Getting Real with Bossy: For Women Who Own Business

Kelly Metras & Kelly Bush

The Real Raw and Honest podcast about small business ownership hosted by Kelly Bush + Kelly Metras, co-owners of BOSSY ROC, a support group for business owners. With our experience, nine businesses in over 25 years, we continue to bear it all and share what we wish we had known. We move past the must-be-nices and start getting real. Come along as we interview other business owners and get the true story. New episodes every 2nd and 4th Monday of the month. www.BossyRoc.com

  1. 1d ago

    Intentional Business: Know Your Value, Cap Your Size

    When you take a business trip to New York City, it’s easy to get sucked into the tourist traps, long lines, and overpriced entry tickets. But how do you create an experience- and a business model—that actually connects with people on a human level? In this episode, we sit down with Adam Guy, founder of I Know a Guy NYC Tours, to talk about what it takes to guide visitors beyond the usual NYC checklist. After leaving a long career in the non-profit sector and training at Trip School following the pandemic, Adam bet on himself to build a boutique, highly customized tour company centered on history, vibrant neighborhoods, and real local culture. We dive deep into the intentional choices behind his business model: why he refuses to scale up by hiring a fleet of guides, how keeping group sizes small lets him deliver genuine value, and why word-of-mouth beats broad paid ads every single time. Whether you're an entrepreneur wrestling with the pressure to grow "big" or a traveler looking for a better way to navigate the City, this conversation is packed with honest business wisdom and practical insight. Key Takeaways & Operational Realities Scale standard, or scale value? Adam chose to grow his business by gradually raising his prices rather than expanding his headcount. Keeping group sizes capped allows him to preserve the personal connection that makes his tours special without sacrificing profitability. Relationships over advertising dollars: Instead of relying on third-party booking algorithms or massive ad budgets, Adam built a steady pipeline of repeat business through word-of-mouth, direct outreach, and hyper-targeted communities like Facebook mom groups. The non-profit transition: Pivoting from non-profit work to solo entrepreneurship required equal parts grit, strategic reinvention, and trust in the process—especially during slow seasons and early financial uncertainty. Curating the experience: True hospitality isn't just showing up on the day of the tour; it’s co-planning the itinerary ahead of time, teaching guests how to confidently navigate the subway, and saving them hours of waiting in line. Connect & Connect More Looking to skip the line and experience NYC like a true insider on your next trip? Connect with Adam to plan a private, small-group tour tailored to your schedule and interests. Website: www.iknowaguy.nyc Reach Out Directly: Contact Adam to design a custom itinerary for your family, partner, or small group.

    Intentional Business: Know Your Value, Cap Your Size
  2. Sep 21

    From Burnout to Buyout: Are You in Control of Your Business Exit?

    Welcome to another episode of Getting Real with BOSSY! Whether you are building an empire, hitting a wall, or quietly wondering "Is it time to wrap this up?", today’s episode is a must-listen. We’re stripping away the ego and taking a real, raw, and honest look at how small business owners should plan for an exit, a sale, or a closure, and the exact steps needed to do so responsibly. Episode Overview Is your business a lifelong identity, or is it just a chapter in your life? When the weight of small business ownership gets heavy, it’s easy to throw your hands up and say, "I'm done." But before you lock the doors or put up a for-sale sign, you need to answer one critical question: Are you genuinely ready to exit, or are you just deeply burned out? Burnout can often be fixed with better systems, boundaries, or a good vacation. An exit, however, is a permanent choice for your future. In this episode, we lay down the unvarnished truth about what it actually takes to leave your business on your own terms. We dive deep into the sober numbers, the operational realities, and the emotional heavy lifting required whether you decide to sell for a profit, liquidate assets, or simply close up shop and walk away. Key Takeaways • Burnout vs. True Exit Desire: Learn how to separate temporary exhaustion from a genuine readiness to move on. Fixable operational problems shouldn't destroy a viable business. • Know Your Real Numbers: Write down your realistic sale price, debt relief goals, and emotional wish list. Do not let ego or emotional investment dictate your valuation. • Get Your Books Clean: Before you even think about putting a business on the market, clean up your financial records. Work with a CPA or bookkeeper to present accurate, bulletproof P&Ls. • Build Systems That Don't Need You: A business that relies entirely on a single indispensable owner isn't a saleable asset, it’s a job. Build SOPs and training so the enterprise can run without you. • Calculate the TRUE Cost of Closing: Shutting down isn't always free. Calculate ongoing leases, mortgages, taxes, carrying costs, and unexpected liabilities before pulling the plug. • Keep Your Circle Small: Plan discreetly. Surround yourself with trusted advisors (brokers, CPAs, legal counsel) and avoid floating exit rumors to staff or clients before you're ready. • It’s a Chapter, not a Failure: Pivoting, selling, or closing a business is not a personal failure- it is a valid, courageous transition in your broader journey. Free Resource Checklist Ready to assess your business’s exit readiness? Download our Small Business Exit & Transition Checklist at www.bossyco.com to start auditing your systems, cleaning up your books, and clarifying your next steps. Companies & References Mentioned • Bossy Co. (www.bossyco.com) • Buffalo Bills @gobills Connect & Share Did this episode resonate with you? Screenshot this episode, tag us on social media, and let us know your biggest takeaway. If you know a fellow business owner who needs to hear this conversation today, pass it along!

