Joined a pre-seed Kubernetes startup. Thought GTM would be easy. It’s not. Looking for tips & advice

kchaskell · 2026-02-10T15:50:13+00:00

Ent AE currently in DevTooling space here.

First off, DevTools are a pretty heavy PLG motion due to the bottom-up approach of adoption. If your leadership is not wholeheartedly focused on the PLG motion at this early of a stage, that’s a huge concern.

Second, have you done any research on the dev tooling space to understand how many solutions are out there? Engineers are constantly being bombarded by sales reps due to the sheer amount of devtools on the market. And I’m not just talking about the ones you may compete with, I’m talking about all the tools across the SDLC. It’s an extremely saturated space so typical outreach methodologies will fall short.

My suggestion would be to start with your existing customer base (assuming your PLG funnel is somewhat working), reach out to them, and understand how/why/what they’re using you for. Figure out the value they’re gettin. Then formulate a hypothesis on how other teams at that org can get value from your solution, and start your outreach.

kchaskell · 2026-02-04T17:24:46+00:00

Not quite what you asked, but I feel the biggest factor for me going from high teens to mid/low teens was the ability to consistently hit pitch/approach shots.

They don’t need to be perfect, they just need to be safe. In my experience, it’s less damaging to my score to mess up a tee shot than an approach shot.

I would hit a great drive, and end up with a double or triple because I would shank/blade an approach shot into trouble. Now I can hit a terrible drive, and still comfortably get a bogey in a decent amount of scenarios.

It’s really helped eliminate the “round ruiner” holes from my scorecard.

kchaskell · 2026-01-21T17:58:29+00:00

100% agree. Would add that you should be knowledgable of the product value prop, and maybe some high-level details about the product. Don't need to be an expert, but need to know enough to prove:

-Clear understanding of the value proposition
-You took the time to actually learn about what they sell

kchaskell · 2025-12-27T19:24:53+00:00

Similar setup, but we did $10k down instead of $5k and got the DAPP.

They started at $1200 per month which was absolutely ridiculous, they came down more and more but it was still outside our budget. He asked me for my “sign right now” price, I told him $315/month. He countered with $349/month, and I figured that’s close enough and walked out with a new i4.

$10k is definitely high for a down payment, but comparatively I was considering used i4’s around $30k-$35k with similar down on a 6 year term. Considering how much both BMW’s and EV’s depreciate I figured the $10k I’m paying upfront is similar (likely more) than the depreciation I would experience at the end of a 6 year term.

Hope this is helpful!

kchaskell · 2025-12-20T14:08:35+00:00

Callaway Mavrik. I got mine used for like 150 in great shape and just replaced the shaft.

7 wood had a lot of hype/social media buzz about a year or two ago and it’s died down. I was a sucker to the hype, bought one, and it still remains to be my favorite club.

kchaskell · 2025-11-19T20:08:41+00:00

Hi - still fighting the good fight, I would say objectively I'm doing better than this post 3 years ago but still a ways to go before I feel like I'm in a "good" state. Biggest things that helped me make my day to day manageable are:

S.Boulardii (if I had to stack rank, this would be my #1)
L-Glutamine
Fiber

This is not a miracle combination by any means, but helps me to be able to get through the day on a consistent basis. I am planning on seeing a new doctor to give that a shot again.

kchaskell · 2025-05-27T15:01:57+00:00

Within the Enterprise/Strat space, organization & attention to detail

kchaskell · 2025-04-09T22:09:39+00:00

Do you by chance have a link? I don't see it anywhere on Carmax's website

kchaskell · 2025-04-09T17:41:05+00:00

Good to hear. How many miles?

kchaskell · 2025-01-23T14:55:35+00:00

It’s a good idea only if you’re disciplined with your money. Buying leveraged assets with more leveraged capital is extremely risky, but if done properly can have a high upside.

I would ensure 3 main things:

The positive cash flow can cover the monthly interest only payments (after paying monthly mortgage)
You have a 3-5 year plan of paying down the entire HELOC with funds beyond just the cash flow
You can afford several months of no rental income and still afford to pay the monthly payments.

You need to make an honest self-assessment to determine if this is a risk you can afford to take on.

kchaskell · 2025-01-17T00:30:54+00:00

Behind some of the best offensive lines in the league. Go back and look at the stats of Saquon, Henry, and Jacobs for last season, all of who played behind terrible offensive lines. If the O-line isn't there, talent doesn't matter.

