
Founder @LegUpHealth, VP of Revenue Operations @WindfallData, Podcast @StartuptoLast, Writer @ https://xitter.cf/t.co/y53wcEV9Mf
Utah, United States
Joined May 2011
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Getting back to the basics is not a step backwards. It’s about catching your balance so you can take another leap forward.
ricklindquist.com/blog/getti…
So proud to be a small part of this!
🔥 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!!!
windfall.com/company/news/wi…
Rick Lindquist retweeted
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.
leguphealth.com/blog/navigat…
First personal newsletter send of 2025. Hoping to write more this year! ricklindquist.kit.com/posts/…
Replying to @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.
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.
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.
Replying to @aarondfrancis
I got so confused on book 1 lol - need to revisit
Replying to @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
Replying to @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?
Replying to @willking
Haha - I can't wait to hear how TK does with the mac
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.
Replying to @CharlieYalf
Loved both of them! Agree with the similarities too - and really enjoying the live action versions they are doing right now.
It is so hard to tell the difference here. I can relate to the OKR/Google example. Wouldn't it be nice if implementing a goal framework automatically made your company or team better?



