Rick Lindquist and Tyler King

Startup to Last

Business EN ↓ 207 episodes

Two founders talk about how to build software businesses that are meant to last. Each episode includes a deep dive into a different topic related to starting, growing, and sustaining a healthy business.

Author

Rick Lindquist and Tyler King

Category

Business

Podcast website

www.startuptolast.com

Latest episode

Jul 2, 2026

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Episodes

How can founders use the new AI tech? 02.12.2022

Topics: Rick gives an update on open enrollment Tyler talks about some upcoming product launches including the new Zapier integration Rick is refining his Adwords approach Rick is starting to think about 2023 Tyler talks about project management LACRM had a CRM Coach culture refresh We talk about the recent wave of AI innovation

Professional hater 11.11.2022

Topics this week: I mean, Twitter, obviously Rick gives an update on open enrollment including... Sales so far His misadventures with Google advertising Website positioning and design Tyler gives an update on LACRM's integration project LACRM just went through a process that happens every six months We talk fruitlessly about the potential recession and tech layoffs

An opportunity that comes along once per year 27.10.2022

Topics from this episode: Rick gives a big update on how LegUp Health is prepping for open enrollment His goal is to be long-term patient, but have short-term urgency He doesn't have enough traffic for retargeting Outreach will be their main lever This weekend is his chance to get everything ready for November 1st Tyler talks about his time at Founder Summit LACRM is thinking about brand marketing...

What's priority #1? 14.10.2022

Topics this week: Tyler is getting ready for Founder Summit Rick is learning about digital advertising, and we discuss whether tracking people on the internet is a net good or bad thing Tyler gives an update on his NPS saga Tyler talks about a joint webinar he did with ZipMessage Rick describes his chamber of commerce webinar strategy Windfall is opening a Utah office Rick is getting ready to do o...

The marketing tech stack 30.09.2022

I (Tyler) am traveling and don't have time to write up show notes, so the other topics in this episode are a mystery. Enjoy!

How much to spend acquiring a customer 16.09.2022

Topics this week: Figma got acquired by Adobe AND I DONT WANT TO TALK ABOUT IT I'M NOT CRYING YOU'RE CRYING SHUT UP YOU'RE NOT MY REAL DAD Rick spent a week in Cancun and soaked up some sweet business wisdom Tyler is experiencing a period of calm at work and has done some coding for the first time in a long time LACRM decided not to hire interns next summer Rick and JD planned their marketing blit...

The great re-org 02.09.2022

Topics: LACRM had a great growth month in August, mostly because of expansion revenue. JD, Rick's business partner, is doing a great job. Rick is oscillating between investing in more resources and staying focused. Rick gives an update on his recent local marketing blitz. Tyler is rethinking the customer onboarding flow. LACRM is shifting around their marketing priorities. Rick shares some wisdom...

Is SaaS getting harder? 19.08.2022

Topics this episode: Summer is ending at LACRM and things are going back to normal. Rick attended a company offsite last week, and now he's behind. LegUp Health is planning a local marketing blitz. Tyler gives an update on pay transparency at LACRM. Tyler has been doing some cold outreach to try to find API partners. There's a new VP at Lucid. Tyler talks about how this episode of Default Alive ha...

Single points of failure 28.07.2022

Topics in this episode: LACRM got DDoSed *again* Rick went to some networking events Tyler is ending his newsletter Rick gives a chamber of commerce update LegUp Health is seeing early success with an incentive offer We discuss handling an employee who leaves for an extended period and whether the goal should be to have no single points of failure Rick talks about how intentional assumptions can c...

Should you hire a marketing agency? 14.07.2022

Topics in this episode: Less Annoying CRM hit $3.5 million ARR. Rick and LegUp Health have signed up for several in-person networking events as well as a number of chambers of commerce. LACRM had a new CRM Coach start. Tyler reflects on why his updates haven't been interesting recently, and what that might mean about how he'd feel running a bigger company. Rick got a new client who followed the id...

Healthy urgency 28.06.2022

Topics this week: Tyler thinks he's finally fixed his audio setup. Rick and Tyler are both having good sales months. Rick actually knows why! We discuss what indicators a SaaS company might look at to tell whether a recession is impacting their business. Rick is getting weekly updates from JD in a new format that is working well. Rick went to a fancy-pants senator's house to schmooze with the big...

Prioritizing effectiveness over efficiency 10.06.2022

Topics from this episode: Rick has learned more about how to be a good business partner. Rick is prioritizing effectiveness over efficiency. Tyler asks about how best to track marketing ROI. Tyler has an idea for a platform play at LACRM. Another company in LegUp Health's space has been aquired. Tyler gives an argument against delegation. Rick revisits the importance of buffer. Tyler recommends li...

