Contractor Scheduling Software That Eliminates Chaos

Stop double-booking. Stop forgetting appointments. Stop wasting time on the phone. PocketBoss scheduling software organizes your entire operation in one visual calendar.

$19.99/month. No contracts. Set up in minutes.

The Real Cost of Scheduling Chaos

Double-booked jobs

Angry customers, lost reputation, scrambling to reschedule

Visual calendar prevents conflicts automatically

Forgotten appointments

No-shows, wasted drive time, lost revenue

Automatic reminders for you and customers

Inefficient routing

Extra fuel costs, fewer jobs per day, tired crews

Map view shows optimal daily routes

Paper calendars

Can't access from field, no team visibility, easy to lose

Cloud-based access from any device

Poor communication

Crew shows up wrong time, customer not ready, confusion

Real-time updates for everyone

No customer visibility

Constant "when are you coming?" calls

Customers see appointment status live

What Scheduling Problems Really Cost You

Lost Revenue

No-shows, gaps in schedule, inefficient routing

Wasted Time

Phone tag, manual scheduling, finding conflicts

Damaged Reputation

Late arrivals, missed appointments, poor communication

Everything You Need to Master Your Schedule

PocketBoss scheduling isn't just a calendar. It's a complete system that coordinates your team, routes, customers, and jobs in perfect harmony.

Drag & Drop Calendar

Move jobs around with simple drag and drop. See your whole week at a glance. Color-code by job type or crew.

Schedule changes in seconds, not minutes

Mobile Scheduling

Book jobs from the field. Check availability instantly. Update schedule between appointments.

Never miss an opportunity to book

Automatic Reminders

SMS and email reminders for customers. Morning brief for your crew. No more forgotten appointments.

Dramatically reduce no-shows

Team Calendars

See all crew members' schedules. Assign jobs to available workers. Track who's doing what, when.

Optimize crew utilization

Customer Self-Booking

Let customers pick available time slots. Reduce back-and-forth calls. Appointments auto-confirm.

Fill your calendar while you sleep

Route Optimization

Map view of daily jobs. Minimize drive time. Group nearby appointments. Save on fuel costs.

Fit more profitable jobs per day

How PocketBoss Scheduling Works in Practice

Morning Routine

1

Check Today\'s Schedule

See all jobs, crews, and routes on one screen. Weather alerts if rain affects outdoor work.

2

Crew Gets Notifications

Each worker sees their jobs, addresses, and customer notes. No morning meeting needed.

3

Customers Get Reminders

Automatic SMS: "Your appointment is today between 2-4 PM." Reduces no-shows dramatically.

Throughout the Day

Real-Time Updates

Job running long? Drag next appointment to later time. Customer and crew notified instantly.

Book on the Spot

Customer wants service? Check availability and book immediately from your phone.

Track Progress

Mark jobs complete as you go. Office sees progress. Invoices ready when you return.

The Result: A Perfectly Orchestrated Day

Zero

Double bookings

Fewer

No-shows

More

Jobs per day

Happy

Customers

Digital Scheduling vs Paper Calendars

TaskPocketBossPaper/Whiteboard
View full scheduleAnywhere, anytimeOnly at office
Book new job30 seconds5+ minutes
Reschedule appointmentDrag and dropErase and rewrite
Check crew availabilityInstant visibilityPhone calls
Customer reminders✓ AutomaticManual calls
Prevent double-booking✓ ImpossibleHappens often
Share with team✓ Real-time syncCopy calendar
Route planning✓ Map viewGuesswork
Recurring jobs✓ Auto-scheduleManual entry
Job history✓ Always availableDig through papers
Weather integration✓ Built-inCheck separately
Customer portal✓ See appointmentsCall for info
Time tracking✓ AutomaticPaper timesheets
Capacity planning✓ Visual insightsBest guess
Mobile access✓ Full featuresNot possible

Built for Teams of Any Size

Solo Contractors

  • Your complete schedule in your pocket
  • Never forget an appointment
  • Book jobs between appointments
  • Optimize your daily route

Small Crews (2-5)

  • See who's available instantly
  • Assign jobs to right worker
  • Coordinate without calling
  • Track job completion

Growing Companies (5+)

  • Multiple crew calendars
  • Capacity planning tools
  • Performance tracking
  • Dispatch from office

