Breaking Solo

Donna Amos

🎧 Breaking Solo is your go-to podcast for insights from solopreneurs who’ve made it happen—sharing their strategies, challenges, and the tools they use to stay ahead.

  1. 4d ago

    Stop Eating the Elephant: Health, Books, and the Business of Being You

    Do you know what AI is telling people about your business right now? Bryan Eisenberg has spent 30 years helping businesses get found, understood, and chosen. He and his brother coined the term conversion rate optimization, wrote New York Times and Wall Street Journal bestsellers, and worked with brands like Dell, Disney, and Google. Today, he'd rather work with owner-operators. In this episode of Breaking Solo, Bryan explains why buying has nothing to do with your sales process, and why your quirks and lived experience connect with people more than any trend. You'll hear how a 2008 funding collapse left him "277 pounds of frustration," how he reclaimed his health twice, and why two focused hours beat fourteen depleted ones. Bryan also talks about writing books across every publishing model, and why you don't make money from the book, you make money because of it. He shares how he uses Claude as his "first employee" to cut hours of podcast promotion down to minutes. And he explains why the window to fix your AI story is closing fast. Connect with Bryan: Find him on LinkedIn, where you can download his free guide, What Does AI Know About You? Bio Bryan Eisenberg is the co-founder of BuyerLegends and DataTurk.ai, and an award-winning, internationally recognized authority in marketing to today’s customers. A pioneer in digital analytics, conversion rate optimization, persuasion architecture, persona marketing, buyer narratives, and customer experience, Bryan has spent decades helping businesses craft stories that drive action.As a bestselling author, Bryan has co-written “Call to Action”, “Waiting For Your Cat to Bark?”, “Always Be Testing”, “Buyer Legends“, “Be Like Amazon: Even a Lemonade Stand Can Do It” and The Rice and Beans Millionaire. His books that have appeared on the Wall Street Journal, New York Times, USA Today, and Business Week, and Amazon bestseller lists. His latest is “I Think I Swallowed an Elephant: The Stories We Sell, The Success We Build.”At his core, Bryan is a navigator of transformation, someone who sees the hidden patterns in data, human psychology, and storytelling, and helps businesses and individuals rewrite their narratives for success. With his ability to “grok” complex ideas and distill them into clear, persuasive strategies, he has influenced industries ranging from e-commerce and SaaS to local service businesses. Website https://www.bryaneisenberg.com/ Social Media Links http://www.linkedin.com/in/bryaneisenberghttps://www.facebook.com/bryan.eisenberghttps://www.instagram.com/bryangroks Freebie Giveaway Link https://www.bryaneisenberg.com/wp-content/uploads/2025/05/The-Elephants-Toolbox-Print.pdf

    Stop Eating the Elephant: Health, Books, and the Business of Being You
  2. Sep 26

    "This Is Mine": Rebuilding Your Business After the Ground Shifts

    What happens when the client you gave eleven years to hits pause without warning? For Jeanne Tan, that moment, along with losing her husband to pancreatic cancer in 2020, forced a hard truth: she'd been running a business while thinking like an employee. In this episode of Breaking Solo, Jeanne shares how she stopped trading hours for someone else's stability and repackaged her expertise into the Sales to Search SEO framework, a program-based offer built for entrepreneurs. You'll hear why rankings and AI citations don't automatically turn into sales, and why Jeanne believes building your brand and a community of buyers should come before chasing keywords. She also gets honest about the inner work behind the pivot. She talks about breaking a lifelong habit of waiting for the "perfect conditions," confronting procrastination, and handwriting her goals every morning to stay anchored to her why: her three kids, including a son with autism. If you've wondered whether it's okay to stop doing one thing and start something new, this conversation is your permission slip. Connect with Jeanne: Search "Jeanne Tan SEO Consultant" on Google, Facebook, or LinkedIn. You can also find her Sales to Search SEO Mastermind and Google Me 30-Day Challenge on Skool. BIO Jeanne Tan is a conversion-driven SEO Consultant and the creator of the Sales-to-Search™ SEO framework. She is passionate about helping fellow solopreneurs and niche businesses sell even before they r ank on search and AI engines. Websitehttps://jeanne-tan.com/Social Media Links https://www.linkedin.com/in/jeanne-tan/https://www.facebook.com/jeannetan.seo.entrepreneur/https://www.skool.com/authority-founders-seo-circle-2106/about Freebie Giveaway Link https://jeanne-tan.com/sales-to-search-seo-gift/

