The fall business guide · 2026
Start your leaf & gutter cleanup business this fall.
A practical guide to finding customers, pricing your work, and running a small crew—with affordable software from $29 a month.
Compare software prices ↓Falling leaves create work for homeowners—and an opportunity for someone ready to handle it. A leaf and gutter cleanup business can start with a focused service area, the right equipment, and a clear plan for turning requests into paid jobs.
You also need a way to keep the business organized. Who needs an estimate? Which yard includes leaf removal? Where is your helper going tomorrow? Has the customer paid?
Affordable fall cleanup business software should help answer those questions without taking too much out of your budget. Here is how to get started, and how Shookio compares with Jobber and Housecall Pro.
Choose the services you will offer
Start with a short menu customers can understand:
- Leaf cleanup: Gather leaves from lawns, beds, walkways, and driveways.
- Leaf removal: Bag or haul away the collected material.
- Gutter cleaning: Remove gutter debris within the limits of your training, equipment, and insurance.
- Fall cleanup package: Combine services with a written description of what is included.
Be specific about disposal. Moving leaves to an approved curbside pickup area is different from loading a trailer and paying to dispose of them. Confirm local collection rules before promising either option.
You can begin with ground-level leaf work and add gutter cleaning once you are prepared for it.
Set up the business and equipment
Choose a business name and check the registration, tax, and permit requirements that apply where you operate. Discuss your actual services with an insurance agent, including gutter work and any employees. The Small Business Administration’s launch guide is a useful starting point.
For leaf work, build your equipment list around the jobs you intend to accept: rakes, a blower, tarps, bags, gloves, eye and hearing protection, and suitable transport if you offer hauling.
Gutter work needs a separate equipment and safety plan. Follow manufacturer instructions and appropriate training. OSHA’s ladder safety guidance includes inspecting ladders, maintaining three points of contact while climbing, and avoiding electrical hazards. Decline work you cannot safely access.
Price the whole job
A small yard with dry leaves is a different job from a large property covered in wet leaves. Gutter work also varies with height, access, debris, and gutter guards.
Build estimates around:
Labor + travel + disposal + equipment costs + overhead + profit.
For example, two people working for two hours means four labor-hours. Count both people’s time before deciding whether the job is profitable.
Put the scope in writing: areas included, disposal method, exclusions, and how additional work will be approved. After each job, compare your estimate with the time and costs you actually incurred.
Find customers close together
Pick a manageable service area. Share your offer in local groups that allow business posts, contact existing lawn-care customers, and ask satisfied customers for referrals. Use your own before-and-after photos with permission.
Make it easy to request an estimate. Ask for the address, requested service, property photos, and whether hauling is needed. Treat photos as a starting point; some properties need an inspection before you can quote accurately.
Schedule nearby jobs together where practical, and leave room for rain, wind, and heavier-than-expected cleanup.
Affordable software: Shookio vs. Jobber vs. Housecall Pro
Compare standard monthly rates · Swipe the chart on smaller screens →
For a new cleanup business, compare the regular subscription cost, included people, and tools you will actually use.
| Software and plan | Included access | Standard monthly price |
|---|---|---|
| Shookio Solo | Owner + 1 worker; 2 people total | $29 |
| Shookio Starter | Owner + 3 workers; 4 people total | $49 |
| Shookio Crew | Owner + 6 workers; 7 people total | $69 |
| Shookio Pro Crew | Owner + 10 workers; 11 people total | $89 |
| Jobber Core | 1 user | $49 |
| Jobber Connect, 5-user option | Up to 5 users | $199 |
| Housecall Pro Basic | 1 user | $79 |
| Housecall Pro Essentials | Up to 5 users | $189 |
USD. Checked October 30, 2026 against the official Shookio, Jobber, and Housecall Pro pricing pages. Standard month-to-month rates exclude introductory promotions, annual discounts, applicable taxes, and payment-processing fees. Jobber rates shown use its no-commitment monthly option. Included access and feature sets differ.
At these regular rates, Shookio Solo costs $20 less per month than Jobber Core and $50 less than Housecall Pro Basic, while including room for one helper alongside the owner.
Jobber and Housecall Pro offer broader capabilities that may suit businesses with more complex requirements. For a small seasonal crew, the practical question is whether you need those capabilities today.
Shookio’s basic features cover the everyday workflow
If your business needs to take requests, quote work, schedule jobs, coordinate a helper, and invoice customers, Shookio’s core features can cover that daily workflow.
| Your fall cleanup task | Shookio feature |
|---|---|
| Collect new service requests | Public booking page and booking requests |
| Explain the proposed work and price | Estimates |
| Plan upcoming visits | Jobs and scheduling |
| Tell helpers where to go and what to do | Worker assignments and job details |
| Record work hours | Time cards |
| Bill customers after the work | Invoices |
| Keep equipment organized | Tools and fleet tracking |
All four Shookio service-business plans include the core tools; choose mainly by crew size. Workers do not buy separate subscriptions.
A booking request still needs your review. That lets you check the property, access, disposal needs, and available time before confirming the work.
For example, a homeowner requests leaf cleanup and gutter cleaning. You review the details, prepare an estimate, schedule the accepted work, assign your helper, and handle the invoice after completion. Those are the everyday steps a small fall cleanup business needs to keep moving.
Get Shookio’s fall three-month free trial
Starting a leaf or gutter cleanup business this fall? Try Shookio with real jobs and see how it fits your business.
Email us to request the fall three-month free trial. Tell us your business name and how many people are on your crew, and we will help you get started with the offer.
The offer covers your Shookio subscription trial. A payment method is required when activating the trial, and regular pricing for your selected plan applies afterward unless you cancel. Payment-processing fees are separate.
Email support@shookio.com to request the fall three-month deal