    From Burnout to Buyout: Are You in Control of Your Business Exit?
  3. Sep 7

    Your Network Is Your Net Worth

    Your Business Is Only as Strong as Your Relationships Let’s get real: business ownership can be lonely. We spend so much time talking about strategy, money, marketing, employees, customers, and growth that we sometimes forget about one of the most important assets we have as entrepreneurs: our relationships. In this episode of Getting Real with BOSSY, Kelly Bush and Kelly Metras sit down with Nida Leardprasopsuk, founder and CEO of IRL, for a candid conversation about the connection between our personal relationships, our professional lives, and our success as business owners. Because here’s the thing: you don't build a business in a vacuum. Your team, mentors, friends, family, customers, colleagues, collaborators, and fellow entrepreneurs all become part of the ecosystem that supports, or sometimes drains, your entrepreneurial journey. Business Is PersonalEntrepreneurs love to talk about separating business and personal life. But is that actually realistic? When you're the owner, the lines can get pretty blurry. A stressful day at work comes home with you. A family challenge can affect your decision-making. A big win gets celebrated with the people you love. Nida shares why cultivating strong relationships isn't just about having a busy social calendar. It's about creating a support system that helps you navigate the highs, lows, uncertainty, and downright weirdness of entrepreneurship. Making Friends as an Adult Is HARDRemember when making friends was as simple as sitting next to someone in class? Yeah...not so much anymore. The pandemic changed how many of us socialize, work, and connect. Digital communication became easier, but genuine, in-person connection sometimes became harder. And for entrepreneurs, especially those who spend much of their day leading, managing, and making decisions, the challenge can be even greater. This episode explores why building relationships as an adult requires something we don't always love: Intentionality. You have to make the effort. You have to show up. You have to create opportunities for connection instead of waiting for them to magically happen. Give Your Relationships a Report CardOne of the most interesting ideas Nida brings to the conversation is a relationship grading system: A, B, C, D, and F. Think of it as a relationship inventory. Who are the people who consistently support you, challenge you in healthy ways, celebrate your wins, and show up when things get tough? Who are the relationships that might need more attention? And perhaps most importantly... Are there relationships that are taking more from you than they give back? It's to step back and honestly consider where you're investing your limited time and emotional energy. Your calendar (and your energy!) are telling you something about your priorities. Can Technology Actually Help Us Be More Social?Ironically, technology may also be part of the solution. Nida's work with IRL focuses on using technology to help people create more real-world connections. That's an interesting shift. Instead of asking, "How can we spend more time online?" We're asking: "How can technology help us get back to real life?" For entrepreneurs, that could mean using digital tools to facilitate introductions, discover communities, organize gatherings, or create opportunities to meet people face-to-face. Your Social Capital Is a Business AssetRelationships aren't just good for your personal life- they can have enormous professional value. Your network can help you: Find mentors and advisorsDiscover new opportunitiesMake warm introductionsFind potential collaboratorsLearn from other business ownersGet referralsFind employees and talentNavigate challengesCelebrate the winsAnd occasionally remind you that you're not the only person who has absolutely no idea what they're doing. One practical strategy discussed in this episode is the power of warm introductions. Instead of cold-contacting everyone you want to meet, look at the people you already know. Who knows someone you want to know? That simple question can open some very interesting doors. Become the ConnectorAnother takeaway? Host something. Don't wait to be invited. Have a few business owners over. Organize a coffee meetup. Invite people to dinner. Create a small gathering around a shared interest. You don't need a massive networking event with name tags and awkward small talk. Sometimes the most valuable connections happen around a table, over coffee, or while doing something people actually enjoy. Your BOSSY HomeworkThis week, we want you to conduct a Relationship Audit. Grab a piece of paper and make three lists: 1. The Keepers Who consistently brings encouragement, perspective, opportunity, honesty, or joy into your life? 2. The Growers Who would you like to know better? Who could become a mentor, friend, collaborator, or part of your entrepreneurial community? 3. The Energy Drainers Which relationships consistently leave you feeling depleted, discouraged, or unsupported? Then ask yourself: Where am I investing my time, and is that investment giving me the relationships and support I actually need? You don't need 500 connections. You need the right connections. The BOSSY Bottom LineWe often measure business success in dollars, customers, followers, employees, and growth. But what if another measure of success is who you have around you while you're building it? The strongest entrepreneurs aren't necessarily the ones who do everything themselves. They're the ones who know when to ask for help, when to make an introduction, when to show up for someone else, and when to invest in relationships that make everyone stronger. Your network isn't just a Rolodex. It's part of your resilience. So get off the screen. Make the introduction. Send the text. Schedule the coffee. Invite someone to dinner. And maybe, just maybe, stop waiting for friendship and community to happen, and start creating it. Because business may be what you're building, but relationships are what help you build it. Mentioned in this episode: Joe Bean Roasters Use promo code Lunchador for 15% off your order! https://shop.joebeanroasters.com Connections with Evan Dawson Connections with Evan Dawson - Subscribe wherever you get your podcasts Lunchador Podcast Network Check out all of the shows on the Lunchador Network at lunchador.org!

