The How of Business - How to start, run, grow and exit a small business.

How Addison LaBonte launched Sweet Addison's - a desert brand specializing in gluten-free and dairy-free cookies and brownies. Addison shares how she built an audience before launching her first product, bootstrapped without giving up equity, and grew her brand to seven figures in its first full year.
Show Notes Page: https://www.thehowofbusiness.com/623-addison-labonte-seven-figures/
Many entrepreneurs start with the product and hope the customers follow. Addison did it the other way around. She spent years building a following online and becoming a trusted authority. When she finally launched, she already had customers asking for her product. That approach isn't required, but as she puts it, "If you have it, you're going to get a jump start, for sure."
In this episode of The How of Business podcast, Henry Lopez is joined by Addison LaBonte to explore how she launched and grew Sweet Addison's. They cover audience building, an MVP launch, pricing, landing wholesale accounts, and the mental toll of the startup years.
Addison never expected to become an entrepreneur. She majored in mathematics, worked in finance, and planned to follow her mother into a CFO role. After college she was a Division One soccer player at the University of Maine.
While training for her first marathon she was diagnosed with compartment syndrome. Within three days of going gluten-free she could run normally again. She started the Instagram account Organically Addison to share what she learned, and then her "25 Days of Christmas Cookies" series went mega viral, and people all over the country started asking to buy her cookies.
She spent 2023 getting ready to launch. That September she was unexpectedly laid off, which she calls "the biggest blessing in disguise." She launched Sweet Addison's in January 2024 with one product: a chocolate chip cookie that took 27 recipe variations to get right. She took an MVP or iterative approach, listening to that feedback and then adjusting. Her audience asked for brownies, so she launched them in month three, and they quickly outsold the cookies.
Addison bootstrapped the business, still owns 100% of it, and has cash flowed from day one. She didn't write a business plan. She studied competitors' price per ounce and worked back from her cost of goods sold. Most of her wholesale accounts have come to her as inbound leads. For founders trying to get on shelves, her advice is to be "relational instead of transactional," and to remember that "no one is going to be a better salesperson than the founder."
The hardest part wasn't physical. It was the mental battle of 18-hour days, and there were months when she didn't even see the sun. What kept her going was taking the emphasis off herself and putting it on the customers she serves.
This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com

Getting started with Claude Code and agentic AI doesn't require a technical background, as Henry Lopez and applied AI specialist Colin Rhoades explain the shift from AI chatbots to AI agents that complete tasks for your small business.
Show Notes Page: https://www.thehowofbusiness.com/622-claude-code-agentic-ai/
You don't need a technical background, or to have ever written a line of code, to get started with agentic AI. Henry Lopez is joined again by his son-in-law Colin Rhoades, a corporate AI and data analytics specialist, for a primer on the shift from AI chatbots to AI agents that can actually get work done for your small business.
Most business owners have tried ChatGPT, Claude Chat, or Gemini by now, and those tools are genuinely useful.  But there's a newer, less familiar layer: Agentic AI, tools that don't just answer a question but go do the work to implement it. Understanding the difference, and knowing how to take the first step, matters right now, because the businesses that start experimenting are the ones that will get the leverage first.
Colin's analogy captures the shift well: chatbot AI is like having a very smart consultant or research assistant at your fingertips, while agentic AI is more like giving that consultant a desk, access to your tools, and an assignment to go do. An AI chat gives you answers. Agentic AI gets things done.
The clearest example in the episode is Henry's daughter Makena's business, Final Curtain Finishing, a needlepoint finishing service with a Shopify ecommerce site. Native Shopify isn't built for configured products, so the site needed custom HTML code. Makena has no coding background, but using ChatGPT and then Claude Code, she generated that code herself with plain English instructions. This was work that otherwise would have cost thousands of dollars in outside development. Now that Claude Code is connected directly to her Shopify account through a connector, it can read the site's configuration and make changes on its own based on her instructions.
That connection is the real unlock: Agentic AI plugged into or connected to your systems (a CRM, email, a Shopify store, QuickBooks) can do its own lookups and extracts instead of you exporting reports and pasting screenshots into a chat window. Colin saw this firsthand the first week he connected Claude Code to his company's CRM: the manual process of finding a report, exporting it, and cleaning the data disappeared, and he could go straight to deciding what the data meant.
But getting started doesn't mean diving in blind. Henry and Colin both stress starting with controlled access and a human in the loop, the same way you'd onboard a new employee, and expanding autonomy only as trust builds. As Colin put it, "the goal isn't AI can do everything, it's having an AI that you can trust to do one defined task well." And getting started is simpler than it sounds: pick one repetitive task you already understand, document it (even just by speaking it into Claude), and teach the AI that one process first.
This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com

