The Liquidity Event

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The Liquidity Event is a show about all things personal finance with a laser focus on equity compensation. Your hosts AJ and Shane will take you through the week’s news on #fintech, IPOs, SPACs, founder wins and fails, crypto, and whatever else these two

Brooklyn FI


    • May 9, 2025 LATEST EPISODE
    • weekly NEW EPISODES
    • 32m AVG DURATION
    • 147 EPISODES


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    Latest episodes from The Liquidity Event

    Market Myths BUSTED, CEO Burnout & The Great Credit Card Rip-Off

    Play Episode Listen Later May 9, 2025 34:18


    Welcome to Episode 145 of The Liquidity Event! This week, AJ and Shane tackle some big topics: Are individual investors smarter than the "smart money" hedge funds? Why are CEOs really heading for the exits at record rates (and what's the deal with that vasectomy shirt story)? Plus, we unravel the frustrating Catch-22 of credit card fees for businesses and consumers. Tune in for our signature blend of financial insights and (mostly) educational humor! Key Timestamps: 0:00 - Intro & Shane's Renovation Woes 1:39 - Market Update: Pros Sold, Individuals Pounced – Who Was Right? 6:30 - Hedge Fund Reality Check: S&P 500 vs. "Expert" Performance 9:00 - The "Tiger in the Grass": Why We're Biased Towards Action in Markets 14:50 - AJ's Big News: Announcing Her Book "Creative Money"! 17:10 - Tipping Fatigue: Are We All Fed Up? 21:40 - The Real Reasons Tipping Culture is Out of Control 24:45 - The Great Credit Card Rip-Off: Fees, Oligopolies & The Catch-22 for Businesses 28:20 - CEO Exodus: Why Leaders Are Quitting in Droves 29:05 - Peak Ambiguity: AI, DEI & The Hilarious "Vasectomy Shirt" Anecdote 30:00 - Burnout is the New Black: The Serious Side of CEO Turnover Connect with us: Email your financial problems or questions: liquidityevent@brooklynfi.com Leave us a voicemail (we might play it on the air!): memo.fm/liquidityevent Don't forget to LIKE, SUBSCRIBE, and leave us a REVIEW if you enjoy the show! Your support helps us expose more financial nonsense. #FinancialPodcast #InvestingMyths #CEOBurnout #CreditCardFees #SmallBusinessFinance #MarketAnalysis #StockMarket #Leadership #BKFi #LiquidityEvent  

    AJ Ayers on The Long Term Investor: Got Stock Options? Don't Miss These Year-End Moves

    Play Episode Listen Later May 2, 2025 38:16


    Hear your host, AJ Ayers, share her expertise on equity compensation as a special guest on Peter Lazaroff's podcast, The Long-Term Investor! In this focused conversation, AJ shares insights on critical year-end tax planning, developing multiyear strategies for stock options and RSUs, managing risk, preserving gains, and simplifying selling strategies. For the video recording, check out the Long Term Investor podcast on YouTube. Key Moments: 00:37 - Year-End Tax Planning for Equity Comp 03:54 - Long-Term Equity Strategy & Diversification 09:24 - Exercising Private Company Stock Options 14:10 - Managing Equity Compensation Risk 22:27 - Advanced Tactics for Mixed Equity Packages 25:38 - Strategies to Minimize Taxes on Gains 32:49 - Automated Selling with 10b5-1 Plans 34:56 - Final Tips & Takeaways

    NSOs Explained: Don't Let Your Non-Qualified Stock Options Expire Worthless

    Play Episode Listen Later Apr 25, 2025 37:02


    In this episode of The Liquidity Event, AJ and Shane talk non-qualified stock options (NSOs), explaining the common mistakes people make, tax implications, and strategic approaches to maximize your equity compensation. Key Timestamps: 0:00 - Intro and a few laughs 3:45 - The biggest mistake with NQSOs 6:45 - How taxation works upon exercise 10:15 - NQSOs and Alternative Minimum Tax 15:45 - Multiple grant strategies: the Goldilocks approach 19:45 - When to exercise and hold vs. wait 23:30 - The "least regret" strategy 26:15 - Overconfidence and substantial risk of forfeiture 28:45 - Real-world Reddit question about forgotten options Connect with us: Email: liquidityevent@brooklynfi.com Ask us financial questions via voicemail: memo.fm/liquidityevent Don't forget: please like, subscribe, and leave a review! #EquityCompensation #StockOptions #NQSOs #FinancialPlanning #TaxStrategy  

    7+ Lessons from 7 Years: Entrepreneurship, Taxes & Building a Business

    Play Episode Listen Later Apr 18, 2025 31:24


    Tariff Chaos, Circle IPO & Angel Investing

    Play Episode Listen Later Apr 11, 2025 32:10


    Market shocks, crypto moves, windfalls, and punk rock? Shane Mason & AJ Ayers unpack the latest financial news and listener questions in this episode of The Liquidity Event.

