All Episodes
Displaying episodes 1 - 30 of 169 in total
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...
Execution eats strategy for breakfast
In this episode, we talk about how both of us are refocusing on execution. Here's the full topic list:Tyler is trying to focus everyone at LACRM on the top priorities...
Getting unstuck
In this episode, we talk about Rick’s early signs of success getting out a sales rut, and much more.Full topic list:Rick gives an update on how he and JD are getting o...
You can't optimize nothing
In this episode, we talk about how much optimization should be done before you have demand generation figured out.Here's the full topic list:Rick is back from parental...
Handling sales tax as a SaaS
In this episode, we talk about what Less Annoying CRM is doing to handle sales tax compliance worldwide.Here are all the topics:Tyler has officially signed the partner...
Recapping the Product Hunt launch
In this episode, we talk about Less Annoying CRM’s producthunt launch, and a lot more.Here's the full topic list:Tyler takes a look back at LACRM's growth history, and...
Pivots and renegotiations
In this episode, we discuss some changes to LegUp Health, the end of Tyler's sabbatical, and more.Topics in this episode:Tyler is back from his sabbaticalLACRM is gett...
Yet another podcast about AI
Come on, you know what we're talking about. It's all anyone is talking about. Sorry, we don't make the rules.