Grow Your Business and Grow Your Wealth

The Grow Your Business and Grow Your Wealth Podcast with Gary Heldt is the go-to place to help plan for your future. Whether you’re a business owner looking to maximize your tax profit, a parent planning for college, or an individual looking to improve your life, Gary is the expert for you.Guests on the podcast will chat with Gary and share their secrets to build a better financial foundation for your business and your life. Tune in for informative conversation about keeping your finances organized and not wasting your well-earned money.

  1. Episode 316:  The Hidden Risk in Retirement

    1D AGO

    Episode 316: The Hidden Risk in Retirement

    What if the biggest threat to your retirement is not the market, but the taxes you failed to plan for? In this episode, host Gary Heldt talks with Erik Brenner, CFP and CEO of Hilltop Wealth & Tax Solutions, about why affluent professionals, physicians, and business owners need more than investment advice and annual tax prep. Erik explains what it really means to act as a Personal CFO and why true wealth planning should coordinate tax strategy, retirement income, estate planning, and long-term decision-making under one roof.  Erik breaks down the difference between tax preparation and tax planning, why deferring taxes is not the same as mitigating them, and how many retirees are shocked to discover they may pay more taxes later than they did while working. He also explains why required distributions, longer life expectancy, and poor asset positioning can quietly create major problems in the second half of wealth.  If you have ever assumed your CPA, advisor, and attorney were all on the same page, this conversation may make you think again. Key Takeaways → Wealth planning works best when tax, legal, insurance, and investment decisions are coordinated instead of handled in separate silos.  → Tax preparation and tax planning are not the same thing, and many people are not getting the deeper planning they think they are.  → Required IRA and 401(k) distributions can push retirees into much higher tax brackets than expected.  → Deferring taxes is not the same as reducing taxes. Strategy matters.  → Estate planning is still a major gap, with Erik noting that about two-thirds of people do not have an estate plan in place. Connect with Erik on LinkedIn: https://www.linkedin.com/in/erikbrenner/ Visit Website: https://www.hilltopwealthtax.com/ Enjoyed this episode? Subscribe to Grow Your Business & Grow Your Wealth, leave a review, and share it with a business owner or professional who needs to think beyond tax prep and start planning for lifetime wealth. Visit Gary Heldt's website at https://www.sbadvisors.cc/ Connect with Gary on LinkedIn: https://www.linkedin.com/in/gary-d-heldt-jr/

    30 min
  2. Episode 315: Stop Being the Business Bottleneck

    APR 8

    Episode 315: Stop Being the Business Bottleneck

    Are you the reason your business cannot grow?  In this episode, host Gary Heldt sits down with Charles Gaudet, Founder and CEO of Predictable Profits, to unpack why so many businesses stall after early success. Charles explains the reality of the founder’s trap, where growth built on hard work, referrals, and hustle eventually turns into chaos and dependency on the owner. He breaks down how business owners become the center of everything, from sales to operations, and why that structure makes scaling nearly impossible. The conversation also dives into the shift from reactive workdays to strategic leadership, and how AI is already changing how customers make decisions. This is a powerful discussion for business owners ready to stop doing everything and start building a business that runs and grows without them. Key Takeaways: → Most businesses are built on effort, not systems, which limits growth → The founder often becomes the biggest bottleneck in the company → Growth requires moving from doing the work to leading strategically → Reactive days kill progress while intentional planning drives results → AI is already reshaping the buyer’s journey and business visibility → The right mindset turns problems into opportunities for innovation Connect with Charles on LinkedIn: https://www.linkedin.com/in/charlesgaudet/  If you want to grow your business without burning out, this episode is for you.  Be sure to follow, like, and subscribe to Grow Your Business and Grow Your Wealth so you never miss an episode.

