What Do You Do When You're Working With a Struggling Contractor?
Hey everyone — curious if anyone's run into this situation and how you've handled it. We work with a lot of subs across different trades, and every once in a while you end up working alongside someone where you can just tell they're going through a rough patch. Maybe their organization is off, communication is slipping, little mistakes are starting to add up — nothing catastrophic, but enough that you're watching it more closely than you'd like. The tricky part is when you're already halfway through a job together. It's not like you can just swap them out easily at that point, and honestly, you don't necessarily want to — everyone hits hard stretches in their business, and a little grace goes a long way in this industry. But you also have a client to protect and a job to deliver. So how do you walk that line? Do you have a conversation with them directly? Tighten up the oversight? Just manage around it and chalk it up to a lesson learned for next time? Would love to hear how others have handled this — no judgment either way, just genuinely curious what's worked (or hasn't).What tech tool actually made your team more productive?
What’s something that genuinely saved time or made your team better? Did it help with quoting? Payments? Share your take below. In this episode of Masters of Home Service, ryaantuttle and Rob Soper get into: Why many owners are still stuck with manual processes How tech can act like extra admin (without hiring) Simple ways to start using tech without overhauling everything Never miss an episode of Masters of Home Service. Subscribe on Apple, Spotify, or wherever you get your podcasts.
Starting a New Hardscape Division While Busy with Landscape Maintenance Team
How do you actually start a new division of your business while still managing day-to-day operations? Between quoting, scheduling, and running jobs, it’s hard to carve out time to build something new. Curious how others have handled this without things falling through the cracks. What worked for you? Context: our "bread and butter" as a landscaping company has been in residential maintenance (lawn cutting, care, property clean-ups, trimming, garden care, softscape / small hardscape installs, etc.). My business partner and I are near max capacity with taking on more residential maintenance clients and would like to get into higher earning, longer term, larger projects on the install / design side of landscaping.AI for Contractors: How Home Service Pros Are Using AI in 2026
We just surveyed over 1,000 home service business owners across the U.S. and gathered real-time stats about how they're using AI in their day-to-day operations. The gap between businesses using AI and those that aren’t is starting to show: 88% of businesses who are fully-booked use AI vs 27% of businesses who are still filling their calendars Here's what 52% of the 1,050 home service business owners surveyed say they use AI for: 54% for quoting 52% for invoicing 51% for writing emails and proposals Younger owners are adopting it fastest --> 64% of business owners under 30 already use AI. Curious how this compares to what you're seeing in your own business. Are you currently using AI for quoting, scheduling, or customer communication? Or is it something you're still exploring?AI Renderings- Which is the best to work with?
I started attaching renderings in jobber on their line item picture to give them an idea of what the thing I'm bidding will look like. I feel like Chat GPT you have to fight to keep it looking somewhat like their place. Gemini - I feel like once it gets an idea in it's head, it just won't change it. I can't tell you how many times I've repeatedly told it to stop putting a window in the shower then it will just keep it in the same place. How do you guys go about doing these? Any free or inexpensive platforms? Or is it just my prompts. Maybe share prompts that are working for you :)How I Finally Delegated Estimating (Without Hiring Another Person)
For years, estimating was the one thing I couldn’t take off my plate. We changed the org chart. We hired roles. Delegated everything we could. But estimating? That was always me. Even if I wasn’t doing anything else in the business... I was still stuck quoting jobs. It was the bottleneck I couldn’t fix—until now. I built a ChatGPT-powered estimator trained with my systems, my pricing, and my language. It asks the right questions, runs the math, and delivers estimates like I would—without me being involved. Now I’m no longer the bottleneck. Customers get quick answers. I get my evenings and weekends back. Want to build your own? Map out your estimating logic. Plug it into ChatGPT. Test and refine. If you're stuck working all day and doing estimates at night and on Saturdays anddddd, sometimes even Sunday mornings when everyone's sleeping—this might be your way out. Heres my direct Zoom link if you'd like to learn more: https://calendly.com/ryaan-besthandymancompany/bh-plan-phone-consultationHow do home service businesses fill their calendar before busy season?
When work slows down, most service businesses feel it fast: stress, cash flow pressure, and last-minute scrambling. Sound familiar? What’s the one thing you rely on most before busy season to keep your calendar full? New leads Repeat customers Referrals Deposits or upfront payments Booking weeks in advance Something else? (do tell!) Bonus: What used to stress you out about slow periods that doesn’t anymore?
Can AI create accurate inventories from photos or walkthroughs for estimates?
Anyone here using AI to build inventories from photos or on‑site for moving quotes? We’re a moving company looking to automate as much of the quote process as possible. Right now, we’re still doing a lot of manual inventory collection and data entry, and it’s slowing us down and leaving room for mistakes. I’m specifically interested in: AI tools that can take phone photos or short videos (or an on‑site walkthrough) and automatically create an itemized inventory we can use for estimates. Anything that can recognize furniture/boxes from images and turn that into quantities, cube/weight, or at least a structured checklist. Workflows where the customer does a virtual survey themselves and we just review and price it. Bonus points if it can be integrated within jobber If you’re doing this today, which software are you using, how accurate is it, and what does your workflow look like from first contact to approved quote? Any “don’t waste your time on this tool” stories are welcome too.AI Receptionist vs Outsourced vs Owners
Hello everyone, New to the community here. Recently launched an HVAC business in Texas, after being in real estate development for nearly 2 decades. Would love to hear your insights on your experience with AI receptionist vs outsourced team vs you answering the calls yourself. I am personally finding our AI receptionist build via RetellAI perhaps isn't the best. But also, majority of calls now are sales calls....so I am really torn on what to do. Any advice and insights would be appreciated. Sincerely, Alice
