Business Software for Trucking Companies

Business Software for Trucking Companies

SkyBoss makes invoicing and scheduling a breeze for your trucking business. Take control of your company and maximize efficiency; start your free demo today!

Scheduling Software


Our drag and drop calendar and map, make it easy to schedule one-time and recurring jobs.

Invoicing Software

Invoicing and Payments

Email invoices with the click of a mouse and collect payments online with SkyBoss, so you can get paid quickly.

Task Management Software

Task Management

Our drag and drop calendar, reminders and other great features make sure you stay on top of everything.

Client Tracking Software

Client Tracking

Stay on top of your clients with a complete, searchable database that shows contact information, last job, upcoming appointments, recent payments and more.

Mobil Software

SkyBoss Mobile

Manage your business on-the-go and allow your technicians to update the status of their job and other details from the field with SkyBoss Mobile.

Reporting Software


SkyBoss makes it easy to generate reports of your business so you can track growth over time and look for areas to improve.

Trucking Service Software

Trucking Service Software for Success

SkyBoss is business management software with a proven track record. We have already helped thousands of trucking companies improve their business from the ground up, with many built-in features, designed specifically for the trucking service industry.

From recurring contracts, to every-day tasks and one-time jobs, our features make it easy to manage your work load and improve the efficiency of your business and field technicians. Save time with our intuitive features so you can handle quotes, billing, scheduling, job tracking and more, all from your computer, laptop or tablet! Our goal is to give you more time to grow your business.

Business Software for Trucking Companies


Do you run a trucking company? Designed specifically for trucking companies and other field service businesses, SkyBoss business management software is a complete digital toolkit to help you save time and manage your company more efficiently, effectively and profitably than ever before.


Built by field service business owners for field service business owners, SkyBoss combines a scheduling and dispatching toolkit with invoicing, payment, accounting and service agreement management tools to eliminate you save hundreds of hours of back office work every month.


Within one month of switching to SkyBoss, you’ll be able to spend less time on the repetitive, challenging tasks that used to dominate your day to day schedule and more time focusing on business growth and development.


Ready to improve efficiency and free up time to focus on growing your business? Call us on 888-772-3010 to learn more about how your business can use SkyBoss to improve efficiency, increase revenue and deliver higher quality service to your clients.




From scheduling to invoicing, SkyBoss includes a complete range of features to help you run your trucking company more efficiently. All of the features included in SkyBoss are built to be intuitive and easy to use, even for people who’ve never used field service software before.


We’ve designed SkyBoss to effortlessly fit into your back office workflow, letting you make the most of its feature set from day one.


Scheduling and Dispatching

The scheduling and dispatching system in SkyBoss lets you respond to customer calls faster and more effectively, all while spending less time writing notes, scheduling appointments and contacting your team members.


SkyBoss is built around a user friendly drag and drop interface. Adding new work orders to your team’s daily schedule is as easy as entering each appointment’s key data and dragging it onto your daily work schedule.


  • Create, modify and schedule new jobs with just a few clicks and keystrokes, letting you add appointments to your schedule within minutes of receiving each customer enquiry

  • Manage your team’s schedule by dragging and dropping work orders into specific time slots, without any confusing interfaces or lengthy forms

  • Assign jobs to specific team members, notify several members of your team or allow SkyBoss to automatically locate your nearest service vehicle using GPS location data

  • Send job alerts and information to your members using the SkyBoss mobile app and completely eliminate time consuming phone calls and SMS communication

  • Manage your entire daily work order schedule from one interface, without every having to use wall planners, scheduling books and other “old fashioned” solutions

  • Stay up to speed on your daily activity with live feeds of your total revenue, work orders completed and average earnings per call

  • Run your entire trucking company more efficiently than ever before, all while spending less time and attention on repetitive tasks and back office work


SkyBoss is designed to help your team achieve more in less time. With its drag and drop work order scheduling interface, SkyBoss makes it easy to create and schedule new work orders for your team and dispatch your trucking staff.


After creating and scheduling a new work order, you can assign each job to a specific vehicle and team member, or notify several members of your staff to each upcoming job. SkyBoss is even capable of automatically locating the nearest service vehicle using GPS location data.


