The funny lies your brain tells you about money — and the real math hiding underneath. Bring your drink. We're going to do some receipts.
Founder and operator — I build companies for a living (currently Diem360 and Whale Labs; before that I co-founded a YC-backed startup, AnythingLLM). Roughly a decade watching money move in and out of businesses and my own bank account.
The important disclaimer: I am not a financial advisor. I'm just someone who's personally made most of the mistakes in this deck — so you can get them at a discount.
Consider this "things I wish someone told me at 22," not investment advice.
A casual series where we learn one genuinely useful thing over drinks. Today: money. Next time: Networking — but the Lazy Way · Thu July 16.
Cadence: Every Thursday in July · 6–8 PM
[Drop any event-specific announcements, shoutouts, or sponsor thanks here.]
First, the funny lies — the stuff your brain says to make spending feel free.
It started as a TikTok bit: the delightful mental gymnastics we do to make spending feel free. Today we find out how expensive the joke actually is.
Tap all that apply. No judgment — okay, a little.
tap a few and watch the room light up
Every one of these is a tiny magic trick your brain plays to make spending feel free.
Every rationalization does one thing: it moves money from Future You to Present You — and hides the receipt. Your brain is wired for right now (that's present bias), and it keeps money in mental "pockets" so it doesn't feel like real spending (mental accounting).
Good news: you can't delete the bug, but you can build guardrails around it. That's the rest of this talk.
Type in a purchase. See what your brain says vs. what it actually costs.
Not "never buy it." Just — see the real price tag before you decide.
Enough dunking on ourselves. Four moves that actually work.
A loose starting frame — 50 / 30 / 20. Not a law, just training wheels. Drag your take-home pay:
High rent city? The ratios bend. The point isn't the percentages — it's that every dollar gets a job before it disappears.
Income − Spending = whatever's left to save
Spoiler: nothing's ever left.
Income − Savings = what you get to spend
Automate the transfer on payday. You never see it, you never miss it.
One auto-transfer beats a year of willpower. Set it and forget it.
Credit card "girl math" says minimum payments are fine. The card company loves that. At 24% APR, a $3,000 balance paid at the minimum:
No investment reliably beats a 24% guaranteed return. Paying off that card is the best investment you'll find.
Time does the heavy lifting, not the amount. Play with it:
Waiting 10 years to start costs you $0 — for the exact same monthly amount.
Assumes ~7%/yr average return, contributions until 65. Markets wobble; the direction holds.
Any small recurring habit, invested instead. Drag it:
The asterisk: the point isn't "never buy coffee." A $6 latte won't ruin you. It's that small recurring things are quietly enormous — so aim that power at stuff you don't even enjoy first.
Same bug, different flavor. Calling something an "investment" doesn't make it one.
Optimizing coffee while ignoring 24% debt is the most expensive kind of "saving."
Not a 10-step plan you'll abandon by Friday. One move:
SET UP ONE AUTOMATIC TRANSFER
Even $50 on payday →
savings or a Roth IRA
Future You just got their first paycheck. Everything else builds on this.
Momentum > perfection. Start embarrassingly small, then raise it later.
You can't fix what you can't see. 50/30/20 is fine training wheels.
Automate the transfer on payday. Beats willpower every time.
Paying off 24% APR is a guaranteed 24% return. Unbeatable.
Time does the work. The best day was 10 years ago; second best is today.
Mindset: every purchase is a trade with Future You. Just make the trade on purpose.
Refill your drink, stretch, heckle a stranger. Back in ~10 for the grown-up stuff — 401(k)s, IRAs, and taxes.
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@sawtelleneighborhoodcollective
The stuff nobody actually taught you — 401(k)s, IRAs, taxes. Speedrun version. Each one could be its own night, so treat this as the trailer.
A 401(k) is a retirement account through work. The magic words: employer match. If they match your contributions and you don't contribute, you're literally declining a raise. (Bonus: it lowers the income you're taxed on now. Cap is $24,500 in 2026.)
Rule of thumb: always contribute at least enough to grab the full match. It's the only guaranteed 100% return you'll ever get. "i'll start next year" denied
An IRA is a retirement account you open yourself (up to $7,500 in 2026). The Roth flavor: pay tax on the money now, then it grows and comes out completely tax-free forever. Young and in a low bracket? Paying the tax now is a steal.
Pay a little tax on the $7,500 seed today → it grows to $100k+ → withdraw all of it, $0 tax. You taxed the small number.
Skip the tax today → it grows to $100k+ → pay tax on the whole harvest in retirement. You taxed the big number. Better if you're high-income now, worse if you're not.
Not tax advice — but for most people in their 20s, Roth is the crowd favorite for a reason.
You don't pay tax on every dollar you earn. The government lets you knock a chunk off first, then taxes what's left. That chunk is your deduction. There are two ways to size it — and you just take whichever is bigger.
A fixed amount off, no receipts, no questions — $16,100 if you're single. ~9 in 10 people take this and never think about it again.
Skip the coupon and add up certain real expenses — mortgage interest, big state/property taxes, charity. If that pile beats the coupon, use it instead.
and no, you can't deduct your rent 😔 which is exactly why the coupon wins for most of us.
So — which is bigger for you? Plug in your numbers. (Renters with no donations: just watch the flat coupon win.)
Renting, no big donations? Standard wins every time — that's most of us. Itemizing mostly kicks in once you've got a mortgage.
Each of those deserves its own night. On the menu for future sessions:
401(k), Roth, IRA — which to fund first, and why.
W-2s, deductions, and why you got that refund (or didn't).
What actually moves the number — and how to stop feeding the card.
Index funds, brokerages, and starting with $20.
Vote for the next topic — shout it out or DM @sawtelleneighborhoodcollective.
Confess it to the group. We'll do the receipt live. Then grab another drink — Future You is covered.
Sip & Learn · Personal Finance, Girl/Boy Math Edition
Follow along, send me your worst girl-math confessions, or just say hi.
Thanks for sipping & learning. Future You says hi.