    "This Is Mine": Rebuilding Your Business After the Ground Shifts
  3. Sep 19

    Lisa Bastian: 40 Years Solo — From PR Freelancer to Federal Investigator to Coffee Founder

    What if the thing that keeps your business alive for four decades isn't a niche, a funnel, or a framework — but plain curiosity? Lisa Bastian has been working for herself since the late 1980s. She started Bastian Public Relations while raising a young son, back when a woman who worked from home was too corporate for the playgroup moms and too domestic for the corporate clients. She's written for national magazines across 30 industries, flown to the Netherlands and northern France on economic development press trips, carried a federal badge as a background investigator for 10 years, held a Texas PI license, served as an IABC chapter president, and — a year and a half ago — launched Tropics Lifestyle Coffee, a niche gifting brand she describes as home decor disguised as coffee. In this episode, you'll hear why she stopped chasing money and started chasing fit, and what that decision cost her before it paid off. You'll get her actual tech stack, including the lifetime-deal platform she's used for three years to run a Shopify business on a solopreneur budget. And you'll hear her take on AI: use it hard on the back end, keep it far away from your customer. If you've been waiting to feel qualified before you try something new, Lisa's answer is simple. Rush right in. You're not going to break it. Lisa Bastian is an award-winning journalist, entrepreneur, publisher, and public relations professional whose career spans more than 40 years. She has written more than 1,000 published articles, earned numerous communications awards, served as a magazine editor, operated a long-running public relations agency, conducted federal background investigations supporting some of America's most sensitive missions, and founded multiple businesses. Throughout her career, she has interviewed leaders across industries ranging from healthcare and economic development to travel, tourism, and business. Known for her curiosity, research skills, and ability to identify emerging trends, Lisa brings a unique perspective on reinvention, storytelling, entrepreneurship, and lifelong learning. She believes some of the most valuable business lessons come not from theory, but from decades of observing how successful people think, adapt, and solve problems. THEN SUGGESTED short intro from this: Today's guest is Lisa Bastian, an award-winning journalist, publisher, entrepreneur, and former federal background investigator. Over a career spanning four decades, she's written more than 1,000 articles, earned dozens of professional honors, interviewed leaders from around the world, and built businesses across publishing, communications, and e-commerce. Lisa joins us to discuss reinvention, using AI without fear, entrepreneurship, curiosity, and what she has learned from a lifetime spent studying successful people and organizations. Website https://www.tropicslifestylecoffee.com Social Media Links: LinkedIn / https://www.linkedin.com/in/lisabastianfacebook / https://www.facebook.com/Tropicslifestylecoffee/instagram / https://www.instagram.com/tropicslifestylecoffee/

    Lisa Bastian: 40 Years Solo — From PR Freelancer to Federal Investigator to Coffee Founder
  4. Sep 12

    Trust Your Gut: Donna Price on Building Your Own Success Framework

    What if the "law of attraction" is actually doing women entrepreneurs a disservice? Donna Price, founder of Compass Rose Consulting, works with women entrepreneurs on building more profitable, efficient businesses that make a bigger impact — for their clients and the world. She went solo after five years managing an outdoor education camp, working 16-hour days with a two-year-old at home and realizing something had to change. Inspired by a mentor who made building a coaching business look easy, Donna fell for the classic "if you build it, they will come" myth — only to discover her mentor's success was built on years of local professional connections Donna simply didn't have yet in her new community. In this episode, Donna gets candid about the expensive mistake nearly every solopreneur shares (a hard drive full of programs promising to be "the one" that changes everything), why she now helps clients build their own success framework instead of chasing someone else's, and why she believes the law of attraction can be an almost damaging belief for entrepreneurs — vision boards don't build businesses, action does. She also shares the story of nearly abandoning her "women entrepreneurs" niche because an expert told her it wasn't defined enough, her practice of striving (not perfecting) daily habits without the guilt spiral that comes with missing a day, and details on her relaunching Business Growth Project, built around a four-directional compass framework. BIO Donna Lynn Price is the founder of Compass Rose Consulting and creator of the Business Growth Hub — a community for women entrepreneurs who are done following everyone else's map. She's a business growth and profitability coach, the author of The Business Growth & Profits Field Guide, and an adventurer who has cycled across the country, kayaked with whales, and climbed more mountains than she can count. Her message is simple: there is no ONE way to build a business. There is only YOUR WAY. And your compass is already pointing. Website https://compassroseconsulting.com Social Media Links https://linkedin.com/in/donnalynnprice https://facebook.com/donnalprice https://facebook.com/groups/businessgrowthproject https://youtube.com/@compassroseconsulting https://instagram.com/donnalynnprice Freebie Giveaway Link https://compassroseconsulting.com/field-guide