    Your Network Is Your Net Worth
  4. Aug 17

    Your Business Isn’t Stuck. But You Might Be.

    Finding Growth Opportunities: Get Out of the Weeds & See What’s Possible! When you’re busy running the business, it’s easy to miss the opportunities hiding right in front of you. In this episode of Getting Real with BOSSY, Kelly Bush and Kelly Metras take a step back from the daily grind to talk about one of the most important (and sometimes hardest) parts of entrepreneurship: recognizing opportunities for growth. Because growth doesn’t always mean opening another location, launching a brand-new product, or chasing the next big trend. Sometimes, the opportunity starts with a simple question: “Is there a better way to do this?” Kelly and Kelly get real about what happens when we become so accustomed to the way we operate that we stop questioning it. They explore how changing customer needs, shifting markets, unexpected challenges, and even everyday frustrations can become clues pointing toward something new. From listening more closely to customers to paying attention to inefficiencies, relationships, and changes happening around us, this conversation challenges business owners to get out of the weeds and start looking at the bigger picture. Where Are the Opportunities Hiding? We’re talking about how entrepreneurs can spot opportunities in: Customer feedback- What are people asking for that you aren't currently offering?Changing needs- How are your customers’ expectations evolving?Problems and inefficiencies -Could a frustration actually point toward a new product, service, or process?New markets- Is there a group of customers you haven't considered serving?Relationships- Who are you talking to, and what could you learn from those conversations?Market shifts- What changes are happening around you that could create new possibilities?Your own experience- What have you learned that could become valuable to someone else? The Entrepreneurial Mindset Shift One of the biggest takeaways from this conversation is the difference between simply reacting to change and learning to look for opportunity within change. A challenge can reveal a gap. A customer complaint can reveal a need. A changing market can create a new audience. A problem can become a product. A relationship can become a collaboration. The key is being willing to pause long enough to notice. And while growth is important, Kelly and Kelly also explore the importance of making sure that growth actually fits your life, your values, and the business you want to build. Because bigger isn't automatically better. Sustainable, meaningful growth is. In This Episode, We Talk About: Why business owners need to occasionally step away from the day-to-dayHow routine can make businesses stop questioning what isn't workingTurning customer feedback into opportunitiesRecognizing unmet needs and emerging marketsUsing relationships as a source of insight, collaboration, and growthAdapting when consumer expectations changeFinding opportunities inside problems and inefficienciesStaying competitive without chasing every trendThe connection between personal values and business decisionsWhy sustainable growth should support, not consume, your life Your BOSSY Challenge Look around your business this week and ask yourself: What are my customers asking for? What problem keeps coming up? What am I doing simply because “that’s how we’ve always done it”? What has changed in my market? And where might there be an opportunity hiding inside all of that? You might be surprised by what you find when you stop focusing only on what needs to be fixed, and start looking for what could be created. Getting Real with BOSSY is all about the real conversations behind business ownership- the wins, the challenges, the risks, the opportunities, and everything in between. Listen in, get real, and start looking at your business with fresh eyes. Mentioned in this episode: Joe Bean Roasters Use promo code Lunchador for 15% off your order! https://shop.joebeanroasters.com Lunchador Podcast Network Check out all of the shows on the Lunchador Network at lunchador.org!