    Corporate Espionage, AI Exam Hacks & Money Questions From Reddit

    Play Episode Listen Later Apr 4, 2025 35:58


    In this episode of The Liquidity Event, AJ and Shane dive into tech drama, AI disruption, and financial advice with a little spice.  Key Timestamps: 0:00 - Intro & Japan Travel Reflections 3:00 - Corporate Espionage: Rippling vs Deel 13:06 - Student Uses AI to Beat Amazon Interview 18:00 - Hinge Health: Revolutionizing Physical Therapy? 23:24 - Listener Question: Best Retirement Account for Musicians 28:00 - Reddit Question: 26-Year-Old Making $400K From Business Like us? Have financial questions? Connect with us. Email: liquidityevent@brooklynfi.com Leave a voicemail: memo.fm/liquidityevent Don't forget to like, subscribe, and leave a review! New episodes every Friday. #FinancialAdvice #CorporateEspionage #AIEthics #RetirementPlanning #Entrepreneurship  

    Stock Market Volatility, Long-Term Investing & Dave Ramsey's “Morality”

    Play Episode Listen Later Mar 21, 2025 31:00


    In this episode of The Liquidity Event, BKFi's AJ Ayers and Eduard Zolotarev tackle market volatility head-on, explore the recent Taco Bell product launch event, and share honest thoughts on Dave Ramsey's controversial rental property comments. Key Timestamps: 0:00 - Intro & Episode Overview 0:34 - Meet Ed & An All Important Update on Taco Bell 3:33 - Market Volatility & Recent Corrections (We aren't scared) 8:49 - Long-Term Market Performance Charts 13:05 - Why Timing the Market Is So Hard (and pointless) 17:20 - Lessons from Those Who Left the Market in 2008 21:43 - Global Investment Beyond US Markets 23:23 - Dave Ramsey's Controversial Comments 29:19 - The Value of Having a Financial Advisor Don't forget to like, subscribe, and leave a review! New episodes every Friday. If you have anything to add, comment below! We value thoughtful & intelligent perspectives. Connect with us: Email: liquidityevent@brooklynfi.com Leave a voicemail: memo.fm/liquidityevent #FinancialAdvice #IPO #StartupTips #AIInfrastructure #TacoBell  

    Qualified Small Business Stock (QSBS): The $10 Million Tax-Free Secret with Attorney Christopher Karachale

    Play Episode Listen Later Mar 14, 2025 38:24


    In this special episode of The Liquidity Event, BKFi leaders John and AJ interview tax attorney Christopher Karachale about Qualified Small Business Stock (QSBS) - a powerful tax benefit allowing founders to exclude up to $10 million (or more) from capital gains taxes when selling shares. Key Timestamps: 1:50 - What is QSBS? The $10 million exclusion explained 3:16 - History of QSBS: From 1992 to today's 100% exclusion 8:15 - Qualification requirements: Company & shareholder criteria 11:13 - "Qualified trade or business" explained 12:18 - Prohibited business categories 14:14 - Tips for founders to qualify for QSBS 18:30 - LLC conversion strategies for QSBS 20:45 - Fixing past entity mistakes to qualify 22:54 - LLC to C-Corp conversion: FMV basis benefit 26:15 - 1045 rollovers: Strategy for selling before 5 years 29:04 - QSBS stacking: Advanced strategies with trusts 35:38 - Practical advice for early-stage founders Connect with us: Email: liquidityevent@brooklynfi.com Leave a voicemail: memo.fm/liquidityevent Don't forget to like, subscribe, and leave a review! New episodes every Friday. #FinancialAdvice #IPO #StartupTips #AIInfrastructure #Entrepreneurship  

    CoreWeave IPO + Real Talk on Starting a Business

    Play Episode Listen Later Mar 7, 2025 45:17


    In this episode of The Liquidity Event, AJ and Shane analyze CoreWeave's transformative journey from crypto trading platform to AI infrastructure powerhouse & share highly anticipated Initial Public Offering (IPO) tips, plus unfiltered advice on what it really takes to start a business (from two people who actually did it). Key Timestamps: 0:00 - Intro & Market Updates 2:51 - The IPO Market Landscape 2020-2025 8:49 - What Does CoreWeave Actually Do? 10:37 - CoreWeave's Explosive Revenue Growth 11:56 - Risk Factors: Microsoft Concentration 14:53 - Founders' $150M Pre-IPO Cash Out 19:23 - GPU Infrastructure & Market Position 21:33 - Starting a Business Reality Check 24:00 - The Truth About Side Hustles 25:42 - Why "Setting Your Own Hours" is a Myth 29:00 - Basic Excel Skills: Non-Negotiable 31:35 - Software vs Revenue: What to Prioritize 32:20 - Do You Really Need an LLC? 34:15 - The Truth About Business "Write-offs" 37:22 - Business Plans: Necessary or MBA Fluff? 40:16 - Final Thoughts on Entrepreneurship Connect with us: Email: liquidityevent@brooklynfi.com Leave a voicemail: memo.fm/liquidityevent Don't forget to like, subscribe, and leave a review! New episodes every Friday. #FinancialAdvice #IPO #StartupTips #AIInfrastructure #Entrepreneurship  

    The Middle Class Poor, Friendship Demographics, and Elon Musk's DOGE Claims

    Play Episode Listen Later Feb 28, 2025 28:50


    In this episode of The Liquidity Event: Money & Finance with AJ and Shane, we explore how demographics shape friendship networks, examine Elon Musk's exaggerated claims about DOGE savings, and answer a retirement planning question from a business owner.  Key Timestamps:  0:34 - Introduction and episode topics 1:55 - Mexico City update and lifestyle chat 3:17 - Billionaire Brian Johnson's extreme anti-aging efforts 6:18 - AJ's Certified Exit Planning Advisor (CEPA) designation 9:04 - Hedonic vs. eudaimonic happiness discussion 12:21 - How demographics and education affect friendship patterns 16:18 - Analysis of gathering spaces and COVID's impact on socializing 21:22 - DOGE's questionable $55 billion savings claims 24:24 - Concerns about public lands and national parks 25:24 - Reddit Q&A: Should you contribute to self-employed 401k or Roth 401k?  