Because job notifications are handled using the SkyBoss mobile app, there’s no need for your back office team to make phone calls or send SMS messages to your team members to act on each new work order.


Instead, everything is handled automatically, allowing you to spend more time on growing your trucking company and less time on day to day management.

With live feeds of your team’s daily activity and earnings, SkyBoss even provides a summary of your company’s progress. The end result is a faster, more efficient scheduling and dispatching process that can save your back office team hundreds of hours of repetitive work every month.


Invoices and Payments


How many hours do you spend every month creating, editing and sending invoices? Worse yet, how much time does your back office team spend emailing and calling clients to collect on their outstanding and overdue invoice payments?


SkyBoss includes a powerful set of invoicing and collections tools that you automate almost all of your invoicing and collections process, helping you generate steady cash flow while freeing up time to acquire new clients and grow your trucking company.


  • Create new invoices and send them to customers using SkyBoss, without having to rely on publishing software, manual invoice creation tools and other time consuming options that take your attention away from your goals

  • Automatically follow up on overdue and unpaid invoices with SkyBoss’s email collection alerts to ensure you get paid on time and generate steady cash flow

  • Give your trucking staff the ability to create real estimates and invoices via the SkyBoss mobile app, creating extra transparency for customers and allowing you to deliver fresh invoices as soon as each job is completed

  • Divide invoices between two, three or more members of your team for jobs that require multiple workers

  • Capture customer signatures and accept payments by cash, check or credit card using the SkyBoss mobile app

  • View the amount of cash your drivers and field technicians are carrying at any time for accurate reports and accounting records

  • Stay on top your trucking company’s collections process and cash flow, all with less time spent preparing invoices, following up with customers and collecting payments


Invoicing can be a time consuming process. The invoicing tools in SkyBoss allow you to create and send custom invoices to your clients in minutes, letting you follow up and get paid as soon as each job is completed.


SkyBoss can also follow up automatically on unpaid or overdue invoices via email, saving even more time for your back office team and generating consistent cash flow for your business with no time wasted on collections.


For clients that prefer paper invoices, SkyBoss also offers the option to batch print invoices for mail delivery.


Using the SkyBoss mobile app, your truck drivers and field technicians can prepare estimates and invoices from any location, creating additional transparency. SkyBoss even lets your field staff capture customer signatures to authorize work orders, additional tasks and payments.


The end result is an easier invoicing process without any long, stressful evenings spent at the office or difficult collections phone calls. Instead of managing your invoices manually, you can invoice your clients and get paid faster while focusing on growing your company.




From reviewing your accounting data to eliminating paperwork, SkyBoss’s accounting tools are designed to help you manage the financial side of your business more efficiently while spending less of your time on repetitive accounting tasks.


Designed with the specific accounting needs of trucking companies and field service businesses in mind, the accounting features in SkyBoss give you a bird’s eye view of the money side of your business in just a few minutes a day.


  • View your key accounting information from an intuitive, user friendly dashboard with live accounts payable, accounts receivable and invoice aging data

  • Eliminate paperwork and simplify your accounting process by viewing your accounting data in one application, without notebooks, accounting sheets and complex software

  • Create, review and monitor your long term contracts and service agreements with key clients and important customers

  • Make purchase order and expense reporting easier by letting your staff photograph and upload their invoices and receipts using the SkyBoss mobile app

  • Avoid long evenings at the office and stay on top of your accounting in less time, while gaining a new level of control over the financial side of your trucking company


Whether you need a detailed view of your company’s financial data or a daily summary of your accounts receivable, accounts payable and other information, SkyBoss allows you to view and analyze your accounting data at a glance.


The accounting features in SkyBoss let you keep track of your accounts payable, receivable and invoice aging data in just a few minutes a day, reducing or eliminating paperwork and giving you the ability to simplify your back office accounting processes.


Because your transactions are recorded digitally, SkyBoss can also prevent common many of the most common accounting errors, giving you greater confidence in your data and a far more accurate view of your company’s financial health.


The end result if a smarter accounting process that saves you time and eliminates most of the common accounting paperwork to which you’re accustomed, freeing up your back office team’s time to spend on client acquisition, growth and business development.


