Rick Lindquist

Founder @LegUpHealth, VP of Revenue Operations @WindfallData, Podcast @StartuptoLast, Writer @

[Rick Lindquist @RickLindquist]

Getting back to the basics is not a step backwards. It’s about catching your balance so you can take another leap forward.

https://t.co/1Audva3n1X

[Rick Lindquist @RickLindquist]

So proud to be a small part of this!

[Arup Banerjee @ArupBanerjee07]

🔥 Beyond excited to announce our $65 million investment from Morgan Stanley! 🔥

I'm so proud of the entire @WindfallData team and the growth that @DRS85 and I have seen over the past several years.

We're thankful to our 1,500+ customers. It's been an amazing journey thus far and we can't wait for the next chapter.

Let's go!!!

https://t.co/qOaJqH8LNq

[LegUp Health @LegUpHealth]

One of the biggest questions we’re hearing from clients right now is: "How do I keep offering competitive benefits when I also need to cut costs?"

It’s a valid question, especially when benefits are often the second-highest expense on the books—right behind payroll.

https://t.co/KdCW9skQst

[Rick Lindquist @RickLindquist]

First personal newsletter send of 2025. Hoping to write more this year! https://t.co/mwKGf2zO2M

[Rick Lindquist @RickLindquist]

@Appfire I'm having a horrendous experience with your customer support team troubleshooting your Confluence / Salesforce integration. Can you please escalate me to someone who can help? I've been working through this for multiple months at this point with no resolution

[Rick Lindquist @RickLindquist]

@r00k lol - double dirty and piss-soaked paper bag got my attention.

[Rick Lindquist @RickLindquist]

@mattjlayman Yup - that’s my situation as well. Trialing the app now. Hard to justify paying (more) to watch when the team isn’t that great.

[LegUp Health @LegUpHealth]

Live in Utah? We'll help you find, use, and manage your health insurance

[Rick Lindquist @RickLindquist]

Have been an executive (VP level) at a high growth startup for 3 years or so. And I can assure you that it is no where near as hard as being the full-time CEO of a startup, high growth or not.

[Rick Lindquist @RickLindquist]

Yes - Tyler hit the key point. Over 100 employees health insurance rating rules for small employers change so that would be the break point for the “small business health insurance offering” - one thing we will need to decide is whether we want to continue to service those - I think we will want to as our “job to be done” doesn’t change much.

[Rick Lindquist @RickLindquist]

@aarondfrancis @Dennis_E_Taylor I got so confused on book 1 lol - need to revisit

[Rick Lindquist @RickLindquist]

@CasJam I'm curious because I think we need to do more middle-funnel offer experimentation with @LegUpHealth and it's something we have not done before

[Rick Lindquist @RickLindquist]

@CasJam When you say landing page for something new, does that refer to an offer related to a service you have up and running? Or is it more a of a new idea entirely?

[Rick Lindquist @RickLindquist]

I'm using generative AI daily now and I just keep finding more ways to use it. Pretty neat.

[Rick Lindquist @RickLindquist]

@willking @TylerMKing Haha - I can't wait to hear how TK does with the mac

[Rick Lindquist @RickLindquist]

@dave_christison Airborne

[Rick Lindquist @RickLindquist]

I'm super grateful to work with @jdcleary and @TylerMKing on @LegUpHealth. Our monthly partner meetings are awesome and productive. It's a side project for me, so I typically don't get to spend a ton of time with both of them at the same time.

JD is leading the way with daily execution, and Tyler brings a long-term perspective w.r.t. to decision-making that we couldn't replicate without him.

[Rick Lindquist @RickLindquist]

@CharlieYalf Loved both of them! Agree with the similarities too - and really enjoying the live action versions they are doing right now.