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What does the future of landscape software look like with Ai?

  • July 30, 2026
  • 5 replies
  • 21 views
J
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I just attended The Herring Group’s webinar with Bobyard and posed a question that’s been on my mind for some time now.  It seems we didn’t really have time to dig into a complete answer.  Curious to hear what others in the Aspire community think or know about the topic.

 

I knew it was a good question when the initial response of the Founder/CEO of Bobyard was “sounds like one of my investors.”😊

 

“I'm very bullish on AI and we're incorporating it into nearly every part of our business. My concern isn't whether an individual AI tool is valuable—it's the long-term technology stack. Today it feels like we're bolting AI onto a collection of legacy systems, and the experience is fragmented.

How do you see this evolving over the next 3–5 years? Do companies like Bobyard become best-in-class AI tools that integrate deeply with platforms like Aspire, or do you think the next generation of enterprise landscape software will have AI built in from the ground up?

And beyond estimating, how do you see AI transforming scheduling, purchasing, project management, finance, and the rest of the operation?”

    5 replies

    mhellweg
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    • mhellweg
    • Inspiring
    • July 30, 2026

    ​@JasonNavon-RossenLandscape I wonder the same thing but I’m not smart enough to have any inkling of an answer. It’s been interesting watching the evolution of it unfold in real time. Let us know if you figure it out!

     

    Any big takeaways from the Bobyard Webinar? I wanted to go but ended up mising it…

     

     

    Things are messy | Do it scared | Be helpful | Have fun
      swirtholg
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      • swirtholg
      • Participating Frequently
      • July 30, 2026

      I believe the software companies will be looking to better integrate the AI over time. Its fragmented now because its moving so quickly and a lot of people are playing catch up. Software companies like Aspire won’t stand to be left in the dust, but they are still having to be super cautious because with each roll out it presents unforseen challenges. Aspire values reliability over quick tech adoption from what I’ve seen and experience. There are some other platforms out there that are AI heavy from the start, but are still unproven. Its up to the proven companies to adapt and preserve their value. 

      Ultimately we still need the right data to make quick decisions, but AI helping process and crunch huge volumes of data that would otherwise take weeks or longer to process by hand is HUGE. 

      "You do not rise to the level of your goals. You fall to the level of your systems." — James Clear
      J
      Forum|alt.badge.img+9

      ​@JasonNavon-RossenLandscape I wonder the same thing but I’m not smart enough to have any inkling of an answer. It’s been interesting watching the evolution of it unfold in real time. Let us know if you figure it out!

       

      Any big takeaways from the Bobyard Webinar? I wanted to go but ended up mising it…

       

       

      • Continued investment in the landscape industry by tech companies.
      • Construction/landscaping industry is an important/growing/necessary segment of our economy, but we’re seeing fewer college grads interested in the work.
      • Meeting landscape service demand with technology due to the decreasing/scarce talent pool.

       

      David_Spiritus
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      • David_Spiritus
      • Participating Frequently
      • July 30, 2026

      For what it is worth...I agree with Alex and Felicite here, It will ultimately likely require new paltform infrastrucutre built with AI….not bolt ons….

      https://www.linkedin.com/posts/felicitemoormancofounderandceobosstech_this-could-have-been-the-story-of-bosstech-share-7488241016592809985-bzsT/?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAEOEZYBoYiKIOdq5IouqWxPJ-cm7Fsfc90

      David Gallagher, Spiritus Business Advisors, LLC, david@spiritusba.com
        J
        Forum|alt.badge.img+9

        For what it is worth...I agree with Alex and Felicite here, It will ultimately likely require new paltform infrastrucutre built with AI….not bolt ons….

        https://www.linkedin.com/posts/felicitemoormancofounderandceobosstech_this-could-have-been-the-story-of-bosstech-share-7488241016592809985-bzsT/?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAEOEZYBoYiKIOdq5IouqWxPJ-cm7Fsfc90

        I totally agree!  It doesn’t always make sense to renovate a house.  Sometimes you need to reset with a new foundation and build from ground up.

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