How much gutter cleaning software costs in 2026
Most gutter cleaning software costs about $30 to $300 a month for a small operation before add-ons, and per-user or per-truck pricing climbs as you grow. OptimizeIt starts at $39 a month on an annual plan ($49 month to month) for a solo operator, and Pro, which adds the 24/7 AI Voice Agent, is $239 a month ($299 month to month). Plans include 1 to Infinity seats, extra seats are a flat $25 a month, and every plan has 14-day free trial.
OptimizeIt plans and prices for gutter cleaning
Here's what each OptimizeIt plan costs for a gutter cleaning business and who it fits. Prices are per month for the whole account with the listed seats included. Annual plans save 20% over month to month.
Extra seats are a flat $25 a month on every plan.
AI credits pay for the AI work. A photo quote uses about 72 credits and an Opti chat turn about 6, and top-up packs start at $20.
Only Pro includes 300 AI voice agent minutes a month; Plus adds a business phone line. Ordinary phone minutes are separate from AI agent minutes.
Every paid plan includes a free, hands-on move of your customers and schedules from your old software.
Every plan starts with 14-day free trial. Full plan details are on the OptimizeIt pricing page.
| Plan | Annual / month to month | Seats included | AI allowance per month | Who it's for |
|---|---|---|---|---|
Starter | $39 / $49 | 1 | 300 AI credits | Solo operator working one trade |
Core | $79 / $99 | Infinity | 1,500 AI credits | Small team getting off paper and spreadsheets |
Plus | $159 / $199 | Infinity | 3,000 AI credits + phone line with 1000 phone min | Growing team that wants a business phone line with the software |
Pro | $239 / $299 | Infinity | 6,000 AI credits + 300 AI agent min allowance + 24/7 AI Voice Agent | Busy operation that wants the 24/7 AI Voice Agent answering and booking calls |
The 2026 Gutter Services Market ([IBISWorld](https://www.ibisworld.com/united-states/industry/janitorial-services/1488/))
The US gutter services industry generated $778.4 million in revenue in 2026 across 4,929 contractor businesses, growing at a 3.9% CAGR over the past five years (IBISWorld 2026). The industry is highly fragmented , no companies hold more than 5% market share. The broader gutter + window cleaning services market sits at $1.54 billion in 2026 and is forecast at 5.0% CAGR through 2033.
Typical residential pricing: gutter cleaning runs $100-$300 per visit (single-story homes), $200-$500 (two-story), with seasonal 2x/year cadence (spring + fall). Leaf-guard installation runs $7-$15 per linear foot installed ($1,400-$3,000 for a typical 200 linear foot home). Add-on services: downspout inspection, fascia repair, soffit cleaning. Recurring annual contracts at $300-$600 retain customers and stabilize revenue. The platform's satellite linear-foot measurement (eliminates field visits for new lead pricing) + leaf-guard upsell engine is the lever.
Public Pricing
Jobber Core: 1 user · $29-49
Housecall Pro Basic: 1 user · $59-79
Jobber Connect: 5 users · $99-139
Housecall Pro Essentials: 5 users · $149-189
Jobber Grow: 10 users · $149-199
Housecall Pro MAX: 8 users + $35/add'l · $299-329
OptimizeIt Core: $79/mo annual · $99/mo monthly
Jobber Plus: 15 users + AI · $477-699
Frequently asked questions
How much does gutter cleaning software cost per month?
Jobber $29-477, HCP $59-329, OptimizeIt $49-$299/mo month to month across the tier ladder (Starter, Core, Plus, Pro; $39-$239/mo on annual plans), with 14-day free trial.
Cheapest gutter cleaning software?
Jobber Core ($29-49) or HCP Basic ($59-79).
Cheapest satellite linear-foot measurement?
OptimizeIt Core at $79/mo annual ($99/mo monthly).
Does leaf-guard upsell prompting matter?
Yes. Quote-stage prompts convert at 15-25% vs 5-10% verbal.
Should I pay annual?
15-25% savings.
Is gutter cleaning software worth the cost?
Usually yes, as long as it pays for itself in work you would otherwise lose. Run your own math: count last month's calls that went to voicemail and the quotes that took more than a day, then put a dollar value on the jobs that never booked. If that number beats the plan price, the software is worth it. OptimizeIt costs $39 to $239 a month on an annual plan, with seats included and a flat $25 per extra seat, and 14-day free trial lets you check the math on your own jobs before you pay. Plan details are on the pricing page (https://optimizeit.ai/pricing).