Rephonic
Artwork for Startup to Last
Less Annoying CRM
Legup Health
Entrepreneurship
Open Enrollment
Bluesky
Health Insurance
Twitter
Customer Service
Saas Industry
Lead Purchasing
Cybertruck
Business Strategy
Product Development
Compensation Strategies
Client Acquisition Strategies
Local Marketing
Portfolio Of Small Bets
Employee Benefits
Software Development
Marketing Strategies

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.

PublishesTwice monthlyEpisodes196Founded6 years ago
Number of ListenersCategories
EntrepreneurshipBusinessMarketing

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Artwork for Startup to Last

Latest Episodes

This is our annual recap episode. We talk about how things went in 2025 and what we’re hoping to see in 2026.

Personal goals for 2026

• Rick • Getting back to basics

• Going from reactive to proactive (and surviving to thriving)

• Shifting from a s... more

In this episode, we once again talk about AI, and oh boy do we get off topic.

Here's the AI tool Rick mentioned for recording your screen (we'll talk about that in a future episode)

Here's the AI report Rick mentioned

In this episode, Tyler and Rick discuss the challenges faced by Leg Up Health during open enrollment, including issues with email communication and the impact of AI on consumer behavior. They explore the current health insurance landscape, the import... more

In this episode, we talk about whether Rick’s expertise with traditional inbound marketing will work for LegUp Health.

Key Facts

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Number of Listeners
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Hosts

Rick Lindquist
Co-founder at LegUp Health and co-host discussing long-term strategies for business growth while developing sustainable practices.
Tyler
Co-founder of Less Annoying CRM and co-host, providing insights into building customer engagement strategies and product development.

Reviews

5.0 out of 5 stars from 42 ratings
  • 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 Rick sharing all the different aspects of their business with us on air. And the advice they give is top notch!

    Apple Podcasts
    5
    PaigeBPodcasting
    United States3 years ago
  • 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.

    Apple Podcasts
    5
    Jkjjjkkkk
    United States4 years ago
  • 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 business entrepreneur.

    Apple Podcasts
    5
    mhamblin63
    United States5 years ago
  • Nice relaxed style

    Only began dipping into the back catalogue recently but have enjoyed each episode so far.

    Plenty of general business advice as well as specific to start-ups / side hustles, so useful for employees as well as entrepreneurs.

    Apple Podcasts
    5
    Reevio
    United Kingdom5 years ago
  • I like it

    I’ve listened to about 6 or 7 eps and just picking topics I like. The chat these guys go through is pretty interesting when they’re working through a problem. Looking into being a start up myself it’s so refreshing to listen to people who have started businesses that don’t have it all sorted out up front and just feeling their way through. I like it.

    Apple Podcasts
    5
    Kg.dub
    Australia5 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

The discussions are considered relatable and practical, offering valuable advice to aspiring business owners.
Reviews highlight the relaxed conversation style, making it feel like a dialogue among friends, which enhances the listening experience.
Listeners appreciate the transparency and candidness of the hosts about their entrepreneurial journeys.

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Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About Startup to Last

What is Startup to Last about and what kind of topics does it cover?

This podcast features two founders who engage in conversations about building enduring software businesses. They cover a range of topics relevant to entrepreneurs, including marketing, customer engagement, product development, and the challenges of balancing business growth with maintaining a healthy work-life dynamic. Each episode often reflects their own experiences, providing listeners with practical advice and insights into navigating the complexities of entrepreneurship. The duo's candid discussions about their successes and setbacks make it relatable for aspiring and established business owners alike.

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Which podcasts are similar to Startup to Last?

These podcasts share a similar audience with Startup to Last:

1. The Panel
2. Bootstrapped Web
3. Startups For the Rest of Us
4. Mostly Technical
5. The Bootstrapped Founder

How many episodes of Startup to Last are there?

Startup to Last launched 6 years ago and published 196 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Startup to Last?

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Where can I see ratings and reviews for Startup to Last?

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