Shows
Self-Directed Investing: Webinar SeriesEp. 07 - Mastering Retirement Plans Core Concepts and Advanced Strategies with Keith BlackborgSign up for next weeks webinar -The Investors Guide to the Solo401(k) - to receive the full video, Q&A and the entire presentation for free!REGISTER HERE - https://americanira.ac-page.com/1015-webinarKeith Blackborg is a CPA and wealth strategist who helps business owners reach "work optional" in 3–5 years and build virtual family offices. In his presentation, Retirement Plan Strategies: Core Concepts & Advanced Strategies, he explains core retirement account choices and practical rules of thumb for when to use Traditional versus Roth accounts, and compares key 401(k) and IRA features. He also covers advanced tactics such as Me...
2025-10-1731 min
Accredited Investor EdgeEp 1: Red Flags Most Passive Investors Miss — and How to Avoid ThemWhat happens when a high-income CPA sells his firm and goes deep into alternative investments? Keith Blackborg did just that, and in this episode, he joins Jared to unpack the strategies that helped him reach financial freedom by age 33.You’ll hear how Keith helps other high-net-worth investors navigate the maze of private placements, passive income, and tax planning. The conversation covers the mindset shift it takes to leave the W-2 world, the pros and cons of different investment types, and the exact filters Keith uses to vet sponsors and deals.If you’re an accr...
2025-08-0857 min
Beyond StocksKeith Blackborg of Financial Journey Season 3 Episode 1Keith Blackborg and his wife Jessica did well with their businesses and real estate investing, but they eventually faced existential questions like "Why are we still doing this?" They sold their assets and took a three year vacation, after which they formed Financial Journey. FJ serves self-directed millionaires who learn about wealth creation, wealth preservation, investments and tax strategy. Along they way they have fun through retreats and other events that foster a sense of community and giving.
2025-08-0429 min
Poor MillionairesCrafting your financial journey with Keith BlackborgToday’s guest is Keith Blackborg. Keith is a successful real estate investor and owner of Financial Journey, a network of self-directed millionaires who are working to reach work optional and beyond. Crucially, he helps his clients build and manage a personalized Virtual Family Office, leveraging the network to build a team of top-tier professionals working together to deliver. Poor Millionaires is the show focused on helping you escape the ranks of the mass affluent and start your journey to generational wealth.Watch on YouTube | Follow us on LinkedIn | Visit our w...
2025-07-2529 min
Senior Housing InvestorsWork Optional: Redefining Wealth, Purpose, and Identity with Keith BlackborgWhat If You Could Be Work Optional ?In this episode, Keith Blackborg, a CPA turned investor, shares how he retired at age 32—not to stop working, but to start living intentionally. Through his company, Financial Journey, Keith now helps high-net-worth individuals and entrepreneurs achieve financial independence and reclaim control of their time, purpose, and legacy.Keith introduces a new paradigm: "work optional" living—where wealth is a tool for freedom, not just accumulation. He dives deep into the financial strategies and identity shifts required to move...
2025-06-0938 min
The Real Estate PessimistFrom 875 Houses to Hotels, Real Wealth, & What Actually Matters: Keith Blackborg Tells All | EP#18What happens after the big win? After the exit, the accolades, the passive income?In this no-BS episode of The Real Estate Pessimist Podcast, Kristi Kandel and Erik Stenbakken sit down with Keith Blackborg— CPA, high-net-worth advisor, real estate investor, and the guy whose team bought 875 houses. But this isn’t just a flex-fest—it’s a soul check for every investor out there.💥 We talk divorce scares and treasure chest proposals. 💥 Wealthy clients who looked rich but felt empty. 💥 What really happens when you sell your business and lose your identit...
2025-05-0754 min
The Start, Scale & Succeed PodcastTransforming from Owner to Investor with Keith Blackborg - Ep. 239In this high-roi episode, Keith Blackborg, Owner of Financial Journey, LLC, shares how you can make the leap from founder/owner to investor and put your wealth to work for you all in the context of a community of fellow founders and investors.You will discover:- How to achieve "work optional" without being put out to pasture- Why the sophistication of your wealth strategy has to expand beyond your business- How a community of investors will help you avoid the biggest mistake successful founders make once they exit...
2024-12-2420 min
Vision Pros Live PodcastVisions, accredited investors and financial hooplah with Keith Blackborg and Jackson Calame.Visions, accredited investors and financial hooplah with Keith Blackborg and Jackson Calame.