    Trust Your Gut: Donna Price on Building Your Own Success Framework
  5. Sep 5

    From Kitchen Table to Franchise: Liz Wahl on Scaling a Solopreneur's Legacy

    What happens when a solopreneur's kitchen-table business turns into a national franchise — run by her own daughter? Liz Wahl is president of Young Rembrandts, an after-school drawing franchise that started in 1988 when her mother, a fine arts major with no interest in becoming a business owner, began teaching a handful of neighborhood kids in their living room. Liz grew up watching that grassroots hustle turn into something bigger, stepped in as a teacher after graduating college into the tough 2008 job market, and eventually took the reins of the organization her mother built almost by accident. In this episode, Liz talks about what she looks for in franchisees (hint: it's not art experience — it's passion and timing), the "analysis paralysis" she sees derail so many aspiring entrepreneurs before they ever launch, and why she believes solopreneurs need to fully commit to their entrepreneurial journey rather than keeping one foot in a full-time job. She also shares the lesson her mother taught her about inner growth preceding business growth, why she deliberately schedules downtime to stay present for both her staff and her two young kids, and her advice for finding — and holding onto — your "why" when the day-to-day realities of running a business aren't sunshine and rainbows. Bio Lizi Wahl is the President of Young Rembrandts, an international children’s art education franchise dedicated to helping kids build confidence and creativity through drawing. With nearly two decades of experience in franchising, marketing, operations, and brand development, Lizi is passionate about helping families, educators, and entrepreneurs create meaningful impact through art and business.I would love to share my journey through leadership, creativity, community, and carrying forward the legacy of a mission-driven brand — while balancing motherhood, business ownership, and the evolving future of franchising. Website http://www.youngrembrandtsfranchise.com Social Media Links https://www.instagram.com/lw886 https://www.instagram.com/youngrembrandts https://facebook.com/youngrembrandts1

    From Kitchen Table to Franchise: Liz Wahl on Scaling a Solopreneur's Legacy
  6. Aug 30

    The Disney Experience: Shaun Whynacht on Automating the Magic Back Into Your Business

    What if your business could feel the way Disney feels — that unmistakable rush of happiness the moment you walk through the gates? Shaun Whynacht, founder of Blue Cow Marketing, has spent 15 years in marketing automation helping small business owners bring their expertise and their ideal client experience to life through systems, CRM, and AI. He grew up in an entrepreneurial family without even realizing that's what it was — a grandfather who ran a TV repair shop, a mother with a craft store, a grandmother with a cake shop — and started his own first business, a DJ gig, at 17. In this episode, Shaun opens up about his most expensive mistake: chasing every shiny new business idea that came his way instead of staying focused on the one thing he actually wanted to build. He talks about how that hard lesson led him to what he now calls building the "Disney experience" for his clients — automating the parts of a business owner's day they hate so the joy of what they built can actually come through. We also get into his refreshingly honest, chaotic-but-real weekly routine, why he built his own task management software instead of using what's on the market, and his brand-new "Leaky Bucket" audio series — created in collaboration with an AI co-host named Callie. Shaun Whynacht is the founder of Blue Cow Marketing, a Nova Scotia-based marketing automation agency that helps small businesses, speakers, and service professionals simplify their systems, improve customer experiences, and stop letting good leads fall through the cracks. With over 15 years in marketing, CRM strategy, and automation, Shaun specializes in building practical tools that save time, strengthen relationships, and make business feel less chaotic. He’s known for blending smart strategy with plain-language advice, real-life stories, and just enough sarcasm to keep things interesting. Websitehttps://www.bluecowmarketing.ca Social Media Links https://linkedin.com/in/shaunwhynacht Freebie Giveaway Link https://theleakybucket.ca

