Startup to Last

Other topics:Tyler realized he might have more revenue growth next year than he originally thought.Rick is learning that things don't die down immediately after open enrollment, and that's making it hard to do end-of-year planning.Tyler has been thinking about what the approach might be when LACRM re-opens the office.Rick is meeting his intern for the first time in-person.Rick switched to Notion and is loving it.Tyler has a marketing approach that he wants feedback on.We discuss whether companies should donate money to charities.

Other topics from this episode:Rick is finished with open enrollment and walks through some metrics.Rick is expecting his first churn from customers who signed up earlier this year.Rick realizes that word of mouth happens at specific moments in time, such as when someone leaves their job, gets married, or has some other life event.Tyler is learning more about his strengths and weaknesses.Tyler is overwhelmed with interviews.Tyler is preparing a presentation on recruiting and diversity.I would like to apologize for my lack of creativity in the sentence structure above. It's the middle of December and it's pitch black outside even though it's not even 6pm, so it just seems like writing up interesting show notes is not a great use of my time when I could instead be eating fast food and watching Netflix. Thanks for understanding.

Other topics we covered this week:Advent of codeThe Less Annoying CRM design fellowship is finalized.Rick has a few different channels that are showing traction including Instagram DMs and getting referrals from other insurance agents.

Here are some of the other topics we discuss:Slack was acquired by Salesforce for a bunch of money. Like, a whole lot.Stripe launched a new "Treasury" product.Tyler finished his end-of-year planning.Rick has been bouncing between projects.Google Search Console has been broken for Rick.My first million is a good podcast.

Because this is a short week, we didn't have many updates. Instead we focused on two main topics:The trend of SaaS companies bundling multiple products into a single subscription.Rick's marketing plan for the next few weeks.

Some topics we cover:Rick has been reading two new books that teach about avoiding distraction and staying focused.Tyler had a product strategy breakthrough after giving himself time to think through a bunch of bad ideas first.Rick reflects on his failed startup from last year and we discuss the merits of having a portfolio of products vs a single product to focus on.Rick has been marketing LegUp Health, including making an appearance on tv.Tyler reports on the results of some help site changes Less Annoying CRM made a while back..Tyler is planning a design fellowship.

Other topics we discussed this week:Tyler has another lesson to share from the book he's reading.Rick stopped marketing and he's struggling to get momentum back.Tyler is trying to design team permissions for Less Annoying CRM and it's proving to be difficult.We give a shoutout to Jetboost.Rick is frustrated that no-code tools aren't more transparent about their product priorities.

Other topics this episode:Tyler is switching Less Annoying CRM to Notion.Rick is finished with outreach to existing customers to prepare for open enrollment. Next up is marketing/sales.Rick's employee Lena is doing a great job executing their content strategy.Tyler gives an update on Less Annoying CRM's financial results in October.

Some other topics from this week:Rick is getting ready for open enrollment, and he explains the history behind why health insurance is sold all at the same time in the U.S.Tyler has been talking to customers a lot recently.Tyler is using "revenue per employee" as a simple guide for whether or not LACRM can afford to hire employees.Wildbit shows what it means to "startup to last" after celebrating their 20-year anniversary.Rick is interested in grain.co.Instagram/Facebook are a cancer upon humanity and they should be destroyed. Or they should let Rick log into his account. Either way.We discuss how Less Annoying CRM could package and position their product in a future where they have multiple sub-products all within the same app.

Some other topics discussed this week:Rick separated his marketing site from his app and launched a site for his b2b product: www.legupbenefits.comLess Annoying CRM launched a new help site and in-app help center.We discuss what interns can do to get the most out of a remote internship.Rick's ridiculous shoes arrived and they're meh. The lesson is: Don't buy shoes because a company put their logo on them.Rick will yell at me if I don't point out that he didn't get the ones with Slack's logo, he got the same type of shoe without the logo.We give a few shoutouts:Demodesk is a great tool for giving demos to customers.Turn the ship around is a helpful book on leadership.This episode on health insurance for startup founders is interesting and started a conversation about premium tax credits.