    Incentive Stock Options (ISOs) Explained: Tax Strategies to Avoid a $100k Surprise

    Play Episode Listen Later Feb 21, 2025 33:56


    In this episode of The Liquidity Event: Money & Finance with Shane and AJ, we unpack everything you need to know about Incentive Stock Options (ISOs) - from basic tax implications to advanced strategies for maximizing your equity compensation. Key Timestamps: 0:28 - Introduction to Incentive Stock Options (ISOs) 10:26 - Why ISOs get special tax treatment 13:29 - Exercising ISOs: Common pitfalls and best practices 15:45 - Case Study: Recovering $50k in lost tax credits 23:52 - The 5% rule: When to exercise your ISOs 25:39 - Breaking down ISO exercises into manageable chunks 27:28 - AMT credits explained: Getting your money back 28:30 - Year-end timing strategies for ISO exercises 31:28 - How to avoid losing valuable tax credits Connect with us: Email: liquidity@brooklyn.com Leave a voicemail: memo.fm/theliquidityevent/ Please like, subscribe, & leave us a review! New episodes drop every Friday. #EquityCompensation #StartupLife #StockOptions #PersonalFinance #TaxStrategy #FinancialPlanning #WealthManagement #TechCompensation  

    Spotify's Soaring Stock Price & the Great Wealth Transfer

    Play Episode Listen Later Feb 14, 2025 34:22


    In this episode of The Liquidity Event: Money & Finance with Shane and AJ, we discuss Spotify's soaring stock price, the reality of New York real estate's "open secret," and why successful entrepreneurs struggle to relax even after achieving their goals.  Key Timestamps: 0:01 - Intro and Valentine's Day musings 6:48 - Spotify's journey from IPO to $620/share 8:44 - Evolution of Spotify's equity compensation 11:21 - The Great Wealth Transfer and NYC real estate secrets 15:52 - Millennial housing affordability crisis 19:48 - Are things really better for our generation? 22:02 - Listener Question: Tax strategy for high-earning couple 30:32 - Tax optimization strategies for business owners Connect with us: Email: liquidityevent@brooklynfi.com Leave a voicemail: memo.fm/liquidityevent Don't forget to like, subscribe, and leave a review! New episodes every Friday. #FinancialAdvice #WealthManagement #EquityCompensation #Entrepreneurship #PersonalFinance  

    Trump's Trade War, Humanoid Robots, and the Wealth of Baby Boomer Women

    Play Episode Listen Later Feb 7, 2025 32:22


    In this week's episode of The Liquidity Event: Money & Finance with Shane and AJ, we tackle Trump's tariffs, humanoid robots in manufacturing, and baby boomer women deciding the fate of trillions of dollars. Key Timestamps:  0:00 - Intro and updates  4:44 - Baby boomer women & the $82T great wealth transfer 10:29 - Humanoid robots: Manufacturing's future  16:06 - Breaking down Trump's trade war with Mexico & China  22:59 - The impact on domestic manufacturing  27:19 - Reddit Q&A: Real estate diversification strategies Connect with us: Email: liquidityevent@brooklynfi.com Leave a voicemail: memo.fm/liquidityevent Don't forget to like, subscribe, and leave a review! New episodes every Friday.  

    Deep Seek, Dropping Rents, & Gaming Credit Scores

    Play Episode Listen Later Jan 31, 2025 28:03


    Join AJ Ayers, CFP®, EA, CEP, and John Owens, CFP®, EA, ECA, CPWA® as they dive into the biggest financial headlines of early 2025, from AI market shakeups to real estate trends and credit score strategies. Plus, they tackle a listener question about luxury car decisions when you've "made it." Key Moments: 0:36 - Welcome & 2025 check-in 5:42 - Deep Seek's AI breakthrough and market impact 12:01 - Making sense of market headlines and volatility 15:06 - Credit score gaming: privilege and problems 19:37 - Denver's rental market "plunge" explained 22:52 - Reddit Question: $6M net worth car buying dilemma Watch for insights on: How AI developments are affecting the market Why credit score systems may need reform Real estate market cycles Luxury car buying vs leasing debate Don't forget to like, subscribe, and leave your questions in the comments! New episodes every Friday. #FinancialAdvice #AINews #PersonalFinance #StockMarket #TechNews #MoneyTips  

    Restricted Stock Units (RSUs): Understanding Your Equity Comp & Advanced Tax Planning Strategies

    Play Episode Listen Later Jan 24, 2025 34:01


    In this episode of the Liquidity Event: Money and Finance with Shane and Ally Jane, we cover everything you need to know about RSUs, from basic tax implications to advanced strategies for managing your equity compensation. Key Timestamps: 0:28 - Introduction to RSUs & today's topics 6:38 - What makes RSUs unique among equity compensation 9:20 - How RSUs vest & the one-year cliff explained 12:33 - Tax implications: The crucial moment of vesting 22:08 - Understanding RSU withholding challenges 24:19 - Double trigger RSUs explained 27:09 - Sell to cover strategy breakdown 31:02 - Watch out for wash sales with RSUs 32:39 - Blackout periods (preview for future episode)   Connect with us: Email: liquidity@brooklyn.com Leave a voicemail: memo.fm/theliquidityevent/   Don't forget to like, subscribe, and leave a review! New episodes every Friday. #FinancialAdvice #RSUs #StockOptions #TechNews #PersonalFinance  

