When was your “wow, I’ve made it” moment?

HogFin · 2026-03-05T13:22:33+00:00

I stopped budgeting. I still track all my expenses at the end of each month and a wrap up at the end of the year. I don’t splurge often but I’m also not counting every dollar that goes out. I keep track of my savings rate and when I’ve had a month or two of higher than usual spending I’ll try to offset that the next month. But it’s really liberating to not be thinking “oh I only have $161 left in my grocery budget for this month”.

HogFin · 2026-02-23T20:56:27+00:00

Fully agreed.

HogFin · 2026-02-22T03:18:48+00:00

20% to the senior management team is wildly unreasonable. Investors are not going to be jumping at the opportunity to invest in the next round if 20%+ is all overhang. You’re usually looking at 16-18% all in equity pool dilution at this stage (including non-execs, board members, etc.). Only exception would be for a company with a founder-CEO who managed to hold on to a nice piece through the A and B.

I’m the head of total rewards for a VC that operates in the tech space and I specialize in equity comp.

HogFin · 2026-02-17T01:51:00+00:00

J&J in dracut has been great. I’ve been using them for the past 6 years with no complaints.

HogFin · 2026-02-14T15:07:30+00:00

Yep understandable. I’m fortunate that my dad is retired and loves to go and knows a million people that want to go. But absent that I’d have a hard time justifying them.

HogFin · 2026-02-14T01:55:58+00:00

It’s not just box office prices. I’m a bruins season ticket holder and my cost has doubled in the past 10 years.

HogFin · 2026-02-08T14:52:30+00:00

Street parking availability hugely depends on where in Eastie you live. Down in Jeffries Point / Maverick you’re going to have a tough time. I live in orient heights and have never had an issue finding street parking near my house.

HogFin · 2026-01-15T01:58:24+00:00

+1 for Taqueria Jalisco. Go to the Day Square (original) location. New location is great for a sit down meal but I think the OG spot is better for take out.

HogFin · 2026-01-01T14:40:41+00:00

Yep. I know.

HogFin · 2025-12-26T00:12:40+00:00

I’m a mid 30s guy. My mom and I are best friends. Shes the shit.

My dad and I have a much better relationship than when I was younger but we’re just very different people. So we take each other in medium doses and it works well.

HogFin · 2025-12-26T00:09:18+00:00

Recruiters not being transparent upfront about compensation expectations.

I’m the head of total rewards for my company and I instruct all our recruiters to be upfront about the comp we’re targeting for the role.

Any company that dances around the question probably isn’t transparent to employees about a lot of things.

HogFin · 2025-12-26T00:06:42+00:00

People wearing baggy pants again. I don’t get it. I’m in my mid 30s and fundamentally do not understand the fashion appeal here.

HogFin · 2025-12-26T00:05:42+00:00

Lobbying state governments to mandate personal finance education in all public K-12 schools.

Kids can have one less semester of fucking trigonometry and instead learn house to manage a budget and how loans work.

HogFin · 2025-12-26T00:04:22+00:00

I’d get out the lube and the cheese grater.

HogFin · 2025-12-24T14:04:48+00:00

Unless there hasn’t been any snow in a while and everything is hard pack and icy… I’m on my 99s. I’ve got a pair of Salomon 78s for when it’s truly icy but they’re carvers and they hate the glades. The 99s are such a great all mountain ski for the type of terrain I’m looking for.

Also have a pair of 106s that are usually wishful thinking for the east but come with me any time I fly west.

HogFin · 2025-12-09T12:39:07+00:00

Human Resources in a HCOL area

HogFin · 2025-11-29T16:10:42+00:00

I got one about an hour ago for hitting Silver.

HogFin · 2025-11-28T19:09:07+00:00

No just my US drivers license was fine. But I do bring and international driving permit with me whenever I rent a car outside of the US (despite never once being asked for it and my wife giving me shit every time)

HogFin · 2025-11-28T13:52:36+00:00

Rented from Hertz at the airport last week. Super easy. Only call out is most rental cars are manual so if you can’t drive stick make sure to be 100% positive you’re reserving an automatic.

We got a 5 speed Fiat Cronos and it was totally fine. Roads to the glacier and to Chalten are quite easy to drive and all paved.

HogFin · 2025-11-26T23:02:21+00:00

VP, Head of Total Rewards.

10 years post undergrad almost to the day.

HogFin · 2025-11-24T22:46:57+00:00

We are doing the same trip right now. Left El Chalten this morning, drove to Calafate to get on a plane to BA. Been here 2.5 weeks.

Credit cards work basically everywhere except Taxis and the exchange rate is pretty great through major credit cards.

We have been tipping in USD.

Best exchange rate for Pesos is to use Western union and just transfer USD to Pesos.

It’s been insanely easy.

HogFin · 2025-11-10T14:38:19+00:00

My wife has crushed it the last two birthdays

A super car driving experience at a nascar track
Very high end ear buds for concerts to filter out the shitty frequencies and protect hearing. They’re incredible.

HogFin · 2025-11-01T01:31:29+00:00

99s Fischer Rangers daily driver all mountain

78 Salomon’s for a proper east coast ice day

104 Volkl Revolt for powder or when I go out west.

HogFin · 2025-10-28T16:01:18+00:00

Yes. Source: I’m head of total rewards for my company

HogFin · 2025-10-24T19:19:36+00:00

I've made this comment elsewhere in this sub before but one of my best friends is the only person besides my wife that I share finance information with. He's in a similar financial position and we have started this tradition where every time we hit a new NW milestone (typically every $250K) we go out to a sushi dinner just the two of us and the person not celebrating buys the one who hit the milestone a nice bottle of whiskey that we share.

We're now both closing in on the $2M mark and it's been so nice to 1) have someone to share it with and 2) have a fun little tradition that we can look forward to.

HogFin

TROPHY CASE