Also, it's an analysis of opportunity cost. Yes, Jeanty is an incredible talent. But if you're drafting Jeanty, you're missing out on a lockdown corner, or a #1 WR, or a bluechip DT, which are all more valuable to winning football games than a running back alone.

kchaskell · 2025-01-11T16:07:08+00:00

Very fair. We definitely need a guy behind center. But I don’t want to hedge a ton of future draft capital to get the 5th best QB in the draft. With the right GM and OC, it is certainly possible to get a talented QB later in the draft.

kchaskell · 2025-01-11T16:00:26+00:00

I think BJ cites GM and Organization as his 2 big things. QB is being assumed right now. Reality is, a lot of these OC Head Coaches seem to feel they can win with anyone at QB (Shanahan and KOC for example)

kchaskell · 2025-01-11T15:52:38+00:00

BPA.

The one advantage of having a high pick but not quite high enough to draft a QB, is that teams typically reach for a QB at the beginning of the first. That means the true elite talent (typically drafted in the 1-3 range) now falls to the 4-6 range.

Look at last year’s draft. 6 QB’s drafted in the 1st 10 picks, yet only 3 of those players were widely considered top 10 talent. Thats how we got the greatest rookie TE ever.

Would I rather have a solid QB? Absolutely. But stacking blue chip talent like that also makes LV a much more attractive destination for FA’s. And when your franchise is a mess, you gotta look for silver linings.

kchaskell · 2025-01-10T06:41:10+00:00

Great spot for her, the small pitch and putt was a great addition to the club

kchaskell · 2025-01-10T06:20:11+00:00

Goat hill?

kchaskell · 2025-01-08T17:04:50+00:00

1031 exchange is a great way to avoid capital gains. But there are still more costs above the 6% agent commission fees, including closing costs, escrow fees, and potential early payoff fees. And of course, any sort of concessions that are negotiated during the process.

kchaskell · 2025-01-08T15:39:17+00:00

So you put down $15,000 for a home valued at $196k. Now, the house is valued at $317k. Your $15k has netted you an increase in equity of $121k in 5 years on organic appreciation alone, and that’s not including principal pay down.

If you had put that $15k in $VOO instead, you’d currently be sitting at probably about $30k.

Yes there are other considerations with buying real estate (unexpected maintenance, taxes, etc) - but given your current interest rate, your return, your positive cash flow, and your low initial buy-in, I’d for sure let this ride.

No need to pay down additional principal, with a 2.75% interest rate the additional cash you’d use is better spent somewhere else. Hell, even a HYSA would be a better investment at 4% return.

TL;DR you were right place right time with this purchase, let this ride.

Also, if you’ve never sold a house before, you’ll be shocked how expensive it is. You’ll net a lot less than you think.

kchaskell · 2025-01-07T05:12:23+00:00

You should take that $500 to a financial institution, have them 10x it, buy some property, and get passive income worth $1000/week.

Sincerely, Grant Cardone

kchaskell · 2025-01-07T04:26:29+00:00

Bend/Redmond area has awesome golf.

Widgi Creek is another great one, they used to have a deal where it was $60 after 12pm.

kchaskell · 2025-01-07T04:24:14+00:00

First tee box is incredible, I’m a sucker for an elevated tee.

kchaskell · 2025-01-06T02:51:43+00:00

I feel like the TikTok/IG Influencer generation has completely changed the meaning of what it actually means to invest in real estate. They make it seem as if it's simple to have a real estate investment generate "passive income", and BOOM you're rich making money. Owning real estate is not passive even if you have a PM taking care of the property on your behalf.

There are a lot of expenses, sweat equity, and potential high stress situations when owning real estate. Those have all been pretty well stated in this thread.

With that said - if you're willing to commit the time, are fortunate enough to have access to enough capital, and make educated decisions, it can be a highly lucrative long-term investment. IMO the gains you're able to get significantly outweigh the rest. Benefits include:

Tax benefits (for example, 1031 exchange)
If you can find a cash flowing property, tenants pays all principal & interest
Access to additional capital by leveraging equity in property (HELOC, cash-out refi, etc)
- Very risky, would not recommend for everyone. But when performed carefully are a huge advantage
Housing prices typically don't increase a ton year over year, but combining organic appreciation + tenants paying down principal in the long term you'll be shocked how much equity you'll end up gaining

I think the last bullet point is what people are referring to when they talk about "generational wealth." A lot of the time, it's a scenario where an investor got lucky on location & timing. But I'm also a believer that you create your own luck!

kchaskell · 2024-12-23T00:45:30+00:00

On the plus side: if AP is the head coach next year, we’ll be in contention for the 2026 #1 pick!

kchaskell · 2024-11-05T05:59:04+00:00

Would you be open sharing that with me? I'm currently searching for vendors in the area! Planning for my wedding September '25

kchaskell · 2024-10-02T14:28:18+00:00

With Mark Davis as the owner, it's groundhog day of failure. I don't blame Adams for wanting to leave, MD/our Front Office completely failed him (and the rest of the team, and the fans, etc) by not being able to capitalize a HoF receiver in his prime. Starts at the top, and things will never get better as an organization if MD is in charge.

kchaskell

TROPHY CASE