    Alaska Airlines, FinTech Fails & Timing Your Exit

    Play Episode Listen Later Jan 17, 2025 31:02


    In this episode, AJ & Shane discuss Alaska Airlines' ambitious challenge to Delta, financial frauds in the FinTech space, and tackle a trending Reddit question about timing your exit.   KEY MOMENTS: [2:25] - AJ's Punishment Travel Story: Getting stranded in a Mississippi blizzard [7:20] - Alaska Airlines vs Delta: Breaking down their new international routes, premium offerings, and what it means for the airline industry's recovery [11:28] - Financial Fraud: How a Fidelity employee stole $750k from stock plans and why Deel's $12B platform is facing money laundering allegations [21:04] - The $2M Question: Should you take guaranteed money now or wait for a potentially bigger payday? [26:54] - Financial Advisor's Perspective: Strategies for minimizing regret in exit timing and why taking some chips off the table might be your best bet Connect with us: Email: liquidity@brooklyn.com Leave a voicemail: memo.fm/heliquidity Don't forget to like, subscribe, and leave a review! New episodes every Friday. #FinancialAdvice #StartupLife #StockOptions #TechNews #PersonalFinance  

    2025 IPO Outlook: Is the Freeze Finally Over?

    Play Episode Listen Later Jan 10, 2025 31:49


    Happy 2025! Ally Jane and Shane kick off the year with a deep dive into which major private companies might finally go public.    From SpaceX to Canva, we break down who's ready to make the leap (and who's still playing the IPO waiting game). Plus, an honest discussion about reaching financial independence and whether FIRE is all it's cracked up to be. Society isn't built for early retirement. What happens if you're rich and have lots of free time with no one to share it with?    Key Moments:    0:00 Welcome to 2025 & reflections on 2024 5:51 IPO Market Analysis: From winter to spring? A look at the numbers 13:34 Deep dive into potential 2025 IPOs (Canva, DataBricks, Rippling & more) 20:37 The Mystery Trip Reveal: Shane's diabolical plan for AJ 24:31 Real Talk: When reaching financial independence isn't what you expected Between Shane plotting AJ's mystery destination and frank discussions about post-FIRE regret, this episode balances market insights with real talk about money and life.  And yes, there's a detour into dental drama because even financial advisors have to deal with crown complications.

    Sudden Wealth, Vacation Homes, and New Year's Resolutions: The 2024 Finale

    Play Episode Listen Later Dec 20, 2024 34:46


    In this final episode of 2024, hosts AJ and John explore the complexities of handling sudden unexpected windfalls, major financial decisions like purchasing a home (or vacation home), and some last-minute year-end planning tips.   Key Moments & Topics: 0:00 Show introduction and 2024 wrap-up The psychology of sudden wealth and how to avoid common pitfalls 4:35 Handling unexpected windfalls Smart strategies for managing capital injections without lifestyle inflation 9:15 Home purchasing strategies The 20% down payment rule and affordability considerations 16:05 The vacation home debate The "6 weekend rule" and why rental income shouldn't factor into your decision 20:33 Year-end financial planning Last-minute FSA spending and charitable giving strategies 25:56 Looking ahead to 2025 Personal reflections and intentional goal setting Plus, they share their own experiences transitioning roles at BKFi and lessons learned from 2024.  

    Tax Planning Tips for Business Owners, Bitcoin BS, and a Bad Hair Day

    Play Episode Listen Later Dec 6, 2024 32:57


    In this episode of The Liquidity Event, hosts AJ and Shane discuss year-end business planning and tax optimization strategies.   They break down: Essential business credit card decisions for startups and growing companies Year-end tax planning moves business owners should consider now Key business deductions you might be missing, from travel to home offices Special considerations for remote businesses and multi-state operations Strategic 401(k) planning for business owners and the complexities to watch out for Plus, they explore upcoming tariff changes that could impact business purchasing strategies and share insights on managing financial operations across state lines.   AJ & Shane also tackle two timely topics: whether Bitcoin belongs in your 401(k) (spoiler: probably not), and the major changes coming to NYC's real estate broker fee system that could affect both landlords and renters.   Subscribe to be the first to know about our new episodes!   TImestamps: 0:00 Show introduction and Thanksgiving weekend reflections 4:29 Business credit card considerations and startup financial strategies 9:15 Year-end business tax planning and revenue timing 13:31 Business deductions for travel and home offices 17:38 Remote business operations and state tax implications 20:03 401(k) planning for business owners 23:49 Upcoming tariffs and business purchasing strategies 25:56 Bitcoin and cryptocurrency investment discussion 28:30 NYC real estate broker fees and show wrap-up  

    Year-End Tax Planning Strategies (While You Still Can!)

    Play Episode Listen Later Nov 29, 2024 31:21


    In this episode of The Liquidity Event, hosts AJ and Shane tackle year-end tax planning strategies (what you can still do!).   They break down: The importance of optimizing tax-advantaged accounts like 401(k)s, Roth IRAs, and HSAs The debate around charitable giving for young professionals Smart timing for exercising stock options and equity compensation Tax loss harvesting opportunities in volatile markets Important deadlines and why December planning is crucial   Plus, they explore the "Christmas problem" - the challenges of executing stock trades during the holiday season, and share practical tips for avoiding last-minute scrambles with equity compensation.   AJ & Shane also discuss the evolving role of charitable giving, with Shane offering a contrarian view on early-career donations while AJ advocates for strategic giving through appreciated securities.   Subscribe to be the first to know about our new episodes!  

