How do you finish strong on a long project?
Something I've been noticing lately — and I'd love to know if anyone else deals with this — is how hard it is to finish strong on longer projects. The beginning? Easy. Everyone's fired up, the client is excited, the crew is locked in. But somewhere around the 80% mark, that energy starts to bleed out. People are mentally on to the next job, and those last little details — the ones that actually define the finished product — start slipping through the cracks. We've been doing more projects in the three-week to several-month range, and this has become something I've had to get intentional about. We've started building out procedures in ClickUp to keep the final phase from falling apart — checklists, task ownership, that kind of thing. It's not perfect, we're still figuring it out honestly, but it's better than just hoping everyone stays focused when the finish line is in sight. The harder part for us is that a lot of our crew are our own employees, not subs. Subs come and go. Your own guys are with you every day, and keeping them accountable at the tail end of a long project — when everyone's a little worn out — is a different challenge altogether. So I'm genuinely asking: what are you doing to solve this? Do you have a formal process? Does someone own the punch list? How do you keep your people's heads in the game when the job is almost done but not quite? Would love to hear what's working out there.What mistake forced you to completely change how you ran your business?
One of the biggest mistakes I made happened during my second year in business. I landed a commercial account that included 5 different properties. At the time, it felt huge. The contract was worth around $5,000/month, which was a massive opportunity for where my business was at back then. I wanted badly to prove we could handle it. The problem was: I agreed to expectations and operational demands that I was not fully prepared to deliver consistently. A lot of it was my fault. I was so focused on landing the account that I did not slow down enough to think through: route logistics communication expectations quality control reporting updates to the property manager scheduling conflicts with my current clients what happens when issues come up across multiple locations at once Eventually, things started slipping. And once trust starts slipping on commercial accounts, it usually compounds fast. We ended up losing the account. At the time, it felt devastating. But honestly, losing that contract forced me to fix a lot of weaknesses in the business that I probably would have ignored much longer otherwise. That experience changed how we handle commercial work completely. We started implementing: clearer onboarding expectations documented scopes of work completion verification per visit better communication with stakeholders clearer escalation procedures when problems happen It also changed how I look at growth. More revenue only helps if the operation underneath it can actually support it consistently. I still think about that account sometimes because I know we could handle it much differently today than we did back then. I'm interested to hear what mistakes ended up forcing positive operational changes for other owners. What failure exposed a weakness in your business that you eventually fixed?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?