    The Disney Experience: Shaun Whynacht on Automating the Magic Back Into Your Business
  7. Aug 23

    Breathing Room: Dortha Hise on Systems, Delegation, and Scaling Without Burning Out

    Most overwhelmed entrepreneurs don't need another productivity hack. They need to stop carrying everything themselves. Dortha Hise has spent more than 20 years helping entrepreneurs build clarity, capacity, and breathing room into their businesses through systems, delegation, and strategic support. Her core insight, after two decades in the trenches: people aren't overwhelmed because they lack the right tools — they're overwhelmed because they've been carrying too much for too long. In this episode, Dortha talks about her winding road into solopreneurship (including a legal career that just wouldn't take, and a research-assistant gig that snowballed into a full business), the costly pattern she calls her "loyalty fuse" — staying too long with team members and clients who were showing her clear warning signs — and the surprising realization that her best referrals often came with the same red flags as the clients she wanted to move away from. We also get into the hidden struggles of scaling growth without the systems to support it, why boundaries (and having a "gatekeeper" to enforce them) matter more than most solopreneurs realize, her actual daily routine (4am starts, journaling, gardening, and hikes with her husband), and her newly built delegation archetypes quiz — the tool she says took her 20 years to figure out how to build. Dortha Hise helps overwhelmed entrepreneurs untangle burnout, reclaim capacity, and build more sustainable ways of working and leading. Blending over two decades of systems and operations experience with reflective, nature-based practices, she brings a grounded and human-centered approach to growth, leadership, and life.About my freebie giveaway:Listeners can take my free Delegation Archetype Quiz to discover their natural leadership and delegation style, along with reflective insights for reducing overwhelm and creating more sustainable ways of working and leading. Website https://summittoyoursuccess.com/ Social Media Links https://www.linkedin.com/in/dorthahise/https://www.youtube.com/@DorthaHisehttps://www.facebook.com/dorthahise/Freebie Giveaway Link https://link.digitalmentorhub.com/widget/survey/fDHKYwTUhbAbQLD448n9

    Breathing Room: Dortha Hise on Systems, Delegation, and Scaling Without Burning Out
  8. Aug 15

    Stop Selling, Start Discovering: Diane Helbig on Business Advising for Micro Business Owners

    What if the best sales advice you've ever heard is: stop trying to sell? Diane Helbig has spent 20 years as a business advisor and trainer, working with small and micro business owners on sales, leadership, customer service, and conflict management — all "the people stuff." She went solo after a full-time job started making decisions that weren't in her best interest, and her father's sudden passing became the tipping point that pushed her out the door for good. In this episode, Diane gets candid about the challenge she's wrestled with for two decades: getting excited about new opportunities so fast that she runs in before stopping to ask if it actually makes sense. Her solution — an advisory board she built specifically to keep her honest — has become one of her most valuable business tools. She also shares how she uses AI to build hyper-specific training scenarios for clients (with a story about getting caught being a little too accurate), why she tells new solopreneurs to throw out everything they've ever learned about selling, and the costly lesson she learned from rushing into a business partnership without really knowing her partner. BIO Diane Helbig is a business and leadership advisor and trainer, award-winning author and speaker, and Accelerate Your Business Growth podcast host. As president of Helbig Enterprises, Diane helps businesses and organizations operate more constructively and profitably.Diane is the author of Succeed Without Selling, Lemonade Stand Selling, and Expert Insights. She is a contributing columnist to Top Sales Magazine and Roofing Magazine. Diane is a member of the NAWBO Northeast Ohio Board of Directors and NAWBO National Chapter Leadership Council. Website https://www.helbigenterprises.com Social Media Links www.linkedin.com/in/dhelbigFreebie Giveaway Link https://www.helbigenterprises.com/networkingebook

    Stop Selling, Start Discovering: Diane Helbig on Business Advising for Micro Business Owners

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🎧 Breaking Solo is your go-to podcast for insights from solopreneurs who’ve made it happen—sharing their strategies, challenges, and the tools they use to stay ahead.