    Delta Diamond is a Girl's Best Friend

    Play Episode Listen Later Nov 22, 2024 26:53


    In this episode of The Liquidity Event, hosts AJ and Shane demystify airline loyalty programs and credit card rewards. They break down: When airline status is (and isn't) worth pursuing The true value proposition of airport lounges and premium credit cards How to optimize your spending between airline miles and cash back rewards Inside tips on Delta's Diamond Medallion program and its changing benefits   Plus, they share their real-world experiences navigating loyalty programs while running a remote business, and whether recent changes to Delta's program signal trouble ahead for frequent flyers. Whether you're a road warrior or occasional traveler, this episode will help you make smarter decisions about your travel rewards strategy. Subscribe to be the first to know about our new episodes!  

    Trump Tax Policy 2025—Fact vs Fiction

    Play Episode Listen Later Nov 15, 2024 32:44


    As the election dust settles, we're discussing what a Trump-led administration will mean for tax policy and your finances in 2025 and beyond.   A lot of promises were made on the campaign trail. Join hosts AJ and Shane as they try to separate fact from fiction and forecast what Americans can expect:   -Implications for the Tax Cuts and Jobs Act (TCJA) -Impacts on Social Security taxation -What may happen to the SALT deduction cap -Auto loan interest deductions -Tariffs And more!  

    Donor Advised Funds (The Good, The Bad, & The Ugly)

    Play Episode Listen Later Nov 8, 2024 25:25


    In this episode of The Liquidity Event, hosts AJ and Shane talk donor advised funds & charitable giving. They discuss: Why Donor Advised Funds were created How they can be used a strategy to give more thoughtfully, particularly if you are not sure how exactly you want to give at year's end The dark side of DAFs - how the ultra wealthy have misused this strategy for their own benefit Give it a listen and let us know what you think.   Subscribe to be the first to know about our new episodes!

    Open Enrollment: Because Your Future Self Will Thank You

    Play Episode Listen Later Oct 25, 2024 30:21


    In this episode of The Liquidity Event, hosts AJ and Ed dive into the annual workplace tradition we all love to hate: Open Enrollment Season. While logging into the HR portal and clicking through endless benefit options might feel like watching paint dry, making the wrong choices could leave your future self holding a much lighter wallet.Join them as they discuss: Health insurance (PPO vs HMO) How to think about ancillary benefits like dental & vision Life & disability insurance Retirement planning opportunities And more! Plus, they tackle a listener question about planning for those expensive later-life care costs that Medicare won't cover.Subscribe to be the first to know about our new episodes!

    OpenAI News: Funding, Valuation & Tender Offer for Employees

    Play Episode Listen Later Oct 11, 2024 37:27


    In Episode 122 of The Liquidity Event, Shane and AJ discuss the latest news surrounding OpenAI's funding and valuation, including a potential tender offer for employees. If you're an OpenAI employee, you'll want to pay close attention—serious tax planning could be on the horizon!   Shane and AJ also break down what a tender offer means, why timing is crucial for employees, and the importance of having a financial planner on deck. Whether you're working at a startup or just curious about tech company valuations, this episode is packed with insights to help you stay ahead.   For more details on OpenAI's recent funding and tender offer news, check out these resources: OpenAI Raises $6.6 Billion in Latest Funding Round OpenAI Employees May Get to Sell Shares After $6.6 Billion Round Understanding Private Company Tender Offers   Tune in for expert advice and more!

    A Beige Flag Economy? 2024 Q3 Market & Investment Commentary

    Play Episode Listen Later Oct 3, 2024 34:35


    In this episode, AJ and John take a deep dive into Q3 of 2024. From major global events like the Olympics and the resolution of the Hollywood strike to big shifts in the economy—including interest rate cuts and Biden's departure—there's a lot to cover. They break down the winners and losers of the quarter, discuss the “Beige Flag” economy, and explore the rise in household debt despite record-high wealth. With mortgage rates finally dipping, they tackle the big question: should you refinance? Plus, a look at valuations and what's happening in the IPO market. Tune in to stay ahead of the trends and catch up on everything Q3!

    Turistas Go Home: Should I Buy a Vacation Home Abroad?

    Play Episode Listen Later Sep 27, 2024 39:29


    In this episode of The Liquidity Event, hosts Shane and AJ explore the complexities of owning a vacation home in a foreign country. While the idea of sipping cocktails on the beach at your own property sounds enticing, the reality can be quite different. Join them as they discuss: The hidden costs of vacation home ownership, from dual mortgages to maintenance expenses. Challenges of managing properties across borders, including bill payments and upkeep when you're not there. Tips for balancing real estate-heavy investment portfolios. Why even families without kids should consider 529 plans as part of your financial planning toolbelt   Subscribe and hit the notification bell to stay updated on all our latest episodes!

    Trust Me: Kids, Money & Savings Lessons from our Youth

    Play Episode Listen Later Sep 20, 2024 33:14


    Welcome to Episode 119 of The Liquidity Event! Shane and John discuss some of the big questions parents ask when it comes to finances and their children. They look at different strategies available to parents as well as their pros and cons. Trust Funds and Financial Gifts: Shane and John talk through various strategies for setting up trusts, acknowledging the difficult balancing act between supporting children and teaching them about financial responsibility. Raising Financially Responsible Kids: Hear personal anecdotes about how Shane and John's first jobs influenced their savings habits. The two also discuss Ron Leiber's The Opposite of Spoiled on preventing entitlement and fostering a balanced understanding of money. Parenting is not easy. But getting a better understanding of your options and the strategies available to you can help! Don't miss this episode.

    Cash Stash: How much should you keep liquid?