Scheduling Software for Every Trade

HVAC

Service calls, maintenance visits, installation projects, emergency dispatch

Plumbing

Emergency calls, routine service, large projects, recurring maintenance

Electrical

Service upgrades, troubleshooting, new construction, inspection scheduling

Roofing

Estimates, installations, repairs, weather-dependent rescheduling

Landscaping

Weekly maintenance, seasonal services, project work, crew routing

General Contractor

Multi-phase projects, subcontractor coordination, site visits, inspections

Handyman

Mixed services, small jobs, recurring customers, flexible scheduling

Cleaning

Recurring appointments, team assignments, route optimization, special requests

Your Customers Will Love It Too

Better Customer Experience

Appointment Reminders

Automatic SMS and email reminders. Customers never forget. Include your contact info and job details.

Real-Time Updates

Running late? Customer gets notified automatically. No more "where are you?" calls.

Online Booking

Let customers book appointments online. They pick available slots. You approve or adjust.

Service History

Access complete history of past appointments. Know what was done, when, and what's needed next.

What Customers Say

"Love getting reminders the day before. I can plan my day around the appointment."

Homeowner

"The text when they're on the way is perfect. No more waiting around wondering."

Property Manager

"Being able to book online instead of playing phone tag saves so much time."

Business Owner

Common Questions About Scheduling Software

How quickly can I set up my schedule?

Most contractors are scheduling jobs within 5 minutes of signing up. Import existing appointments or start fresh. The interface is intuitive - if you can use a smartphone, you can use PocketBoss scheduling.

Can my whole team see the schedule?

Yes. Add unlimited team members at no extra cost. Each person sees their assignments, or give them access to see everything. Updates sync instantly across all devices. No more morning meetings to review the day's jobs.

What about recurring appointments?

Set up weekly, monthly, or custom recurring schedules once. PocketBoss automatically creates future appointments. Perfect for maintenance contracts, regular service calls, or repeat customers.

How do customer reminders work?

Set your preferred reminder schedule (usually 24 hours and 2 hours before). Customers get automatic SMS or email reminders with appointment details. You can customize the message and timing. Dramatically reduces no-shows.

Can I color-code different job types?

Absolutely. Color-code by job type (service, installation, maintenance), priority (emergency, routine), crew, or any system that works for you. See at a glance what kind of day you have ahead.

What if I need to reschedule?

Drag the appointment to a new time slot. Customer and assigned crew get notified automatically. No phone calls, no confusion. Weather delays? Reschedule multiple jobs quickly with bulk actions.

Does it work offline?

View your schedule offline. Changes sync when you reconnect. Perfect for areas with poor cell coverage. Never lose access to your appointment information.

Can customers book online?

Yes, if you want them to. Share your booking link. Customers see available slots based on your rules. You can approve bookings or auto-confirm. Reduce back-and-forth calls and fill gaps in your schedule.

How does route optimization work?

Map view shows all daily appointments. Optimize route to minimize drive time. Group nearby jobs together. Save hours of windshield time and fuel costs each week.

Is $19.99/month worth it for scheduling?

Preventing just one missed appointment pays for months of PocketBoss. Most contractors save hours weekly on scheduling tasks, reduce no-shows significantly, and fit more jobs per day. Plus you get invoicing, estimates, payments, and everything else included.

The Business Impact of Better Scheduling

When you eliminate scheduling chaos:

More Revenue

  • • Fit more jobs into each day with better routing
  • • Reduce gaps between appointments
  • • Book jobs immediately instead of losing them to phone tag
  • • Fill cancellations quickly with waiting list

Lower Costs

  • • Save fuel with optimized routes
  • • Reduce overtime from poor planning
  • • Eliminate office staff time on scheduling
  • • Fewer no-shows mean less wasted labor

Happier Everyone

  • • Customers love the professionalism and communication
  • • Crews appreciate knowing their schedule
  • • Office staff freed from constant scheduling calls
  • • You sleep better with organized operations

For just $19.99/month, transform your chaotic scheduling into a smooth operation that practically runs itself.

Stop Living in Scheduling Chaos

Join thousands of contractors who run organized, profitable businesses with PocketBoss scheduling software. Set up your calendar in minutes and see the difference today.

$19.99/month. No contracts. Cancel anytime.

Written by Blake McAmis, Founder of PocketBoss

Spent too many years with paper calendars and double-bookings. Built PocketBoss to bring sanity to contractor scheduling.

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