Charge Less 27.05.2022

Topics from this episode: Rick is working on updating and simplify LegUp Health's messaging. LegUp Health is testing out purchasing leads. Rick talks about the next step of his SEO work. Tyler has been listening to customer interviews and learned some things about pricing and features with LACRM. Tyler isn't listening to as many business podcasts. We discuss the blog post: We Need A Middle Class F...

Recession? 10.05.2022

Topics this week The possibility of a recession and how it might impact businesses like ours. LegUp Health just had a competitor acquired. Less Annoying CRM was DDoSed again. Tyler discusses some traction channels he's been considering. Rick asks about virtuous vs. vicious cycles. We discuss the merits of a multi-product business vs a single-product business.

How to be a mentor when you aren't knowledgeable about a topic 29.04.2022

Topics in this episode: Tyler bought tickets to attend Founder Summit . Tyler is rethinking his investment strategy. A competitor of LegUp Health is going out of business. Tyler is working on renewing LACRM's office lease. LegUp Health is struggling to scale their outreach, so they're going back to basics. LACRM's new design is coming along. LACRM is making pay more transparent internally. Rick wa...

Mission, Vision, and Values 15.04.2022

Topics this week: A new employee started at LACRM Tyler is getting ready for lots of interns Rick has been struggling to form healthy habits Rick gives an update on his business partner's work/life balance Tyler finished his cycle of meeting/presentation/1:1s that he does every six months Tyler asks Rick about how to define mission, vision, and values Rick describes a new marketing funnel he found...

Tools don't solve problems 01.04.2022

Topics this week: Tyler has been extremely busy with meetings, interviews, etc. LACRM hired two new CRM Coaches. Rick took some time off to ski with his family, watched a Duke basketball game, and celebrated his son's 1st birthday. LegUp Health has mixed results sending cookies to try to delight customers. Tyler gives some updates on product-led growth brainstorming from last episode. LegUp Health...

Putting together a growth plan 18.03.2022

Topics from this week: Tyler explains how bug bounties work. Rick discusses the power of incentives. LegUp Health is adding new clients every week, and we discuss how prospecting is working. Rick brags about his new X1 credit card (I swear this isn't sponsored, we don't have nearly enough listeners for anyone to bother paying us for product placement) We discuss how Rick can thank people who help...

The importance of patience and impatience when hiring 01.03.2022

Topics this week: Tyler is reading The Great CEO Within . Rick shares some early sales wins. LegUp Health is learning about their ICP (Ideal Customer Profile). Tyler has been experiencing ups and downs when it comes to design, but overall has learned a lot the last two weeks. Rick is making Sunday a "no work" day. Less Annoying CRM is hiring, and Tyler thinks there needs to be more of a sense of u...

Funding your startup with a day job 15.02.2022

Topics this week: Rick is close to finalizing a partnership agreement with his first team member. Tyler is excited that LACRM has been shipping a lot of product improvements lately. Tyler has a new productivity hack he's trying. LegUp Health is doing some cold outreach and so far it's working. LegUp Health joined a new business association. Tyler is nervous about some marketing trends even though...

Giving early hires skin in the game 04.02.2022

Topics this week: Tyler is considering going to Founder Summit in Ashville this fall. LegUp Health signed a partnership deal with Pando Labs . LACRM is on a hiring spree. LACRM has a new thriving wage. We discuss whether video testimonials are a good idea. Tyler heard a podcast which made fun of LACRM's design, and this resulted in him getting some design coaching. We discuss how Rick can structur...

Rebirth / Welcoming 2022 21.01.2022

This is our annual retro/goal-setting episode. Here's what we cover: Personal updates from 2021 Tyler Goal from last year: ✅Spend more time with family and friends once vaccinated Other updates Started exercising Froze embryos Rick Goals from last year ✅ Get sleep under control ✅ Adjust to being a dad Other updates Wasn't good about exercising Has only been on one date with Sable Professional u...

The final episode 17.08.2021

This is our last episode. Thanks to everyone who has listened and supported us over the last couple years. We're going to miss you 😢 Topics in this episode: Rick accepted a new job. What does that mean for LegUp Health? Rick finished migrating his help site to Webflow. Rick notified his free users that the free service is shutting down. Tyler talks about compounding and what it means for thinking...

Sustainability starts with planning 10.08.2021

Topics this week: Rick is canceling his CRM subscription. Tyler is considering where his newsletter fits into his overall plan. Based on our conversation last week, Rick has new clarity around the future of LegUp Health. Tyler explains how LACRM came up with their long-term product roadmap. Rick is going through continuing education. We discuss some touchy feely things related to the passage of ti...

What to cut and what to keep 05.08.2021

Topics from this episode: Less Annoying CRM is back to remote-first because of the new wave of the virus. LACRM had a new developer start this week. Rick is thinking about how to simplify his business. Specifically, what can he cut? We discuss what it means to be a calm company. Or is that even the goal?

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