Episodes

  • Restricted Stock Units (RSUs): Understanding Your Equity Comp & Advanced Tax Planning Strategies
    Jan 24 2025

    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

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    34 mins
  • Alaska Airlines, FinTech Fails & Timing Your Exit
    Jan 17 2025

    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

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    31 mins
  • 2025 IPO Outlook: Is the Freeze Finally Over?
    Jan 10 2025

    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. 🦷

    Want more insights on equity compensation and financial planning? Visit us at brooklynfi.com

    Follow us:

    Instagram: @brooklyn_f.i LinkedIn: /brooklyn-fi

    Twitter: @BrooklynFi

    #FinancialPlanning #IPO #FinancialIndependence #TechIPO #EquityCompensation #FIRE #PersonalFinance

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    32 mins
  • Sudden Wealth, Vacation Homes, and New Year's Resolutions: The 2024 Finale
    Dec 20 2024

    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.

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    35 mins
  • Tax Planning Tips for Business Owners, Bitcoin BS, and a Bad Hair Day
    Dec 6 2024

    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

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    33 mins
  • Year-End Tax Planning Strategies (While You Still Can!)
    Nov 29 2024

    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!

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    31 mins
  • Delta Diamond is a Girl's Best Friend
    Nov 22 2024

    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!

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    27 mins
  • Trump Tax Policy 2025—Fact vs Fiction
    Nov 15 2024

    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!

    🎉 Planning Ahead? Join Our End-Of-Year Tax Planning Webinar! 🎉

    Get ready for 2024 with our upcoming Year-End Planning Webinar on November 20 at 5 p.m. ET! BKFi experts John Owens, Tiffini Parker, and Caitlin Fastiggi will cover policy changes, tax strategies, retirement moves, and more.

    👉 Register here: End-Of-Year Planning Webinar

    Plus, a $200 Amazon Gift Card Giveaway for one lucky attendee! Don’t miss out—join us live for a chance to win and to set yourself up for success in 2024.

    Catch the episode now for a preview of what could be ahead!

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    33 mins