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- When You Should Help Your Adult Children Financially – And When You Shouldn’t
When You Should Help Your Adult Children Financially – And When You Shouldn’t
Four key questions to guide smart, sustainable giving in retirement

because retirement doesn’t come with a manual
There’s a Chinese proverb that goes, ‘严父出孝子,慈母多败儿’ – roughly, strict fathers raise respectful children, while overly doting mothers risk raising undisciplined ones. It speaks to the broader idea of permissive parenting, where children are treated like little princes and princesses and short-term happiness is prioritised over boundaries, life skills and resilience. Today’s article takes that idea and adds another layer to it – the financial one – reminding us how delicate the balance becomes when love, money and family all meet at the same table.
CS

Wall Street ends November on a quiet, modestly positive note – small gains rather than fireworks
The quick scan: U.S. markets closed slightly higher despite a shorter-than-usual trading session. With the holiday week wrapping up and many investors stepping back, the overall vibe was more of a soft exhale than a rally, as traders seemed content to cruise toward year-end rather than chase big moves.
S&P 500: +0.54% to 6,849.09 – steady finish to the month with broad-based support across sectors
Dow Jones: +0.61% to 47,716.42 – blue-chip stocks provided quiet strength as markets closed out November
NASDAQ: +0.70% to 23,365.69 – growth and tech names nudged higher in the final session of the month
What’s driving it: This mild lift seems driven by a mix of relief and caution. Relief that rate-cut expectations remain alive, and caution because trading volume is thin in holiday season – fewer big bets, more quiet repositioning. Some investors used the day to rebalance rather than speculate, nudging defensives and core holdings a little higher while trimming risk. Global economic jitters, inflation uncertainty and stretched valuations didn’t vanish – they were just politely ignored for one more day.
Bottom line: For L-Plate Retirees this is not a signal to go all-in. It’s more like a calm moment in a long journey. Think of it as a chance to check in – is your portfolio still aligned with your income needs, withdrawal plan and comfort with volatility? Use the quiet as a gentle moment of reflection, not a trigger for action.
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Should You Give Money to Your Adult Kids?

finance can be a tricky issue with adult kids
The scoop: Today’s article touches a tender spot for many parents in our L-Plate community: knowing when, how or whether to give financial help to grown children or grandchildren. The instinct to help never really switches off. But as the article reminds us, this isn’t just a heart decision – it’s a head-and-heart decision. And retirees often wrestle with the tricky balance between generosity and self-preservation.
The first question the article raises is the simplest and yet the hardest: Can you actually afford it? Not in a “be generous because you love them” way, but in a grounded “does this jeopardise your retirement runway?” way. Cash flow, spending rate, emergency buffers and long-term care – these matter more than the warm glow of helping in the moment. And sometimes the kindest, most responsible answer is, “We want to, but not right now.”
Then comes the uncomfortable fairness question: If I help one child, what about the others? Family dynamics don’t disappear just because everyone is an adult. The article suggests something thoughtful – if you give to one now, you can even things out through estate planning later. The key is to communicate openly so no one fills in the blanks with their own assumptions.
Next is a surprisingly hopeful idea: helping earlier rather than later may be more impactful. A financial boost in your child’s 30s or 40s often matters far more than an inheritance in their 60s. Maybe it’s a home deposit, maybe it’s education for the grandkids, maybe it’s relieving a heavy debt. And thoughtful gifts can reflect your values too, whether through education funds, structured plans or even a handwritten note expressing the hopes behind the gift.
Of course, the hardest scenario is when a child is struggling financially because of poor decisions or recurring patterns. Should you bail them out? The article encourages sober reflection. Support should help, not enable. Sometimes the answer is compassion, expressed through paying a bill directly rather than handing over cash. Sometimes the answer is boundaries. The goal, as one expert put it, is to support assets, not repair liabilities.
The final part of the article offers practical, nuts-and-bolts strategies for giving: annual gifts within tax limits, paying medical or education expenses directly, or setting up trusts when you need to protect the money or the child. These tools let you be generous without putting your own retirement at risk.
Underneath it all is a simple message: generosity should never come at the expense of your wellbeing. Helping your kids is part of love, but so is ensuring you remain financially secure, independent and respected – not reliant on them in the years ahead.
Actionable takeaways for L-Plate Retirees:
Check your own stability first. Before helping, review your cash flow, spending rate and long-term needs. Your retirement foundation comes first.
Communicate openly and kindly. If you help one child, talk to everyone. Transparency prevents resentment.
Give with intention. Tie financial gifts to values or goals that matter to you. This adds meaning and guidance.
Avoid enabling. For children with recurring money issues, consider paying expenses directly or offering support with clear boundaries.
Use smart giving tools. Annual gift allowances, direct payments and trusts can help you give safely and tax-efficiently.
Your Turn:
How do you feel about giving financial help to your adult children – encouraged, cautious or conflicted?
If you could give support tied to your values, what might that look like?
What conversation around money, fairness or expectations might bring more peace to your family?
👉 Hit reply and share your thoughts – your answers could inspire fellow readers in future issues.
☕ If today’s issue gave you clarity or a little relief around this tricky topic, you can shout me a coffee on Ko-fi. Your support keeps this thoughtful little community going.
Resources:
Super Investors’ Club (SIC) – monthly membership subscription that aims to
make learning about investing more hands-on and accessible to individuals on a mission to become financially free. Join here.
* * * * *
If you’ve ever wished someone would just explain the markets without the noise, this might be worth a look.
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If you’re curious, you can take a peek here:
👉 Explore the Stock Sniper webinar
* * * * *
Options can be a useful tool if you understand how to manage risk – especially in retirement, where protecting capital matters more than chasing big wins.
This workshop focuses on exactly that: the “slow, steady, sensible” side of options.
If you’d like to learn the basics without feeling overwhelmed, here’s the link:
👉 Check out the Options Workshop
Someone just spent $236,000,000 on a painting. Here’s why it matters for your wallet.
The WSJ just reported the highest price ever paid for modern art at auction.
While equities, gold, bitcoin hover near highs, the art market is showing signs of early recovery after one of the longest downturns since the 1990s.
Here’s where it gets interesting→
Each investing environment is unique, but after the dot com crash, contemporary and post-war art grew ~24% a year for a decade, and after 2008, it grew ~11% annually for 12 years.*
Overall, the segment has outpaced the S&P by 15 percent with near-zero correlation from 1995 to 2025.
Now, Masterworks lets you invest in shares of artworks featuring legends like Banksy, Basquiat, and Picasso. Since 2019, investors have deployed $1.25 billion across 500+ artworks.
Masterworks has sold 25 works with net annualized returns like 14.6%, 17.6%, and 17.8%.
Shares can sell quickly, but my subscribers skip the waitlist:
*Per Masterworks data. Investing involves risk. Past performance not indicative of future returns. Important Reg A disclosures: masterworks.com/cd
Ready to take control of your retirement planning? Join our community of L-Plate Retirees who are learning to navigate this next chapter with confidence (and a bit of humour).
Subscribe now and get practical tips delivered to your inbox every weekday – because retirement doesn’t come with a manual, but it should come with a plan.
And if today’s issue gave you a smile or an “aha!” moment, you can always buy us a coffee on Ko-fi ☕ to keep the ideas brewing.
The L-Plate Retiree Team
(Disclaimer: While we love a good laugh, the information in this newsletter is for general informational and entertainment purposes only, and does not constitute financial, health, or any other professional advice. Always consult with a qualified professional before making any decisions about your retirement, finances, or health.)



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