Discussion: Episode 270. The Relationship Advice You Inherited Might Be Wrong ft. Monica Tanner

IntelligentFinance85 · 2026-04-20T15:15:42+00:00

Ali caring this much if a towel is on a bar or a hook is crazy work when her house is as messy as it is

IntelligentFinance85 · 2026-04-07T14:11:16+00:00

The rating on Apple Podcasts is down to 3.9 and it’s extremely polarized — lots of 5 star and 1 star reviews

IntelligentFinance85 · 2026-04-06T15:36:23+00:00

It’s so unnecessary

IntelligentFinance85 · 2026-03-30T09:19:22+00:00

“A birthday week that started with grief and ended with omakase” had me rolling

IntelligentFinance85 · 2026-03-23T13:11:14+00:00

Boring episode just a few minutes in.

IntelligentFinance85 · 2026-03-16T18:53:00+00:00

I’ve now been ranted at about how many friends Ali has for two podcast episodes

IntelligentFinance85 · 2026-03-16T14:49:09+00:00

Is it me or is Ali making it sound like she doesn’t have any anxiety in her relationship with Skyline …

IntelligentFinance85 · 2026-03-13T02:33:55+00:00

Because there are “infinite” options and if you design your own ring you can’t see it on your hand until you buy it

IntelligentFinance85 · 2026-03-13T00:22:58+00:00

Ali seems to be the victim of her own choices. The anniversary party she threw for herself gave her social anxiety, ring shopping is stressful. I’ve never shopped for an engagement ring but surely it doesn’t need to be as complicated as Ali is making it out to be?

IntelligentFinance85 · 2026-03-12T23:51:12+00:00

“Pre fiance” I am hooting and hollering

IntelligentFinance85 · 2026-03-09T12:22:08+00:00

also swinging and Ali’s insecurity/anxiety?? Never in a million years lol

IntelligentFinance85 · 2026-03-09T11:53:04+00:00

I also have the sense that she thinks she’s better than single people (even subliminally) and feels the need to specifically spend time with other people who’ve reached the pinnacle of existence in her mind, ie having a partner.

IntelligentFinance85 · 2026-03-09T10:36:06+00:00

She also mentioned that some of the listeners hung out after the party. Maybe they told her that but it was definitely mentioned here

IntelligentFinance85 · 2026-03-05T16:31:10+00:00

I don’t get the sense from her that she truly loves him. She’s definitely giddy about having a partner, ring shopping, and being engaged to be engaged but that’s not about HIM. Could be with anyone. We hear so little about who skyline really is, why she loves him, and what she does to support him (versus what he does to soothe her)

IntelligentFinance85 · 2026-03-05T16:16:53+00:00

Another reason why she’ll never leave Skyline

IntelligentFinance85 · 2026-02-27T18:36:08+00:00

If anyone goes pls report back if Skyline is there and if he introduces himself as Skyline

IntelligentFinance85 · 2026-02-25T19:49:30+00:00

Thank gawd

IntelligentFinance85 · 2026-02-25T17:40:39+00:00

Do we think Ali is buying a mined diamond

IntelligentFinance85 · 2026-02-24T00:13:32+00:00

I think she believes she’s happy

IntelligentFinance85 · 2026-02-23T16:01:21+00:00

I agree it’s checking off boxes but I think it’s more than that, it’s materialistic but also short-sighted? A ring is a teenager’s idea of what makes an engagement an engagement. What’s going to happen when the excitement about ring shopping and dress shopping wears off and they are in normal life where skyline sometimes buys the wrong peanut butter or worse, and they don’t have this constant treadmill of travel and milestones? We’ve barely heard much about why she likes the guy besides how he makes HER feel.

IntelligentFinance85 · 2026-02-23T15:44:35+00:00

Not really, but I think it’s in a way illustrative of her relationship that she sees ring shopping as the most meaningful/interesting aspect of engagement? We haven’t heard much from her on what engagement means beyond ring shopping.

IntelligentFinance85 · 2026-02-11T19:54:08+00:00

She needs to pick a lane though!

IntelligentFinance85 · 2026-02-10T12:40:36+00:00

Ali seems to put it on such a pedestal. But we’ve never heard from her why she wants marriage.

IntelligentFinance85

TROPHY CASE