    Your Business Isn’t Stuck. But You Might Be.
  5. Aug 3

    How Podcasting Can Become Your Most Powerful Marketing Tool

    What happens when a marketing agency starts a podcast with no rigid script, just authentic conversations and a willingness to connect? It becomes much more than content. It becomes a business development strategy. In this episode of Getting Real with BOSSY, hosts Kelly Bush and Kelly Metras welcome Deanna Dolecki and Ashley Ruggeri, co-hosts of the Ducks Unplugged podcast and leaders at Blue Duck Agency, to discuss how podcasting has become one of the most effective tools in their marketing strategy. Deanna and Ashley share the story behind launching Ducks Unplugged and how it evolved beyond promoting their agency. Through genuine conversations, the podcast has helped build stronger relationships, expand their professional network, increased brand awareness, and created opportunities that traditional marketing alone couldn't achieve. The conversation explores why authenticity matters more than perfection, how long-form content builds trust, and why businesses of all sizes should consider podcasting as part of their overall marketing strategy. Whether you're looking to grow your audience, strengthen client relationships, or position yourself as a thought leader, this episode offers practical insights into turning conversations into meaningful business growth. In This Episode How Ducks Unplugged grew from a marketing idea into a valuable business assetWhy podcasting builds credibility and trust faster than traditional advertisingThe role authentic conversations play in relationship marketingHow podcast guests often become clients, referral partners, and long-term collaboratorsTips for businesses considering launching their own podcastWhy consistency and genuine curiosity matter more than having the "perfect" show Key Takeaways Podcasting is more than content creation. It's a relationship-building strategy.Authentic conversations create stronger connections than polished sales pitches.Long-form content helps establish expertise, credibility, and trust with your audience.A podcast can become a powerful networking tool that opens doors to new partnerships and business opportunities.The best marketing often starts with meaningful conversations, not advertisements. Resources Mentioned Blue Duck AgencyDucks Unplugged PodcastBOSSY

    How Podcasting Can Become Your Most Powerful Marketing Tool
  6. Aug 3

    How Podcasting Can Become Your Most Powerful Marketing Tool

    What happens when a marketing agency starts a podcast with no rigid script, just authentic conversations and a willingness to connect? It becomes much more than content. It becomes a business development strategy. In this episode of Getting Real with BOSSY, hosts Kelly Bush and Kelly Metras welcome Deanna Dolecki and Ashley Ruggeri, co-hosts of the Ducks Unplugged podcast and leaders at Blue Duck Agency, to discuss how podcasting has become one of the most effective tools in their marketing strategy. Deanna and Ashley share the story behind launching Ducks Unplugged and how it evolved beyond promoting their agency. Through genuine conversations, the podcast has helped build stronger relationships, expand their professional network, increased brand awareness, and created opportunities that traditional marketing alone couldn't achieve. The conversation explores why authenticity matters more than perfection, how long-form content builds trust, and why businesses of all sizes should consider podcasting as part of their overall marketing strategy. Whether you're looking to grow your audience, strengthen client relationships, or position yourself as a thought leader, this episode offers practical insights into turning conversations into meaningful business growth. In This Episode How Ducks Unplugged grew from a marketing idea into a valuable business assetWhy podcasting builds credibility and trust faster than traditional advertisingThe role authentic conversations play in relationship marketingHow podcast guests often become clients, referral partners, and long-term collaboratorsTips for businesses considering launching their own podcastWhy consistency and genuine curiosity matter more than having the "perfect" show Key Takeaways Podcasting is more than content creation. It's a relationship-building strategy.Authentic conversations create stronger connections than polished sales pitches.Long-form content helps establish expertise, credibility, and trust with your audience.A podcast can become a powerful networking tool that opens doors to new partnerships and business opportunities.The best marketing often starts with meaningful conversations, not advertisements. Resources Mentioned Blue Duck AgencyDucks Unplugged PodcastBOSSY