    Play Episode Listen Later Sep 13, 2024 38:06


    In Episode 118 of our podcast, AJ and Shane address three financial questions that could impact your cash flow and family dynamics: How Much Liquid Cash is Enough? We answer a popular Reddit question about the optimal amount of liquid assets to keep on hand. Wealthfront's Cash Management—What's the Catch? We evaluate the pros and cons of Wealthfront's cash management options. What's the overall assessment of this strategy? Is there a catch? Family Business Stakes—A Risk Worth Taking? You've been offered a stake in your family's soon-to-open food and beverage business. With the business partner backing out, we talk through key questions to ask and whether this investment is the right move for you.

    IPO Roadshow Caught in the Burning Man Desert Storm

    Play Episode Listen Later Sep 6, 2024 36:59


    IPOs, a desert storm, and the surprising intersection between Burning Man and Wall Street. This week, AJ and John break down all things IPO.  Learn what to do when you hear rumblings of a potential IPO, how to minimize tax liability during the process, and what the current state of the markets could mean for future listings. Listen now for a deep dive into the current state of IPOs!

    Millennial Wealth: Lost and Found!

    Play Episode Listen Later Aug 30, 2024 39:32


    Millennials are now wealthier than previous generations were at their age—and yes, we're just as surprised as you are. In Episode 116 of The Liquidity Event, AJ and Shane discuss a new report, which seems to flip the script on what we thought about the state of millennials a few years ago. Has this generation really caught up & even surpassed the Boomers and Gen X'ers? We're breaking down the numbers and unpacking the surprising trends in real estate, the stock market, and more.

    Having the Talk with Your Parents (No, not THAT Talk)

    Play Episode Listen Later Aug 23, 2024 41:40


    In this episode of The Liquidity Event Podcast, AJ and John tackle one of life's trickiest conversations—how to talk money with aging parents. Maybe it's time to check in with your folks about their financial planning. We dive into gift taxes, picking up bills as gifts, and the subtle art of helping your parents financially without overstepping. Plus, we're sharing real stories about estate planning, avoiding scams, and the importance of being vulnerable with loved ones. Looking for more tips on how to talk money with your aging parents? Check out our blog for more insights: How to Talk Money and Aging.  Got questions for our Liquidity Event hosts? Something you want us to discuss on the pod? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    Lifestyle Creep & What It Can Cost You

    Play Episode Listen Later Aug 16, 2024 38:41


    In this episode of The Liquidity Event, AJ and Shane tackle the realities of lifestyle creep and what it can cost you. They chat about how skyrocketing post-pandemic rent rates are squeezing wallets, dive into the story of a Japanese saver who played it safe only to face a weakening yen, and explore the phenomenon of Instagram-worthy homes.

    Monday's Market Madness and Why Everyone is Getting Scammed

    Play Episode Listen Later Aug 9, 2024 37:57


    Welcome to Episode #113 of the Liquidity Event Podcast! This week, AJ and Shane are diving into the wild world of market volatility. Is the market dipping or is something more sinister at play? Join us as we break down the latest financial news and uncover the scams that are catching everyone off guard. Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/  Email us with your questions at liquidityevent@brooklynfi.com

    How to Pick a Business Partner

    Play Episode Listen Later Jul 26, 2024 44:16


    Ever wondered what makes a perfect business partnership? In this episode of the Liquidity Event Podcast, AJ and Shane dive into the nitty-gritty of choosing the right business partner. From deciding ownership percentages to real-life stories that will have you both laughing and taking notes. Listen in and discover the secrets to a thriving partnership! Got questions? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    Annuities Dummies

    Play Episode Listen Later Jul 19, 2024 36:17


    In this episode of the Liquidity Event Podcast, AJ and Shane tackle the story of a couple who won the Powerball but faced tragic consequences when investing their winnings with an insurance salesman. They also answer a listener's question about the financial reality of marrying your long-term partner. Don't miss this! Got questions? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    Summer Wedding Budget Nightmare

    Play Episode Listen Later Jul 12, 2024 39:05


    Join hosts AJ and Shane on this episode of the Liquidity Event Podcast as they tackle the financial stress of summer weddings. Discover how to manage wedding expenses without falling into debt, featuring real-life stories and expert advice. Plus, they answer a listener's question about the collapse of Synapse Bank, discussing the safety of online banks and explaining how FDIC insurance works. Don't miss this episode! Got questions? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    Gallivanting 4% Closer to Retirement

    Play Episode Listen Later Jun 28, 2024 29:57


    Join Shane and guest co-host John on the Liquidity Event Podcast as they explore the enduring 4% rule in retirement planning. They delve into its history, effectiveness, and relevance for those aiming for early retirement - along with some its pitfalls. Is it merely useful guideline or should it be part of your journey to financial independence? We cover this and whether we both should start golfing more on this weeks gallivanting episode. Tune in! Got questions? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    You Are Not the Beneficiary

    Play Episode Listen Later Jun 21, 2024 33:09


    This week on the Liquidity Event Podcast, Shane and John chat about a real-life story that shows why updating your beneficiary info is so important. Back in the '80s, Jeff added his then-girlfriend Peggy to his 401(k). Fast forward 30 years, multiple relationships, and Peggy's now set to get $1.2M after Jeff's passing—all because he never updated that form. Join us as we unpack this wild tale and share tips on keeping your estate plans up-to-date. You won't want to miss this one! Got questions for our Liquidity Event hosts? Something you want us to discuss on the pod?  Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/ Email us with your questions at liquidityevent@brooklynfi.com