2024-11-1938 min
Experts SpeakMake Work Optional in 3 to 5 years with Keith BlackborgKeith Blackborg has amassed his wealth, and now helps business owners connect with other wealthy individuals, and achieve their vision for life. As you will hear in the interview, it's about more than money. Keith understands how to help you create a business that will support whatever life you desire, and his network of experts can help you balance your investing portfolio. But more importantly, is what you're about and what your money is for. Listen to this insightful interview and then reach out to Keith to see how he can help you Make Work Optional in 3 to 5 years...
2024-11-0129 min
The Business & Wealth Show - Mac Attram164. Wealth, Taxes & Financial Freedom with Keith BlackborgIn this episode, our host Mac Attram interview Keith Blackborg on Wealth, Taxes and Financial Freedom.
Keith is an accountant, wealth optimiser, and tax strategist and reached “Work Optional” i.e. “Financial Freedom” by the age 30. Keith served as the director of acquisitions for a hedge fund that transacted the largest private sale of homes in US history. His company, Financial Journey, delivers billionaire wealth strategies to millionaires.
Tune in, listen, leave a comment & give us a like.
Keith Blackborg
www.financialjourney.life
Mac Attram
Take the free busin...
2024-10-2629 min
Let's Talk About It54 - From CPA to World Traveler: A Millionaire’s Journey to True Freedom with Financial Journey's Keith BlackborgYour host, Jeff Arnold, interviews the Owner of Financial Journey, Keith Blackborg. Keith shares his journey from a CPA at Deloitte to founding his own CPA firm and transitioning into real estate investments. He discusses the personal challenges of rapid growth, the decision to sell his CPA practice and a transformative three-year global travel experience. Keith emphasizes the importance of community, generational wealth, and enjoying the journey rather than just the destination.Want to learn more about Keith's work? Check out her website HERE.Connect with Keith on LinkedIn. Think you'd be a...
2024-10-2415 min
Vision Pros Live PodcastWhy do leaders hide from funding their vision? Featuring Keith BlackborgWhy do leaders hide from funding their vision? Featuring Keith Blackborg
2024-10-2101 min
Vision Pros Live PodcastWhat's your goal for being on the show? Featuring Keith BlackborgWhat's your goal for being on the show? Featuring Keith Blackborg
2024-10-1601 min
Vision Pros Live PodcastWhat's the story behind your why? Featuring Keith BlackborgWhat's the story behind your why? Featuring Keith Blackborg
2024-10-0803 min
You're Worthless. Read that again. The Juxtaposition of Your Very SoulS1 #145 Optimise Existing Assets and Investments to Reach Work Optional Status with Keith BlackborgWho is our guest?
Keith Blackborg, CPA, a proud father, husband, wealth optimizer, and tax strategist, transitioned to Wealth as THE Business and reached “Work Optional” by age 30. Keith served as the director of acquisitions for a hedge fund that transacted the largest private sale of homes in US history. His company, Financial Journey, delivers billionaire wealth strategies to millionaires.
An extended version of his background would be: Keith Blackborg helps business owners and accredited investors reach “work optional” in 3 to 5 years. Then, he helps you optimize wealth growth around y...
2024-10-0235 min
Financial Freedom Podcast with Dr. Christopher H. Loo, MD-PhD#1143 - Mastering Financial Independence: Achieving a Work Optional Lifestyle with Keith BlackborgJoin us for an insightful conversation with Keith Blackborg, a CPA and wealth optimizer, who shares his proven strategies for achieving financial freedom and a work-optional lifestyle. Keith dives into the importance of passive income, tax strategies, and asymmetrical investment opportunities to create sustainable wealth in 3-5 years. Discover how to identify high-value investments, optimize tech strategies, and leverage self-directed investments for long-term financial success. Tune in to learn how you can take control of your financial future and live life on your terms.
To connect with Keith, visit his website: https://www.financialjourney.life/about-us/
2024-09-2415 min
Vision Pros Live PodcastWhat's your vision ?Featuring Keith Blackborg. Podcast Session 1.What's your vision ?Featuring Keith Blackborg. Podcast Session 1.
2024-09-1805 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting TipsWhy I Stopped Trusting W2 Jobs for Long-Term Security | Keith BlackborgIn this episode of the Real Estate Law Podcast, we're thrilled to welcome Keith Blackborg, founder of Financial Journey, for an insightful conversation on achieving financial freedom. Keith has an impressive track record, having become a millionaire by the age of 30, and he’s now dedicated to helping business owners and professionals become "work optional" within 3-5 years through strategic wealth-building and tax planning.Keith starts by sharing his personal journey, emphasizing the importance of early financial education and the power of building a supportive community around wealth-building. He addresses the common fears and sh...