    How Podcasting Can Become Your Most Powerful Marketing Tool
  7. Jul 20

    Risky Business: The Threats Hiding in Plain Sight

    Episode Summary Running a business isn't just about celebrating the wins; it’s about hunting down the hidden traps before they hunt you. In this episode of Getting Real with Bossy, hosts Kelly Bush and Kelly Metras pull back the curtain on risk management. They break down the critical distinctions between internal risks (the ones quietly brewing inside your own walls) and external risks (the wild cards the market throws at you that are completely out of your control). This isn't a dry lecture on liabilities. It’s a real, raw clarity call for entrepreneurs to confront the uncomfortable truths they might be ignoring, take accountability, and segment threats into a bulletproof battle plan. Tune in to learn how to expect the worst, plan for the best, and build an enterprise that thrives in an ever-evolving business landscape. Core Takeaways Look in the mirror first: Internal risks often stem from ignored vulnerabilities within your own organization. Confronting these uncomfortable truths early keeps them from blowing up later.Draw the line: Understand what you can control vs. what you can't. Internal threats are yours to fix; external threats require agile adaptability and a solid safety net.The power of ownership: Mitigating risk isn't a solo sport. Creating a comprehensive contingency plan requires clear accountability and smart delegation across your team.Hope is not a strategy: True business continuity means systematically prepping for unforeseen events. You have to build the infrastructure to handle worst-case scenarios smoothly.Audit Your Day-to-Day: Tightening and monitoring your operational processes is the fastest way to kill inefficiencies and slash operational risk.Watch the Money Trail: Regularly reviewing your financial health and keeping meticulous records is your absolute best defense against sudden cash flow crunches. Episode Resources Bossyco.com Mentioned in this episode: Lunchador Podcast Network Check out all of the shows on the Lunchador Network at lunchador.org! Joe Bean Roasters Use promo code Lunchador for 15% off your order! https://shop.joebeanroasters.com

    Risky Business: The Threats Hiding in Plain Sight
  8. Jul 6

    Why Nobody Can Find Your Business (And How to Fix It)

    If you've ever wondered why some businesses seem to show up everywhere online while yours feels invisible, this episode is for you. This week on Getting Real with BOSSY, Kelly Bush and Kelly Metras sit down with SEO strategist Ashley Willis to break down what marketing actually looks like in today's digital world. Forget complicated jargon and expensive marketing plans- Ashley shares practical strategies that every small business owner can start using right away. The conversation kicks off with a behind-the-scenes look at how Kelly and Kelly are gearing up for summer, from family schedules to launching new "Snackle Boxes" at Union Tavern. It's a reminder that running a business means constantly balancing creativity, planning, and real life. Then Ashley dives into the marketing strategies that make the biggest impact: Why SEO isn't just for big companiesHow your Google Business Profile can become one of your most valuable marketing toolsWhat your customers are actually searching for, and how to answer those questionsHow AI tools like ChatGPT, Claude, and Gemini can help without replacing your authentic voiceWhy consistency beats perfection when it comes to marketingThe small updates that can dramatically improve your online visibility Whether you're a restaurant owner, retailer, service provider, or entrepreneur, you'll leave this episode with simple, actionable ideas that can help more customers find (and choose) your business. Because great marketing isn't about shouting louder. It's about showing up where your customers are already looking. In This Episode You'll Learn:Why SEO matters more than ever for small businessesHow to optimize your Google Business ProfileThe biggest marketing mistakes business owners makeSmart ways to use AI while keeping your brand authenticHow understanding customer questions can create better marketing contentWhy regular marketing audits are essential for growth Resources & LinksAshley Willis – Let's Talk Digital Marketing OnlineAshley the SEO StrategistBOSSY Co. Connect with Getting Real with BOSSYIf you enjoyed this episode, subscribe, leave a review, and share it with another business owner who needs a marketing boost. Every share helps us continue bringing you real conversations and practical business advice from entrepreneurs who have been there. Remember... business ownership isn't about having all the answers. It's about getting real, learning together, and building something amazing. Mentioned in this episode: Lunchador Podcast Network Check out all of the shows on the Lunchador Network at lunchador.org! Joe Bean Roasters Use promo code Lunchador for 15% off your order! https://shop.joebeanroasters.com

    Why Nobody Can Find Your Business (And How to Fix It)

About

The Real Raw and Honest podcast about small business ownership hosted by Kelly Bush + Kelly Metras, co-owners of BOSSY ROC, a support group for business owners. With our experience, nine businesses in over 25 years, we continue to bear it all and share what we wish we had known. We move past the must-be-nices and start getting real. Come along as we interview other business owners and get the true story. New episodes every 2nd and 4th Monday of the month. www.BossyRoc.com