    39 min
  3. Bonus:  Why Growing Businesses Need More Than Bookkeeping

    APR 3 ·  BONUS

    Bonus: Why Growing Businesses Need More Than Bookkeeping

    Growing a business is exciting until the numbers stop making sense. In this episode of Grow Your Business & Grow Your Wealth, Guest Host Jack Reeder sits down with Patricia Santayana, CPA, President of Delphi Advisory Services, to talk about what smart financial leadership really looks like for business owners who want to grow without losing control of their numbers. Patty explains why many business owners think they are doing well because revenue is coming in, while missing the bigger issue of cash flow, financial visibility, and long term planning. She also shares why there is a major difference between bookkeeping, tax prep, and true advisory support. Patty breaks down the moment when a business owner needs to stop wearing every hat, why looking only at an income statement can be misleading, and how better financial systems help owners set real goals instead of vague hopes. She also explains that many businesses do not fail because of one giant crisis. They fail because of the small financial leaks nobody addressed early enough. → Why a profitable business can still be cash-strapped  → Why business owners need to look beyond the income statement  → The difference between bookkeeping, tax strategy, and CFO level advisory support  → Why hitting about $500,000 in revenue can signal the need for stronger financial leadership  → How SMART goals help owners move from reacting to planning  → Why underpricing is still one of the biggest mistakes business owners make To learn more about Patricia Santayana and Delphi Advisory Services, visit DelphiAdvisoryServices.com.  Connect with Guest Host Jack Reeder: Home | The Bulfinch Group | Needham, MA

    25 min
  4. Episode 314:  What Every Business Owner Needs to Know Before Exiting

    APR 1

    Episode 314: What Every Business Owner Needs to Know Before Exiting

    Are you building a business… or building something you can actually walk away from? In this episode, Tyson Ray, CEO of FORM Wealth Advisors and creator of the SPACE™ Framework, breaks down what most business owners avoid thinking about until it’s too late… how to exit well. With over 25 years in wealth management, Tyson shares the real truth about succession planning, why it’s not a one-time event, and how emotional decisions can cost you everything you’ve built. This conversation goes beyond strategy. It gets into identity, control, leadership, and what it actually takes to transition your business without regret. ➡️ Key Takeaways  → Succession planning is not an event… it is an ongoing process  → Your business should not be your only asset or your only retirement plan  → Most owners either over-invest in the business or extract too much… balance matters  → If your business depends entirely on you, it’s not a business… it’s a job (or multiple jobs)  → The SPACE™ Framework helps you see, prepare, act, commit, and exit with intention  → You must allow your team to fail in order for them to grow and eventually replace you Connect with Tyson Ray Find Tyson on LinkedIn or visit: https://totalsuccession.com Connect with Gary: Visit Small Business Advisors website: https://www.sbadvisors.cc/ LinkedIn: https://www.linkedin.com/in/gary-d-heldt-jr/ 🎧 Listen and subscribe:  https://podcasts.apple.com/us/podcast/grow-your-business-and-grow-your-wealth/id1521874291

    27 min
  5. Episode 313:  How Business Owners Build Value Before Exit

    MAR 25

    Episode 313: How Business Owners Build Value Before Exit

    What if the biggest mistake in exit planning is waiting until you are ready to leave? In this episode of Grow Your Business & Grow Your Wealth, Gary Heldt sits down with David Flores Wilson, Managing Partner at Sinceres Advisory, to talk about what business owners often miss when it comes to financial planning, business value, and long-term freedom. This is not just a conversation about retirement accounts or investments. It is about building a business that creates real value, understanding your true financial freedom number, and preparing for an exit that protects both your money and your purpose. David explains why financial planning for entrepreneurs is different from traditional retirement planning, why so many owners wait too long to prepare, and why the right team matters more than ever. Gary and David also dig into the emotional side of leaving a business, including identity, family conversations, and what life looks like after the deal is done. 6 Key Takeaways → Exit planning is not a last-minute event. It is a long-term process that should start earlier than most business owners think. → A stronger exit plan can make your business more valuable even if you never sell it. → Your business may be your best investment, so blindly pulling money out to diversify is not always the smartest move. → Owners need to know their real expense level so they can calculate a true walk away financial freedom number. → Selling a business without a plan for purpose, time, and identity can create regret even when the money is there. → The best outcomes happen when the business owner, CPA, attorney, and financial advisor work together instead of in silos. To learn more about David Flores Wilson and explore his personal finance blog for business owners, check out Planning to Wealth and book a consultation to talk through your situation. connect with David on LinkedIn: https://www.linkedin.com/in/david-flores-wilson-cfp%C2%AE-cfa-02b5a/