2024-09-1738 min
That Will Nevr Work PodcastTWNW S5E76 "From CPA to Financial Freedom with Keith Blackborg"In the podcast, Maurice interviews Keith, a CPA and tax strategist who reached financial independence by age 30. Keith discusses how becoming a father shifted his focus from rapid business growth to prioritizing family, emphasizing the importance of strategic planning for businesses with long-term goals, personal strengths, and potential resale value in mind. He advocates for self-direction in investment management and assessing personal skills as a foundation for wealth creation, suggesting brainstorming with peers and forming mastermind groups for enhanced success. Keith reassures that starting a business later in life is feasible and highlights the wealth growth potential of business ownership...
2024-08-2224 min
Worldwise Wealth240. Global Diversification Options and Surviving World War Three? | Keith BlackborgConnect with KeithOctober 2024 Passive Investor SummitWebsiteWorldwise Capital LinksInstagramYoutubeWebsiteJoin the Telegram GroupBook a Strategy Session
2024-08-1730 min
Know Your Why Podcast with Dr.Jason BalaraWealth as THE Business with Keith Blackborg | Know your why #321Welcome to another enlightening episode of our podcast, where we dive into the inspiring journey of Keith Blackborg from a Certified Public Accountant (CPA) to a real estate titan. Join us as Keith shares his story of building wealth, achieving happiness, and understanding the true riches of life.
Key Takeaways:
- Pursuing Financial Independence: Keith achieved financial independence by age 30, demonstrating that with the right strategies and decisions, it's possible to reach financial freedom early in life.
- Balancing Wealth and Personal Fulfillment: Success can come with a cost. Keith's professional achievements put...
2024-06-2137 min
Invest Like a Billionaire148. Discounted Roth Conversions feat. Keith BlackborgKeith Blackborg CPA shares his journey to becoming work optional by 30. Discover exclusive insights into viewing your wealth as a business, explore five powerful strategies used by billionaires, and learn about a discounted rollover conversion for IRA and 401k investors.
Connect with Keith Blackborg on LinkedIn https://www.linkedin.com/in/keithblackborg/
Connect with Ben Fraser on LinkedIn https://www.linkedin.com/in/benwfraser/
Invest Like a Billionaire podcast is sponsored by Aspen Funds which focuses on macro-driven alternative investments for accredited investors.
Get started and download your free economic report today at https://aspenfunds.us/report...
2024-03-0740 min
The Real Estate Syndication ShowWS1783 Building Wealth and Harmony Navigating Capital Allocation in Marriage | Jessica BlackborgPrepare to embark on a transformative journey with Jessica Blackborg , a maestro of career evolution. Transitioning from a corporate sales and marketing landscape, Jessica seized control of her destiny, metamorphosing into an esteemed real estate mogul and hotel syndicator. We delve into her inspiring narrative that led to the origin of Financial Journey, a brainchild she co-founded with her husband, Keith. Their prime objective? Guiding entrepreneurs towards achieving a 'work optional' lifestyle in a short span of three to five years. Jessica's financial acumen and invaluable insights, garnered through her journey from sales and marketing to managing hotels, are...
2023-09-0834 minThe Real Estate Syndication ShowWS1750 Find Better Investments and Better Partners | Highlights Keith BlackborgIn this exciting highlight episode, we join our guest Keith, as we delve deep into the world of investing. Whether you're an experienced investor or just starting out, Keith has some valuable insights to share.⚖️ The Power of Concentration and the Pitfalls of Unexpected Events ⚖️Keith reveals the potential for quick growth through concentration, but he cautions against the impact of unexpected events like a pandemic. To strike a balance, he recommends diversification across both private and public assets. It's crucial to understand your competitive advantage and have a clear vision of succe...
2023-08-0630 min
Mailbox Money ShowCreative Strategies to Generate Passive Wealth and Reduce Taxes - Keith BlackborgDownload my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflation
If you're a high earner and want to reduce, defer, or eliminate taxes, you won't want to miss this episode.
We are joined today by Keith Blackborg. Keith is a financial consultant, CPA, investor, and tax strategist. At the age of 30, Keith and his wife, Jessica, had become self-made millionaires. As a result of their investments, they were able to retire after less than ten years of working. They now help o...
