Cartoon of Boeing jet preparing for takeoff while carrying heavy debt bags, with Tim Buckley as pilot and major institutions cheering.

Is Boeing Ready to Fly?

Director Mortimer J. “Tim” Buckley, Former Vanguard CEO & Chief Investment Officer, Thinks So! ✈️ 


🚀 Trigger: Insider Buy Alert

On August 19, 2025, Boeing’s brand-new director — Mortimer J. “Tim” Buckley — cracked open his wallet and scooped up 2,200 shares of Boeing stock at $226.10 each, dropping about $497,420 on the trade.

For context:

  • He’s not some random insider.

  • He’s the former Chairman & CEO of Vanguard (2018–2024). Yes, that Vanguard, with $8 trillion+ under management.

  • He’s also a current Pfizer director.

So when a guy with that résumé buys in, you at least put down your complimentary in-flight peanuts and pay attention. 🥜👀


🏦 Institutions Already Onboard

Insiders may only own 0.07% of the stock, but the big dogs are here:

Holder Shares % Out Value
Vanguard Group Inc 66.77M 8.83% $14.99B
BlackRock Inc. 49.94M 6.60% $11.21B
FMR, LLC 37.63M 4.98% $8.45B
Capital Research Global Investors 34.71M 4.59% $7.79B
State Street Corp 34.59M 4.57% $7.76B
Newport Trust Company 28.49M 3.77% $6.39B
Capital World Investors 27.66M 3.66% $6.20B
Geode Capital Mgmt 16.32M 2.16% $3.66B


Translation: Wall Street’s who’s who is already flying first class with Boeing. Shorts? Practically scarce. The short ratio sits at just 2.27.

🔍 For Boeing (BA)'s Institutional Ownership breakdown, see here


📊 The Financial Picture

Second Quarter 2025 Highlights:

  • Revenue: $22.7B (+35% YoY, thanks to 150 commercial deliveries)

  • 737 Production: 38 per month ✈️

  • GAAP Loss per Share: ($0.92) vs. worse losses last year

  • Operating Cash Flow: $0.2B (green again!)

  • Free Cash Flow: ($0.2B) — not great, but close to breakeven

  • Backlog: $619B (that’s 5,900+ planes waiting to be built — and paid for)

Balance Sheet Check-in:

  • Cash: $23.0B (down slightly from $23.7B Q1)

  • Debt: $53.3B (down from $53.6B — baby steps)

  • Credit lines: $10B undrawn, aka corporate safety net.

👉 Want the full picture? Dive into Boeing (BA)'s financials here.


⚖️ Valuation Snapshot

Metric Current Note
Forward P/E 36.9 Pricey
PEG Ratio (5yr) 6.53 Yikes
Price/Sales 2.14 Fair-ish
EV/EBITDA 111.6 Ouch (still sky-high)

So yeah, Boeing isn’t “cheap” in a traditional sense. You’re paying for backlog, recovery hopes, and brand power — not current profitability.


✈️ Why Boeing Might Take Off

  1. Revenue Turning Around
    Q2 sales soared 35% YoY. Stabilization at last.

  2. Cash Flow Coming Back
    After burning billions, Boeing’s edging back toward positive free cash flow. That’s critical.

  3. Backlog is a Monster
    $619B in orders = a cushion for years of production.

  4. Insider Buy by Tim Buckley
    If a legendary Vanguard guy thinks it’s worth a half-mil punt, maybe there’s juice left.

  5. Stock Still Cheap vs History
    Boeing’s trading at half its 2019 ATH. Long runway ahead if recovery sticks.


⚠️ Risks That Could Ground the Plane

  1. Balance Sheet Danger Zone

    • Debt: $53B

    • Negative equity: debt-to-equity at -1,612% 🤯

    • Altman Z-score? Squarely in “distress zone.”

  2. 737 MAX Saga
    Any more safety/certification issues could slam production. FAA scrutiny lingers.

  3. Supply Chain Woes
    Engines, chips, metals — still bottlenecked in the global pipeline.

  4. Competition with Airbus and others
    Airbus is feasting on Boeing’s lunch, and airlines don’t like to wait. On the defense side, deep-pocketed rivals like Lockheed Martin keep eyeing the buffet too.

  5. Geopolitics
    Trade war with China? That’s a key market Boeing needs to crack again.

  6. Defense Spending Shifts
    Government contracts can be feast-or-famine.

💡💡💡 Curious about another deep oil exploration play?
Check our takes on UnitedHealth Group or even Oscar Health.


🧐 The FUNanc1al Take

  • Boeing is still a turnaround play — messy balance sheet, but signs of stabilization.

  • It’s an iconic brand with a massive backlog and a duopoly with Airbus. Not going away.

  • But: it’s not for the faint of heart. Valuation is arguably stretched, and risks remain high.

🎯 Our non-advice, just-for-fun outlook:

  • Small speculative positions make sense for risk-tolerant investors.

  • Otherwise, watch for continued free cash flow improvement before boarding.


😂 FUNanc1al Humor Check

  • Free cash flow at ($0.2B) is like being “almost not broke.” Progress!

  • Buckley buying in after running Vanguard? That’s like Gordon Ramsay taste-testing your soup — he doesn’t do it unless he smells potential. 🍲

  • A 737 backlog of 5,900 planes means Boeing has more planes in line than Swifties on Ticketmaster. 🎤✈️

⚠️ Disclaimer

We love to fly, but we’re not pilots (or FAA investigators).  
We laugh, we analyze, we memeWe just sell jokes and opinions — and yes, we’re billing your sense of humor. 🎪💸 
We’re not financial advisors. We’re FUNancial advisors. 
Turbulence ahead? Invest at your own risk, always DYOR, hold the FOMO, and don’t invest what you can’t afford to lose.


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