    How to Solve The Housing Crisis

    Play Episode Listen Later Jun 14, 2024 38:22


    This week on the Liquidity Event Podcast, AJ & Shane dive into the heart of the housing crisis. In this episode, they discuss the surprising ways climate change is impacting home insurance, making it harder for people to protect their properties. Whether you're a homeowner, renter, or just curious about the future of housing, this podcast is for you! Listen now to understand the challenges and potential solutions in today's real estate landscape. Got questions? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    A Personal Finance Columnist on Destination Weddings, Financial Scams, and Loaning Your Boyfriend Money

    Play Episode Listen Later Jun 7, 2024 52:17


    This week on the podcast we're joined by the incredible Charlotte Cowles, financial advice columnist for The Cut. Charlotte is known for her valuable insights on investing, saving and spending. She joins AJ on the pod to discuss the skyrocketing cost of weddings, what it's like being a financial advice columnist, why people can't follow basic financial advice, and how to avoid financial scams. Charlotte shares how the unthinkable happened to her: she fell for a financial scam. “There's a scam out there for everyone,” she says. Got questions? Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/

    Looking for a Man in Finance

    Play Episode Listen Later May 31, 2024 34:22


    Tune in to Episode 105, "Looking For A Man In Finance," where AJ & Shane dive into weight-loss drugs like Ozempic and tackle a listener's rent hike dilemma. Should you tough it out or find a new place when rent keeps climbing? And ladies, look no further, we found your 6 foot 5 man in finance! Blue eyes too! Get ready for a lively chat filled with relatable advice and financial tips! Got a question for us? Leave a voicemail and we'll answer it on the show: https://memo.fm/theliquidityevent/

    Unlimited Shrimp FIRE

    Play Episode Listen Later May 24, 2024 34:36


    AJ & Shane chat about the dream of early retirement and what it takes to get there. Plus, we're diving into the juicy news about Red Lobster's bankruptcy—what happened to everyone's favorite cheddar bay biscuit spot? And don't miss our listener question segment, where we help out with a dilemma on early exercising non-qualified stock options (NSOs). Grab your headphones and join us for a fun and informative episode packed with relatable advice and financial insights!   Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/   Email us with your questions at liquidityevent@brooklynfi.com

    Was the 401(k) a Mistake?

    Play Episode Listen Later May 17, 2024 31:30


    In Episode 103, we dive deep into the complexities of retirement planning, pondering the question: Was the 401(k) a misstep? Join us as we dissect the recent insights from a New York Times article and navigate the landscape of retirement savings - has this great, post-pension experiment really worked out? Plus, we tackle a listener's pressing question about IRA contributions. Tune in for a wealth of knowledge, practical tips, and our usual spicy hot takes! Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/  Email us with your questions at liquidityevent@brooklynfi.com

    We're Back Witches!

    Play Episode Listen Later May 10, 2024 35:58


    Shane and AJ are back! Did you miss them? We did! This time, things are different. We've still got luke warm takes on the financial markets, don't worry. But now our hosts will answer YOUR audience questions. Less news, more actionable advice. In our inaugural episode in this format, our hosts take on some questions about freelancing, getting paid in equity, and what happens when you blow off the tax deadline. It feels good to be back!  Leave us a voicemail and we'll answer it on the air: https://memo.fm/theliquidityevent/  Email us with your questions at liquidityevent@brooklynfi.com

    White Lines and White Lies

    Play Episode Listen Later Jul 7, 2023 30:58


    Welcome to the Liquidity Event! In this episode, we'll take you on a rollercoaster ride through bizarre headlines. We've got kids partying too hard at the White House, the CEOs who make hundreds of millions, and of course AI! In other news, we're excited about Honey Homes, a handyperson subscription service that is priced fairly. Oh, and did you know you can get paid to walk 10,000 steps a day?! Don't miss this one! Links A.I. could cut time spent coding by 45%. But even seasoned tech professionals will need ‘extensive' training to harness its full power, McKinsey experts say Secret Service Examining How Suspected Cocaine Ended Up at the White House Meet the CEOs Who Pull In More Than $100 Million a Year Why Car Repairs Have Become So Expensive Khosla Ventures just doubled down on this handyman-on-demand service for homeowners You Can Get Paid Ten Thousand Dollars To Walk 10,000 Steps in a Day A couple who retired early with $4.3 million say the FIRE lifestyle is wearing thin: ‘We don't want to just keep throwing money on the pile and keep being cheap'   Leave Us a Voicemail   Want to know more about working with BrooklynFI, contact us here

    The 100 Things We've Done to Level Up Our Business (And Our Lives)

    Play Episode Listen Later Jun 30, 2023 48:00


    Hey losers! It's our 100th episode! Dang, I can't believe we made it this far during a liquidity event drought. Thanks for tuning in each week to hear our blatherings. On this very special 100th episode, we skip the headlines and head right to the heart of the matter. AJ and Shane are bringing you 100 things they have done to level up their business and their lives. Optimizers and optimists should pay close attention! Thanks for listening, dear listener; we love you.  Life Planning for ourselves and clients Essentiallism Delta lounge access Disagree and commit Bringing on directors to run the show Using Fathom for rolling cash forecasts Habit tracker app Summer Fridays , 1/2 days and july Always get hte cabana Built GEM, our internal tool to plan for liquidity events Dog walker for charlie Work from anywhere Core hours The right company credit card lol Building an enterprise intentionally Be nice, Stay humble Attending conferences - we stay up to date on latest policy and trends and we present and make friends Hiring an EOS advisor Get an awesome business partner Leave Us a Voicemail Want to know more about working with BrooklynFI, contact us here

