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Startup to Last

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Rating
★★★★★
5
from
23 reviews
This podcast has
212 episodes
Language
English
Explicit
Yes
Date created
2019/07/21
Latest episode
2026/09/15
Average duration
52 min.
Release period
16 days

Description

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.

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Podcast episodes

Check latest episodes from Startup to Last podcast


What’s the difference between a harness and an agent
2026/09/15
In this episode, we talk about harnesses, agents, orchestration layers, and other terms that mostly mean the same thing.
What to do with extra marketing budget
2026/09/03
Affiliates
2026/08/13
Attack of the spam bots
2026/07/30
Plugging a leaky bucket
2026/07/17
Claude Design
2026/07/02
As if Claude, Claude Cowork, and Claude Code weren’t enough, today we talk about Claude Design which is a completely different thing.
Correcting AI when it gets something wrong
2026/06/18
In this episode, we talk about using AI to answer questions based on content in a knowledge base. It’s easy to get a proof of concept working, but how do you continuously improve it from there? Is that even realistic with current technology? All that and more.
HIPAA
2026/06/04
In this episode, we dive into one of the most exciting topics imaginable: HIPAA compliance
It’s a Tyler episode
2026/05/19
In this episode, we dive deep into Less Annoying CRM’s new marketing strategy.
Where do the humans fit in?
2026/04/23
In this episode, we talk about how one of the new business challenges is to figure out what skills are uniquely human, and leaning into those things as your differentiator.
Where to host a marketing site in the age of AI
2026/04/09
In this episode, we talk about whether tools like Webflow still make sense to use when AI can generate professional looking marketing sites for you.
How much to invest in growth
2026/03/27
In this episode, we talk about how Rick has changed LegUp Health’s formula that decides how much money is available to invest in growth.
Do custom Notion agents really work?
2026/03/12
No, they don't!
Soft launches
2026/02/27
Less Annoying CRM is soft launching two major features we’ve been working on for months. This episode dives into that and a bunch of other stuff.
New positioning
2026/02/12
Of course we spend the first half of the episode talking about AI, but then we get into some good ol’ fashioned SaaS talk.

Podcast reviews

Read Startup to Last podcast reviews


5 out of 5
23 reviews
★★★★★
PaigeBPodcasting 2023/03/16
Great Show!
If you want to feel like a fly on the wall, listening to a conversation between two entrepreneurs, then this show is for you. I appreciate Tyler and R...
★★★★★
Jkjjjkkkk 2021/07/04
Transparent and helpful
I like how Tyler and Rick are transparency about problems they face. Plus, they encourage each other. It's a good energy.
★★★★★
mhamblin63 2021/04/23
Solid podcast by 2 genuine guys
Great podcast by two genuine guys sharing their thoughts, challenges, and ideas openly, without hype. Highly recommend for any bootstrapper or small ...
★★★★★
NudeCanalTroll 2020/10/25
Great discussion about software
Rick and Tyler do an A job dissecting some of the most common challenges of running a business. I especially love how they bounce ideas off of each o...
★★★★★
jmc-justin 2020/10/23
Enjoyable listen
Very relaxed conversation that made me felt like I was in the same room. Thanks for sharing all these great nuggets!
★★★★★
xaksis 2020/06/05
Real candid look at building a lasting business
Rick and Tyler give a great insiders look into what it takes to create a sustainable business. It is great that both of them are at completely differe...
★★★★★
Ryan from BD 2020/02/07
Unique approach!
I notice most podcast have a scripts where the host goes on and on. What I love about this Podcast is the dialogue and how I feel almost included as T...
★★★★★
goofcube 2019/12/15
Quality software business inspiration
I started listening to podcasts with Indiehackers. Startup to Last has a different forma. But it has the same level of quality and thought provoking d...
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