seven Figures so far. From what I see, Amazon currently offers the best price with a lowest price guarantee.
This book is my attempt at writing a modern-day version of the classic The Millionaire Next Door. Times have changed, and so have the many different ways to achieve millionaire status.

Unfortunately, thanks to inflation, $3+ million is quickly becoming the new $1 million—and by the end of this decade, $5 million might take that title. Without proper saving, investing, and calculated risk-taking, building outsized wealth is only getting harder.
Lucky for us, we have the knowledge and resources to outperform. I wrote this book to help you achieve financial independence sooner, so you can live life on your terms. I hope you enjoy the read!

A blog which focuses on business, Networth, Technology, Entrepreneurship, Self Improvement, Celebrities, Top Lists, Travelling, Health, and lifestyle. A source that provides you with each and every top piece of information about the world. We cover various different topics.
Business
5 ‘Boring’ Processes That Can Transform Your Small Business

Opinions expressed by Entrepreneur contributors are their own.
Big tech companies and small businesses face the same basic problems. They both need to understand their customers, manage costs and watch competitors. However, tech companies tackle these challenges with processes that most small businesses never implement.
I’ve spent years understanding both worlds, and I promise you: These five tech practices are worth stealing. They don’t require fancy software or a huge team. Just consistency.
Related: How Inefficient Processes Are Hurting Your Company
Table of Contents
Understanding your customer persona and “jobs-to-be-done”
Tech companies and successful large corporations strive to understand their customers well. It’s much more nuanced than “we serve young professionals” or “the people in this neighborhood.”
Let’s take Starbucks as an example. They don’t just sell coffee to “coffee drinkers.” They have distinct customer personas: the rushed morning commuter who values speed above all, the remote worker camping out for hours (who probably should be paying rent, honestly) and the social meetup crowd treating the café as a gathering spot. Each persona drives different decisions on how their stores are set up and operated.
The key is understanding what job your customers are “hiring” you to do. Nobody buys a quarter-inch drill because they want a quarter-inch drill. They want a quarter-inch hole. Maybe they are first-time home-owners who are hanging shelves. Maybe they are woodworking hobbyists building a birdhouse. These are both different jobs to be done, an industry standard framework by Clayton M. Christensen.
It’s why Apple doesn’t sell “smartphones with good cameras.” They sell the ability to capture your child’s first steps in stunning clarity. The job to be done isn’t “own technology.” It’s “preserve memories.”
What job is your customer hiring you to do? Figure that out, and you’ll see opportunities your competitors miss entirely.
You’re leaking customers and don’t even know it
Product managers and tech companies obsess over retention. If your customers don’t come back, they probably don’t find your product valuable, and the company does not have product-market fit. Even if you acquire a lot of customers now, you will eventually lose them and churn through the market to oblivion.
You don’t need fancy systems for this. Just make a spreadsheet and start tracking. How many customers from last year still buy from you today? If that number makes you wince, you have a churn problem.
Your spreadsheet can track the purchase history of all customers. When do customers typically vanish? Three months in? After five purchases? Now, try to understand the reason behind it. Did they stop liking the product or service, find a cheaper alternative or just forget? If you email or call a couple of people to ask, you will have the answer.
Your existing customers believed in you enough to give you a shot. Understand their problems and make them loyal fans.
Related: 3 Pillars of Client Retention Every Brand Needs to Implement
Know your costs
Unit economics is the magic math that lets corporations grow large and become profitable. What does it cost the business for each thing sold? Small businesses often track overall expenses but forget to attribute them to individual products and services.
Let’s think about your neighborhood sandwich shop. If the supplying bakery raised its prices by 10%, what does it mean for each sandwich’s margins on the menu? Are they still profitable, and by how much?
Tracking costs in detail can be hard and tedious. It’s not just materials but also the labor costs, transaction fees, packaging and so on. However, not knowing detailed costs is a missed opportunity at best and dangerous at worst. You could be losing money on some items while others subsidize them. Or worse, your apparent “best seller” might be bleeding you dry while a humble side offering quietly delivers all your actual profits.
Create a spreadsheet today. List every product and service. Assign all costs and make sure to include everything. Update it when your costs change. I guarantee you’ll find surprises that will change what you sell or how much you sell it for.
Learn from your competition
Go down the street and try your competition. In a new city? Go to the store in the same business as you. Yes, actually pay for something. What works? What’s frustrating? How’s the service? How does it compare?
This introduces you to brand-new approaches to doing things. You can learn from what others are doing well and avoid their mistakes.
Maintain a shared document where your team can add insights regularly. Make this part of your culture, not an occasional panic response if sales dip.
Your personal board of directors
Silicon Valley startups assemble advisory boards featuring industry veterans, subject-matter experts and been-there-done-that entrepreneurs. Small business owners often try to figure out everything themselves, occasionally consulting with an accountant who’s juggling 200 other clients.
Your advisors shouldn’t just be friends who validate your ideas. You need people who will challenge your thinking, identify blind spots and connect you to opportunities. You need expertise you don’t have.
You don’t need to offer equity like tech companies. A lot of professionals will advise you for reasonable fees. Sometimes, retired or later-in-career veterans in the business will guide you just for the intellectual challenge of a new problem. Remember to formalize the relationship and talk to them regularly.
Related: How to Build an Advisory Board That Drives Startup Success
These practices all share one quality: They complement gut feelings with systematic processes. Your instincts still matter because you know your business intimately — but these systems catch what instincts miss.
As a small business owner, you’re already more nimble than large corporations. Add their systematic processes to your operation, and you’ll become truly dangerous.

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