All Episodes
Displaying 1 - 30 of 176 in total
Rating growth channels
In this episode, we try to prioritize some of the different growth channels Rick is considering for 2025.
2024 Recap
In this episode, we recap 2024 and set goals for 2025:Personal goals for 2025:Rick: Primary theme: Buy back timeTake 1 personal day every 1-2 monthsGet time back for t...
Different types of hiring
In this episode, we discuss how there are multiple different approaches to take when a startup needs to grow the team.
Bluesky is back
In this episode, we discuss Bluesky as the new Twitter, how Rick’s busiest time of year is surprisingly calm, and more.
How we know if a feature is ambitious enough
Less Annoying CRM is working on some big features, and in this episode, we discuss what we’re learning as a result.
Everybody’s marketing
We’re both in marketing mode right now. In this episode, we dive into the specifics of what we’re trying.
How’s 2024 going
In this episode, we review our yearly goals, talk about some new AI tools we’re trying out, and more.
How AI might impact customer service
In this episode, we talk about how we’re thinking about customer service in a world of AI*, and we do a deep dive into a customer interview Rick did recently.*Clickbai...
The internet isn’t fun anymore
In this episode, we talk about the value of a podcast community, and generally how we’re trying to protect ourselves from the internet.
How to raise revenue by 20% in one day
In this episode, we talk about about the impact a recent price change is having on Less Annoying CRM’s finances.
Small bets vs going deep
The internet loves to talk about whether to focus on a single business or build a portfolio of small bets. I’m sure you’re sick of hearing about it. But in this episod...
Pick one thing and max it out
In this episode, we talk about how the job of an entrepreneur isn’t to decide which ideas are good and which are bad. It’s to pick the single best idea out of a sea o...
Step on the gas, or pull back?
In this episode, we talk about a decision Rick needs to make with LegUp Health. Should he treat it like a high-growth startup, or a lifestyle business?
We ain't talking about zero to one
In this episode, we talk about how a lot of startup advice is focused on businesses going from zero to one, and how we have to be careful not to assume that all applie...
Forms forms forms
In this episode, we talk about Less Annoying CRM’s new form builder, and what it means for the business
Leveling up the team
In this episode, we discuss using consultants to level up your team.
The first step of a flywheel
In this episode, Rick explains how he’s getting more hands on with marketing.
Sometimes you need to touch the hot stove
In this episode, we discuss how some lessons can't be taught, they have to be learned through experience. What does that mean for mentoring less experienced employees?
When to outsource
In this episode, we talk about when it makes sense to outsource work to contractors and agencies, vs when it makes sense to do something in-house.
Talk to sales
In this episode, we talk about Less Annoying CRM’s latest sales experiment.
Learnings from a few days of snowboarding
In this episode, we talk about takeaways from big snow tiny conf, and more.
Profit first
In this episode, we discuss how Rick is using the “profit first” mindset to manage company finances.
Looking back at 2023 and forward to 2024
This is our yearly recap episode!Personal updates from 2023TylerGoals from last year🆗 Take more vacation and make up with with extra work off-hours work🆗 Renovate the ...
DEI isn't dead
In this episode, we talk about Rick's open enrollment experience, and what LACRM is doing related to DEI (diversity, equity, and inclusion)
Growth is hard
In this episode, Rick tries to explain to me that there are people who know how to grow businesses, and I stubbornly insist otherwise.
Inflection point
In this episode, we discuss what feels like an inflection point in Rick's business.Full topic list:LegUp Health has a new website.Rick thinks he's feeling an inflectio...
Reducing Friction
This week, we discuss how LegUp Health reduced a major point of friction when selling to employers.Here's the full topic list:Rick is finally in his new house, and a m...
Build it and they will come
In this episode, we discuss whether or not building features customers ask for is a valid path toward growth.Here are all the topics:LACRM has started migrating to Pad...
The pricing change I didn’t want to make
This week, we talk about a pricing change we recently announced at Less Annoying CRM. We dive into the history behind the decision, how it was communicated, what it me...
Reorg
In this episode, we discuss a hodgepodge of things including a company reorg, growth tactics, and more.Here are all the topics:Rick updates us on LegUp Health's progre...