2023-05-3128 minThe Real Estate Syndication ShowWS1610: What is the Best Way to Start A Real Estate Business | #HighlightsToday, we reflect on our conversations with Keith Blackborg and Amy Sylvis. Ultimately, what and when you invest plays a huge role in your investing success. But what is the best way to start a real estate business and how do you find an investment that best fits you?Breaking into the real estate syndication business is not easy. It takes time, persistence, patience, and hard work. While educating yourself about the business and the industry is non-negotiable, it is also crucial to get to know and work with people who have gained extensive experience and expertise...
2023-03-1924 min
Driven To Win77 | The Healthy Buyoff W/ Keith BlackborgIn this episode, Chaz Wolfe chats with Keith Blackborg about his journey from employment to entrepreneurship. They discuss the challenges of decision-making, the importance of personal and business growth, and the crucial role of cash flow. Keith also shares his unique approach to parenting for resilience, managing his business in minimal time, and his strategy for recovery if he lost everything.
Host Chaz Wolfe brings Financial Sage Keith Blackborg to the king’s table. Keith is a 7+ figure king in the ‘wealth and happiness’ (CPA) industry. He’s been in the industry since 2009 and has a thorough and expert level un...
2022-10-0535 minThe Real Estate Syndication ShowWS1418: Tax Benefits of Multifamily Investing | Keith BlackborgIt is undeniable that real estate is a good investment and a great way to grow wealth. With carefully selected assets, you can enjoy regular cash flow, high ROI, diversification, and of course, tax advantages. But, did you know that there are tax benefits that you can gain solely from multifamily investment properties? In the concluding episode of our series with Keith Blackborg, we discuss the tax benefits that multifamily syndicators can enjoy from income-generating properties like apartments. He reveals a number of strategies that operators may use to legally shave dollars off their tax bills. Find o...
2022-09-0827 minThe Real Estate Syndication ShowWS1417: Building Your Deal Flow Pipeline | Keith BlackborgFinding investment opportunities is no easy task; sometimes you have to see a hundred deals, pursue ten, then end up with a single investment. But then, making good investment decisions depends on you seeing many deals. That’s why building your deal flow pipeline is crucial if you want to select the best ones that will grow your money.In the third episode of our series with Keith Blackborg, he shares the process of building a deal flow pipeline so you can find the best investment opportunities that fit your needs. Keith shares various sources of deal fl...
2022-09-0718 minThe Real Estate Syndication ShowWS1416: How to Find the Best Investments | Keith BlackborgDone responsibly, investing can be the best way to grow your money and build your wealth over time. With a range of investment options across different assets that come with various types of risks and returns, it is crucial to understand each investment option, its pros and cons, and how they fit into your overall financial plan. Ultimately, what and when you invest plays a huge role in your investing success. But how do you find an investment that best fits you?In this week’s #TechandTacticsTuesday episode with Keith Blackborg, we talk about the process of fi...
2022-09-0619 minThe Real Estate Syndication ShowWS1415: Quitting Business For Time and Financial Freedom | Keith BlackborgPicture this: You’ve got a lucrative business working with high-net-worth individuals and your passive income from real estate investments exceeds your living expenses. You can now afford the lifestyle that you’ve always dreamed of and working has become optional. Yes, you’ve achieved financial freedom. But then your business starts to consume you. It eats up your time, snatches your presence, muddles your priorities, and eventually, ruins your relationships. What do you do? Should you quit the business to gain time freedom?Our conversation today with Keith Blackborg, the first of a 4-part series, opens a disc...
2022-09-0522 min
The Path to Wellth with Hannes HenncheEpisode 4: Building Real Wealth: Living the Life on Your TermsKeith Blackborg is a self-made millionaire in his 30s. He owned a tax firm that made him successful. At the peak of success, he eventually realized that he didn't want to live the life he had previously envisioned. He sold his firm and active investments and traveled the world with his wife. After returning, he started a new business that focuses on sharing and helping business owners achieve “work optional”.When we make the transition from being self-centered to serving others, we will discover how much more fulfilling life can be. We begin reprioritizing our plans and visi...
2022-06-0345 min
Money Ripples PodcastMaking Wealth Your Business with Keith Blackborg | 602Keith Blackborg is just like me - he was able to become financially free within 10 years both as a successful investor and a tax strategist. He’s looking more at business, wealth, finances, and investments versus just looking at taxes.Listen now to learn different effective tax strategies that can help you make more money in business from someone who has done it for himself!Key Talking Points of the Episode[01:19] Listen to Simple Passive Cashflow![02:03] Who is Keith Blackborg?[03:30] How did Keith become financially free?[04:37] When did Ke...
