Scott Chamberlain: Reverse Mortgage Secrets You Need to Know
In Good Company
Reverse mortgages can help seniors access their home equity without monthly payments. In this episode, mortgage expert Scott Chamberlain explains how this misunderstood option offers financial freedom later in life. What you'll learn: -The real difference between traditional and reverse mortgages -How reverse mortgages work (and who qualifies) -Common myths—busted -When reverse mortgages can be a smart financial tool ✨ Want to surround yourself with powerhouse entrepreneurs who get it? Join the Mind Your Business, and Your Books Facebook group today: About the Guest: Scott...
info_outline
Essential Lessons I Learned Going Solo In Business
In Good Company
Mompreneur podcast, authentic business advice, and building a team from scratch — Ashley Chamberlain shares her raw entrepreneurial journey of starting with $0 and turning grit into growth. In this powerful solo episode of In Good Company, Ashley opens up about the early days of her business: from handwritten outreach and voice notes to building a mission-driven team of moms. She shares the behind-the-scenes reality of starting with nothing, navigating burnout, and staying rooted in purpose. You’ll hear about: The mindset shift that changed everything Why real relationships build...
info_outline
LaShay Calvin’s Journey with Auntie’s Soulfood and Sweets
In Good Company
Ready to turn pain into purpose and passion into profit? LaShay Calvin is an entrepreneur, mom of four, and founder of Auntie’s Soulfood and Sweets in Louisville, KY. LaShay joins the show and shares how surviving domestic violence and epilepsy fueled her journey from therapeutic cooking to building a soul food brand with a Latin Caribbean twist. She also discusses her youth culinary programs and nonprofit, Auntie’s House Incorporated. This story of resilience, faith, and purpose-driven business will inspire anyone chasing their dream. Mentioned in this video: Connect...
info_outline
Ryan Sharp: Why Entrepreneurs Need Estate Plans
In Good Company
Questions about estate planning? This episode is for you! We sit down with estate planning attorney and entrepreneur Ryan Sharp from Sharp Esquire to explore why estate planning is critical for every entrepreneur and family. Whether you're a business owner, parent, or just someone thinking about the future, Ryan drops valuable gems on protecting your legacy, preparing for the unexpected, and navigating the complexities of wills, trusts, and business succession. We discuss: Why estate planning is more than a will How family dynamics impact decisions The importance of building generational...
info_outline
Melissa Bailey: Hyperlocal Marketing Strategies
In Good Company
What if the key to business growth and deeper connections was right in your own neighborhood? In this episode of In Good Company, Ashley sits down with Melissa Bailey from Hurstbourne Living to discuss the impact of local communities, neighborhood networking, and how community magazines help foster strong connections. Discover how hyperlocal marketing can benefit businesses and residents while building lasting, meaningful relationships. Don't miss out on more expert insights! Subscribe now and turn on notifications so you never miss an episode. Connect with Melissa Bailey: Website: ...
info_outline
Tali Lindberg Shares Her Journey As A Dynamic Innovator
In Good Company
Tali Lindberg is the founder of Pebble and Wave and co-founder of Free Market Kids. She is also a contributing writer for Bitcoin Magazine and the host of the Orange Hatter Podcast. In this engaging conversation, Tali shares her experiences of homeschooling her four children, balancing multiple ventures, and her journey into Bitcoin education. She discusses how her family's games teach kids financial literacy and her belief in empowering children from within. Whether you're a homeschooling parent or a curious entrepreneur, Tali’s insights will leave you inspired. **Click...
info_outline
Business or Hobby? Why It Matters For Your Taxes
In Good Company
Is your side hustle just a passion project, or is it a real business in the eyes of the IRS? The way you classify your work can make a huge difference when tax season rolls around—determining whether you can deduct expenses or end up paying more in taxes. In this episode, we're breaking down the IRS criteria for distinguishing between a hobby and a business, and what you can do to ensure your work is recognized as a legitimate business. You'll learn key strategies to protect your deductions, avoid unnecessary scrutiny, and set yourself up for financial success. Plus, hear a real-life...
info_outline
Quarterly Taxes 101: What You Need To Know
In Good Company
Quarterly taxes can feel overwhelming, but they don’t have to be! If you’re self-employed, a freelancer, or running a small business, understanding estimated tax payments is critical to avoiding IRS penalties and last-minute stress. In this episode, I’m breaking down exactly who needs to pay, how much to set aside, and simple strategies to stay on top of your tax deadlines. Whether you’ve been avoiding taxes or just want to make sure you’re doing things right, this episode is your go-to guide for stress-free quarterly tax payments. Tune in to hear: Who actually needs to pay...
info_outline
Top Tax Deductions You Are Probably Missing
In Good Company
Are you leaving money on the table this tax season? Many entrepreneurs and small business owners overlook valuable tax deductions that could save them thousands of dollars. In this episode of In Good Company, we’re diving deep into the top tax deductions you’re probably missing—and how to claim them confidently. We’ll also break down actionable steps to get your financial records organized, from using simple tracking apps to reviewing past expenses. Plus, grab our free Cash Flow Calculator to make tax preparation even easier. Don’t let another tax season go by without...
info_outline
5 Mistakes Entrepreneurs Make: Avoid These Pitfalls to Grow Your Business
In Good Company
Here are the top 5 mistakes I made as a new entrepreneur—and more importantly, how YOU can avoid them. From the revenue trap that almost sunk me to the delegation struggles that left me burnt out, I’m sharing the hard lessons I’ve learned so you don’t have to. We’re getting real about: Why cashflow, not revenue, keeps your business afloat (plus a free tool to manage it like a pro). The beauty of delegation—and how outsourcing changed my life. Overcoming the fear of marketing yourself (it’s not as scary as it sounds, I promise). Why rest isn’t a...
info_outlineQuarterly taxes can feel overwhelming, but they don’t have to be! If you’re self-employed, a freelancer, or running a small business, understanding estimated tax payments is critical to avoiding IRS penalties and last-minute stress. In this episode, I’m breaking down exactly who needs to pay, how much to set aside, and simple strategies to stay on top of your tax deadlines. Whether you’ve been avoiding taxes or just want to make sure you’re doing things right, this episode is your go-to guide for stress-free quarterly tax payments.
Tune in to hear:
- Who actually needs to pay quarterly taxes (and why most entrepreneurs get this wrong!)
- A simple formula to estimate how much you should be setting aside
- The biggest mistake that costs business owners thousands in IRS penalties
- How to track your income & plan ahead so tax season never catches you off guard
- The exact dates your payments are due & how to make them without hassle
***Grab your FREE Cashflow Calculator today by using the link below:
chamberlainandgoodcompany.com/cashflow
Connect with Ashley Chamberlain:
Website: chamberlainandgoodcompany.com
Facebook: Chamberlain and Good Company LLC
Instagram: chamberlaingoodco
LinkedIn: Ashley Chamberlain
YouTube: Ashley Chamberlain
Keywords:
In Good Company podcast, Tax deductions, Small business taxes, Entrepreneur tax tips, Self-employment tax savings, Home office deductions, Mileage tracking, Business software deductions, Professional development expenses, Self-employed health insurance, Tax season organization