Five common reasons not to start a small business yet, from escaping a bad boss to fearing sales, give aspiring entrepreneurs a readiness check before they quit their job and put their savings at risk.
Show Notes Page: https://www.thehowofbusiness.com/621-5-reasons-not-to-start/
Part of helping you start a small business is helping you decide if and when you should start one, and these five reasons not to start a small business yet will help you go in with your eyes wide open.
The reality is that about one in five new businesses with employees closes in the first year, and about half are gone within five years, according to the U.S. Bureau of Labor Statistics.
In his years of coaching aspiring business owners, Henry has found that those who struggle most very often started for the wrong reasons, or before they were ready. As he puts it, it's best to know before you take that leap, before you make that investment and sacrifice, rather than end up completely frustrated or even financially ruined.
In this episode of The How of Business, Henry Lopez shares the top five reasons not to start a small business yet. Each one comes with a question to ask yourself and what to do instead. "I'm not here to talk you out of starting your first small business," Henry says. "I just want you to go in with your eyes wide open."
Five Reasons NOT to Start a Small Business:
1) You mainly want to escape your bad job or your horrible boss. Am I running from something or toward something?
2) You're following your passion. Is there a business here that customers will pay for, or is this just something I love doing?
3) You can't afford it yet. Do I have the runway without risking my family's financial security?
4) You can't handle uncertainty or pressure. How do I really react when things are uncertain and it's all on me?
5) You hate or you're afraid of selling. Am I willing to ask people for their money?
This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com

How to Build Trust Fast. Trust runs every small business relationship. One simple formula, the trust equation, shows small business owners how to earn it faster without faking it.
Show Notes Page: https://www.thehowofbusiness.com/620-the-trust-factor/
On this short episode Henry Lopez shares his thoughts and experiences related to why trust matters so much in business relationships, and one variable or technique that can have significant positive impact on how quickly people trust you.
People don't buy from, partner with, or make deals with people they don't trust. That's often true even when you have the better product or the better price.
Most small businesses don't have a big brand name doing the work for them. The owner or a key employee is the face of the business, and word of mouth and referrals, the lifeblood of new opportunities, depend on trust. The challenge is that trust takes time to build. You often get only one sales call, one first meeting, or one negotiation to start.
In this episode of The How of Business, Henry Lopez explains the trust equation from The Trusted Advisor by David Maister, Charles Green, and Robert Galford. Henry taught this book throughout his sales training and enablement career. He also covers the one variable in the equation that can speed up trust more than any other.
The formula is simple. Trustworthiness equals credibility plus reliability plus intimacy, divided by self-orientation. Credibility asks, "Can I believe what you say?" Reliability asks, "Can I count on you to do what you say?" Intimacy asks, "Do I feel safe sharing my real problem, budget, and concerns with you?" Self-orientation asks, "Whose interests are you really focused on?"
This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com

How to start and grow a small business without investors.
Show Notes Page: https://www.thehowofbusiness.com/r361-tyler-king-without-investors/
Bootstrapping a software business without venture capital or angel investors lets you grow on your own terms, and Tyler King, co-founder of Less Annoying CRM, shares how he built a profitable, sustainable SaaS company by staying disciplined, customer-focused, and true to what he actually wanted from the business.
Tyler King, co-founder and CEO of Less Annoying CRM, joins the show to share how he bootstrapped a profitable software company. No venture capital, no angel investors, no exit plan, and no rush. He shares what small business owners can learn from building a company on their own terms.
For anyone who assumes a software startup requires millions in funding and a race toward an IPO, Tyler's story is a useful counterpoint. He grew a sustainable, profitable SaaS (Software as a Service) business slowly and deliberately, proving that discipline and patience can be advantages rather than limitations.
Tyler didn't grow up dreaming of running a business. He was a programmer at a venture-backed startup when the 2008 downturn hit and nearly everyone was laid off. Everyone except the five cheapest employees, which happened to include him. With the bosses gone, he spent a year unofficially playing co-founder, and discovered he loved entrepreneurship. In 2009 he and his brother Bracken started what became Less Annoying CRM.
The idea came from real frustration. Tasked with setting up Salesforce at that old job, Tyler (a computer science graduate) spent a month and couldn't make it work. At the time, roughly half of the CRMs companies paid for went unused. So rather than build something with more features, he set out to build something people could actually use.
From there, Henry and Tyler dig into the practical realities of bootstrapping: funding the business from savings and side-job cash flow, why banks won't lend to software companies, and how limited money forces healthy discipline. "How much money did we make this month? That's how much money we can spend," Tyler explains.
He shares hard-won lessons on shipping a minimum viable product (MVP) fast (his first version was "minimum, debatable whether it was viable"), using intuition over thin data, and building a company that can survive any one person (what he and his team call the "hit by a bus" test) which is the same discipline as building to sell. They also cover his unusual culture choices: separating raises from performance, giving everyone "20% time," and recruiting almost entirely from a pool of interns.
Perhaps most striking is how Less Annoying CRM's biggest differentiator - customer service - happened by accident. Tyler put his own phone number on the contact page, and when it rang, the caller was stunned anyone picked up at all.
This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com