2022-04-2218 min
Storage WinsEP598: All You Need To Know About Employee Retention Credit (ERC)Want to be educated more about ERC and know if you qualify? Let's dive deeper into the what, the why, the how, the when, and the who of this IRS-funded opportunity. Join us as we chat with Josh Zieglowsky today to get some answers. KEY TAKEAWAYS What is ERC and is it legit? Who qualifies for ERC? Step-by-step process to take advantage of ERC PPP vs ERC Opportunities you can take advantage of with ERC RESOURCES/LINKS MENTIONED Maximizing The ERC Opportunity & Overcoming Self-Imposed Boundaries Apple...
2022-02-2135 min
Storage WinsEP591: From Building To LivingHave you ever dreamed of making work optional for you? Listen in today as we welcome Keith Blackborg back to share his wisdom on what it takes to achieve work freedom and the mental preparation required to move on to the next phase. KEY TAKEAWAYS Why is it important to understand the business you are building? What are the common pitfalls entrepreneurs are making when it comes to investments? What leverage do you need to get to work optional status faster? What are other alternative assets that are reliable in the market?
2022-01-2714 min
Storage WinsEP590: Advanced Business And Real Estate Tax Strategies MasterclassWant to know the sweet spot that will allow you to be most tax-efficient? Keith Blackborg joins us today to share a wealth of knowledge on the real benefits of getting the baseline knowledge to manage your taxes strategically. KEY TAKEAWAYS Common Sense Tax Planning: Would you spend a dollar to save a quarter? Mega Roth 401k vs Solo 401k and what happens if filed incorrectly? Employee Retention Credit (ERC) and the impacts of COVID-19 on payroll taxes Learn how to legally manipulate taxes in real estate How can one get the best person to run...
2022-01-2434 min
Raising A Billion Dollars with Ellis HammondWork Optional in 3-5 years with Keith BlackborgWhat do you want to do with your wealth, and how to view it as your businessHow to grow your portfolio in line with the vision that you wantHow to turn your business into a giving business for you to give back to the KingdomHow to best use your resources to maximize your wealth growth and apply leverage to your business Watch Keith's Free Webinar Kingdom Real Estate Investors! Learn more about our community and join the #1 real estate investing mastermind for Kingdom Leaders at www.thekingdomrei.comGuest Bio:...
2021-09-1325 min
The 80/20 Real Estate Show by InvestorFuseEp 103: Build Wealth with Real Estate And Make Work Optional Within 3-5 Years | Keith BlackborgKeith Blackborg is a CPA turned wealth strategist that loves real estate as the tool for long-term wealth, becoming a millionaire by age 30 and retired by age 32. He enjoys speaking and helping others learn the process of building your Wealth Business and tax strategies for real estate investors. https://www.financialjourney.life/ https://www.investorfuse.com
2021-08-1842 min
Storage WinsEP544: Why You Should Look At Wealth As Your BusinessIf you are a regular listener, we know that building wealth is important for your life and journey. And that's why today we brought Keith Blackborg who will be talking about the negative effects of working for wealth accumulation and the importance of being a problem-solver. KEY TAKEAWAYS Why you need to be clear on your vision Keys to reconciling fulfillment and ambition Active business vs. Wealth business Where you should focus your resources as an investor How to evaluate investment opportunities Strategies to build a deal pipeline ABOUT KEITH BLACKBORG...
2021-08-1651 min
Passive Cash Flow PodcastPassive Cash Flow Podcast Ep. 50 | How to Fast Track the Journey to Financial FreedomConnect with Keith at www.financialjourney.lifeKeith Blackborg joins the show to explain how he was able to obtain financial freedom and travel the world by his mid 30's. The journey to financial freedom does not have to take your entire life. This episode explains tricks to accelerate your pathway to financial freedom and how to structure your wealth around an excellent tax strategy. Keith also explains how people getting started can create the right mindset to develop the lifestyle they are seeking.Keith Blackborg, CPA reached Financial Freedom within 10 years from success as...
2020-11-1326 min
The Lifeonaire ShowApproaching Wealth as a Business with Keith BlackborgMost of us are focused on building our income. But are you focused on building your wealth? What about seeing wealth as a business? If you’ve never heard this fascinating spin on financial freedom, this episode is certainly for you! This week, Jason Wojo and Polish Peter speak with Keith Blackborg as he shares about the ways he coaches people towards financial freedom. Keith’s strategies are rooted in altering the ways we see wealth and encouraging clients to build Focus, Habits, and Community. Whether you’re on your way to financial freedom or have no idea w...
2020-08-1144 min