Startup to Last

A weekly Business, Entrepreneur and Marketing podcast
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Episodes of Startup to Last

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
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 LACR
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
Topics from this episode: Tyler hit 2,000 Twitter followers, and we discuss how Twitter is a hits-based business which doesn't suit Tyler's strengths. Rick gives an update on his personal website and newsletter optimization efforts. Rick reache
Topics this week: Tyler had fun with a once-per-year football bet, and Rick had to put in a full day of dad duty. Tyler is considering taking the ShiftNudge design course to get better at design. He also purchased a license to Tailwind UI so he
Topics this week: Rick launched We discuss Rick's new no-code tool: Outseta. Less Annoying CRM has a new developer starting next month. Tyler has refined his approach to writing internal documentation, and Rick makes a fantas
Topics this week: Rick took some time off, but is wondering if he earned it. Tyler wrote five blog posts in one day, and wonders if this should be the new approach to blogging. Rick decided to wait for Memberstack updates before taking on a cod
Topics in this episode: Tyler was interviewed to be on Mixergy, but didn't think he did a great job. Rick is adjusting his routine now that he has a kid to take care of. Rick enrolled in a new javascript course to hone his skills. Tyler's previ
Topics this week: Tyler has a new iPad and doesn't know what it's good for. Rick has added a client through word of mouth, and we discuss how churn and word of mouth are constantly battling with one another. Rick has resolved a major issue one
Tyler has a new mic. Tyler is in the middle of the final round of interviews for his new dev hire, and he's starting to plan onboarding. We discuss whether to put a new LACRM content project on the main domain, or a separat
Topics covered this week: We selfishly discuss larger themes we've covered on the podcast which might make for good topics on the Indie Hackers podcast. Tyler's newsletter signups have increased since changing the call-to-action. Rick lost anot
Topics this week: Tyler asks Rick how he configured the call-to-action for his newsletter on his blog. Tyler is adding a curated list of links to his newsletter. Tyler overcame writers block and wrote his first support-focused blog post. Rick i
Topics in this episode: Apparently online courses have a very low completion rate, but maybe that's ok? Rick is learning more about javascript and has a few questions. Rick is taking a vacation where he'll fully unplug. Tyler gives some learnin
This week, we answer a few listener questions about how to make your first hire.
Topics this week: Rick crossed 200 subscribers for his personal newsletter. Rick gives an update on some recent milestones related to this podcast. Rick has been doing Wes Bos's beginner javascript course and is learning a lot. Tyler is on vaca
Topics this week: We're using a tool called ZipMessage to collect listener questions. If there's something you'd like us to discuss on the podcast, leave us an audio recording of your question at Less Annoying CRM had a go
Topics this week: An effective, but maybe sleazy tactic for cold emails. LegUp Benefits got its second paying customer. Rick is done with SEO for now, and wrote 35 new pieces of content in April (holy shit!) Rick is focusing on LegUp Benefits
Topics this week: Tyler gave an internal presentation at Less Annoying CRM and announced a few new things... The office is being reopened in May. There will be a new remote work policy in place. A deep dive into how DEI (diversity, equity, and
Topics this week: Tyler is reading a book called Killing Marketing. Rick is trying some time management hacks. Tyler has a potential job candidate using his new approach to recruiting. Less Annoying CRM had their "day of rest" where developers
Topics from this week: Rick has a baby! Rick broke $2k MRR in March. Tyler gives an update on his content marketing site. Tyler is about to start recruiting a developer. We talk about all the speculative bullshit going on right now (NFTs, GME,
You can learn more about what Dru's working on on Twitter or at
Because Rick is taking some time off for parental leave, we recorded a special episode this week. Rick is about to do a week-long retreat to try to finish a major project before becoming a dad. We're going to spend this episode discussing how h
Topics this week: Rick is feeling burnt out. We discuss how he noticed, and what he's doing to fix it. Rick's baby is expected this next week, so the next two weeks of the podcast will be pre-recorded episodes. Tyler is drowning in meetings. Ty
Topics this week: Rick breaks down how the new stimulus bill will impact health insurance and entrepreneurs. Rick is putting his big project on hold until after paternity leave. Tyler gives an update on Less Annoying Business. We discuss enterp
Topics discussed: is shutting down Rick gives a revenue and churn update. Rick is preparing for the birth of his first child, but has one more big project to finish first. Tyler recaps the first week of results after launching Less Ann
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