    My Big Fat Greek IPO

    Play Episode Listen Later Jun 23, 2023 32:40


    Shane and AJ are extra silly today. Shane's in Mexico and AJ's in London! We've got lots of good stuff for you on today's show. Including but not limited to the office mandate people are getting desperate about, the founders of Bitwise misleading investors, salary transparency, and finally an IPO we're actually excited about. Founded by three friends with Greek roots, fast-casual Mediterranean restaurant chain Cava made its stunning public debut last week and investors are excited. Is this the end of the IPO ice age? We shall see. Links More Startups Throw in the Towel, Unable to Raise Money for Their Ideas France's Mistral AI blows in with a $113M seed round at a $260M valuation to take on OpenAI Founders of Collapsed Job-Training Startup Misled VCs, Investor Alleges Return to Office Enters the Desperation Phase A Job With a Fair Salary? What Pay Transparency Laws Are Revealing. Crypto Gets Its Moment of Clarity, But Not the One It Wanted Cava's explosive IPO hints that public markets are more ready for growth stories than founders thought Thrift store chain Savers Value Village sets terms for $300 million IPO Welcome to White Castle. Would You Like Human Interaction With That?   Leave Us a Voicemail Want to know more about working with BrooklynFI, contact us here

    Manic Pixie Dream IPO

    Play Episode Listen Later Jun 16, 2023 30:16


    Hold onto your seats for another thrilling episode of the Liquidity Event Podcast! We've got a pandemic move update: founders and being clawed back to SF due to the AI boom. Then we've got fallen crypto industry titans in Bali and how optimizers are using Notion to plan their entire lives. Some CEOs claim employees are less productive at home but we say that's bad management. And finally, Japanese company Pixie Dust files for a very tiny IPO. Get ready to be entertained and informed on the Liquidity Event Podcast! Links Layoffs and AI Are Changing Tech's Once-Invincible Job Market Spotify Takes a Sharp Turn With Its $1 Billion Podcast Division Americans Are Leaving Portugal as Golden Visa Honeymoon Ends Their Crypto Company Collapsed. They Went to Bali. Teaser's AI dating app turns you into a chatbot This Little-Known Pandemic-Era Tax Credit Has Become a Magnet for Fraud American worker productivity is declining at the fastest rate in 75 years—and it could see CEOs go to war against WFH Meet the people who use Notion to plan their whole lives Fidelity has cut Reddit valuation by 41% since 2021 investment Amazon in talks to offer low-cost or free mobile service to Prime customers, report says PGA Tour agrees to merge with Saudi-backed rival LIV Golf IPO: Pixie Dust Technologies They Fled San Francisco. The A.I. Boom Pulled Them Back. Why Is Everyone Watching TV With the Subtitles On? Revenge Spending Helped Push Prices Higher. The Trend Is Turning. France's Mistral AI blows in with a $113M seed round at a $260M valuation to take on OpenAI Remote work taxation bill set for final votes ChatGPT passes CPA exam on V. 4.0 Flight of Affluent Taxpayers Catches Up With New York   Want to know more about working with BrooklynFI, contact us here

    How Not To Get Scammed

    Play Episode Listen Later Jun 9, 2023 31:03


    Get ready for a special episode of "The Liquidity Event" podcast with AJ and Brett! Join them as they share their own scam stories and explain how to protect yourself and your loved ones. From music streaming fraud to cloning voices in fake kidnappings, we've got all the scams. Discover why Googling certain words is risky, how seniors are targeted, and the dangers of Taylor Swift ticket scams- no scam is left unturned! Stay informed, entertained, and one step ahead of scammers with The Liquidity Event! Links Music Streaming Has a $2 Billion Fraud Problem That Goes Beyond AI Organized Retail Crime is the Reason Your Pharmacy Sucks. Does NYC Even Have Organized Retail Crime? Santos Scammed $25,000 in Covid Unemployment Benefits, Prosecutors Say Instagram influencer scammed over $2 million from older, lonely Americans, federal prosecutors say Experts warn of Taylor Swift ticket scams ahead of Kansas City concert‘ Mom, these bad men have me': She believes scammers cloned her daughter's voice in a fake kidnapping Don't Google these words, because scammers may be waiting Scammers are going after seniors harder and heavier than ever Indexed Universal Life Insurance policies sold to young single people Annuity salesman who find widows Serial Scammer Uses Advanced Laundering Techniques to Clean Stolen Crypto Worth $15 Million – Here's What You Need to Know To catch a scammer: Kraken builds fake crypto account to ‘bait' fraudsters Want to know more about working with BrooklynFI, contact us here

    Golden Visas for The Golden Years

    Play Episode Listen Later Jun 2, 2023 30:48


    Get ready to laugh, learn, and ponder the mysteries of life on the Liquidity Event Podcast! We've got a FAFSA makeover, a new Attentive CEO, the dangers of youth social media use, and AIs doing paralegal work. On a lighter note, Shane and AJ have a lot to say about Portugal's golden visa program. Shane looks forward to welcoming you to his Algarve beach shack in 2024. Thanks for listening! Links The FAFSA is getting a makeover later this year—here's what's changing Our Next Chapter: Announcing Amit Jhawar as Attentive's New CEO The surgeon general's advisory on risks of youth social media use could shift the conversation Money pours into AI startups that save countless hours of legal paperwork Here's What Happens When Your Lawyer Uses ChatGPT Where It's Cheaper to Build Than Buy Home buyers will now be able to put down as little as 1% on their home, Rocket Mortgage says Golden Visa Programs American Investors Turn to Greece as Portugal's Golden Visa Scheme Ends You can now hail an Uber by calling a number   Want to know more about working with BrooklynFI, contact us here

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