    26 min
  6. Bonus:  Why Business Valuation Matters Long Before You Sell

    MAR 20

    Bonus: Why Business Valuation Matters Long Before You Sell

    Most business owners think valuation matters only when they are ready to sell. Bethany Hearn explains why that mindset can cost owners money, lead to avoidable disputes, and leave major risks hidden in plain sight. In this episode, guest host Jack Reeder sits down with Bethany Hearn, CPA, ABV, and CFF, to talk about business valuation, forensic accounting, succession planning, and the legal and financial blind spots that can hurt business owners when they least expect it. Bethany shares why valuation should begin years before a sale, how poorly written agreements can create costly conflicts, and what owners can do now to protect value, legacy, and peace of mind. Key Takeaways → Valuation is not just for selling your business. It is critical for succession planning, estate planning, shareholder changes, and dispute prevention. → Waiting until the last minute can reduce the value you are able to create or protect. → Forensic accounting can uncover hidden risks inside your business, especially when too much financial responsibility sits with one person. → Poorly written buy-sell agreements can create confusion, surprises, and costly litigation. → Different industries require different valuation lenses, especially when capital needs, cash flow, and risk vary. → Verbal agreements in family and farming businesses can become major legal problems when expectations are not clearly documented. This episode is guest-hosted by Jack Reeder, who leads a thoughtful conversation focused on helping business owners understand value, reduce risk, and make smarter decisions before problems arise. Connect with Bethany Hearn to learn more about business valuation, forensic accounting, transaction services, and how to protect your business before a transition or dispute puts pressure on the numbers. For more information on Guest Host:  Jack W. Reeder, CLU®, ChFC® Chartered Financial Consultant 978-335-2267

    33 min
  7. Episode 312:  How to Build Financial Freedom Through Passive Income

    MAR 18

    Episode 312: How to Build Financial Freedom Through Passive Income

    What if financial freedom is not about retiring early, but about building enough income and confidence to finally choose how you live and work? In this episode of Grow Your Business & Grow Your Wealth, Gary Heldt talks with Daniel Alonzo about what it really takes to build financial independence. Daniel shares how he shifted from simply selling to building a scalable business, why passive income changed his life, and how systems, mentorship, and personal growth helped him create long term freedom. This conversation is a strong reminder that wealth is not accidental. It is built through discipline, leverage, and the willingness to stay coachable. → Financial freedom means having enough income and investment growth to support the lifestyle you want whether you are working or not. → Passive income is not magic. It comes from building something that can keep producing through people, systems, and duplication. → Business owners who want to grow cannot stay trapped in doing everything themselves. Real scale comes from systematizing what works and teaching it well. → Community and mentorship matter because the right people can help you think bigger, move faster, and avoid staying stuck in your own blind spots. → Coachability is a wealth skill. Ego can hold people back, while learning from others can open the door to bigger results. → Wealth is not just about money. It is about purpose, freedom of choice, and building a life you actually want to live. Connect with Daniel Alonzo through Wealth on the Beach, explore his books, and learn more about his coaching community and wealth building philosophy. Join the club: https://wealthonthebeach.com/home Daniel's LinkedIn: https://www.linkedin.com/in/danielalonzo8/ Connect with Gary on LinkedIn: https://www.linkedin.com/in/gary-d-heldt-jr/

    36 min
  8. Episode 311: Multifamily Syndication and Cost Segregation

    MAR 11

    Episode 311: Multifamily Syndication and Cost Segregation

    Ever feel like you can make good money and still lose the game because too much of it walks out the door? In this episode, Gary sits down with a multifamily investor who watched a massive real estate downturn up close, then rebuilt by learning how syndication works and how investors think about cash flow, taxes, and long-term ownership.  They dig into cost segregation, bonus depreciation, and why mindset matters when you are running deals in a world you cannot control.  6 key takeaways  → Market cycles are real, and over-leverage, plus building to sell instead of building to hold, can turn a boom into a brutal bust fast.   → Syndication is one way investors pool capital to buy apartments together, starting smaller to build a track record before scaling up.   → Know your role before you invest: general partners run the deal, limited partners stay passive, and the work plus risk profile is different.   → Cost segregation can compress depreciation into a shorter window, which can create large write-offs when the math makes sense.   → A resilient mindset is not motivational fluff; it is required because you do not control markets, interest rates, or tenant behavior.   → The wealth game is not only income, but it is also retention: it is not about the money you make, it is the money you keep.   If this episode sparked questions about real estate investing, syndication, or tax strategy, connect with Gary and share what you are trying to build.  For more from the guest, start with YouTube by searching “Justin Brennan multifamily” and visit justincbrennan.com.

    37 min
4.8
out of 5
18 Ratings

About

The Grow Your Business and Grow Your Wealth Podcast with Gary Heldt is the go-to place to help plan for your future. Whether you’re a business owner looking to maximize your tax profit, a parent planning for college, or an individual looking to improve your life, Gary is the expert for you.Guests on the podcast will chat with Gary and share their secrets to build a better financial foundation for your business and your life. Tune in for informative conversation about keeping your finances organized and not wasting your well-earned money.

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