Service Agreement Management (Coming ____)


SkyBoss makes managing your contracts easy. Using the service agreement management tools in SkyBoss, you can create and manage your long term service agreements with clients in just a few minutes a day.


Beyond service agreement management, SkyBoss will even alert you when a contract is soon to expire, letting you follow up early and ensure your most valuable clients renew and remain with your business.


  • Create custom service agreements for your customers in just a few clicks for long term services such as transportation, logistics and more

  • Allow your field staff to create service agreements and sign up new long term clients from any location using the SkyBoss mobile app

  • View all of your current service agreements in one interface, with data on your current service agreement earnings and total client base

  • Let SkyBoss calculate the amount of time your team needs to spend to honor current service agreements, allowing you to plan an efficient and productive schedule

  • View service agreements that are due to expire soon, giving you the ability to follow up early and retain clients

  • Gain extra control over the recurring service contract side of your business and build a strong base of recurring revenue for your trucking company


Service agreements can form the revenue heart of your trucking company. Skyboss makes it easier than ever before to create service agreements, sign on new clients and manage your existing commercial relationships, all while saving you time every workweek.


Client Tracking


From transaction history to custom notes, SkyBoss makes it easy to access the information you need to deliver high quality, personalized service to your customers and build lasting, long term relationships.


  • Access your entire client database in a few clicks, from spending and transaction history to previous work orders, agreements and more

  • Search your client database using a variety of data points, including names, addresses and other client data

  • View each client’s transaction history and identify your most valuable client relationships for your sales, marketing and retention team to follow up on

  • Find and identify clients with unpaid or overdue invoices, and flag them as “problematic” to notify your trucking staff not to provide further service

  • Add custom data with driving directions, door and gate access codes, work order notes and other information to each client’s profile

  • Quickly and easily locate and review the information you need to build stronger, better and more profitable relationships with your clients


Instead of forcing you to manage your relationships using a variety of CRM tools, SkyBoss has a powerful client tracking feature built in. From previous transactions to work orders, it’s easy to find and review the data you need to maintain great relationships with your entire client base.




View a wide range of reports on your company’s operational and financial performance, from the total quotes created and won by your team to invoice aging, transaction reports, taxation, email communication and more.


  • View detailed reports on your key performance indicators and stay on top of your team’s ability to respond to customers and run your business

  • Create reports to monitor your trucking company’s growth using data points such as total revenue growth, jobs completed and more

  • Analyze employee performance with reports on the productivity of each member of your team for salary negotiations, bonuses and promotions

  • Create custom reports using a wide range of data points to discover opportunities for improvement and optimization

  • Export and download your report data in CSV format for use in other tools and software


Switch to SkyBoss in One Day or Less


Adding new software to your business can be a challenge. That’s why we’ve built SkyBoss so that every member of your back office and field service team, including people who’ve never used field service software before, can successfully make the switch in one day or less.


  • Improve efficiency by removing as much as 70% of your back office team’s workload, all while achieving better results and delivering a higher standard of service to your clients and customers

  • Schedule new jobs and dispatch your team faster and more easily while freeing up time to focus on sales, marketing, client acquisition and business development

  • Create and analyze custom reports using a massive range of data points to learn more about your business and discover opportunities for improvement, optimization, growth and progress

  • Stay on top of your service agreements with important clients, and renew contracts as they move towards expiration to retain more business and generate recurring revenue

  • Feel more in control of your business without the stress or uncertainty of day to day operations, all while spending less time on the repetitive tasks that quickly fill up your schedule


Our Satisfaction Guarantee


We’re 100% confident you’ll be able to make big improvements to your business by switching to SkyBoss. That’s because we’ve helped hundreds of businesses like yours save time, generate more revenue and improve their growth rate.


To make your decision to switch to SkyBoss easier, we offer a one year, 100% money back guarantee. If you use SkyBoss for a full year and don’t feel satisfied, we will refund all of your subscription payments with no questions asked.


Request a Live Demo of SkyBoss


Our live demo takes 10 to 60 minutes, depending on the amount of time you’d like to spend learning about SkyBoss. During your live demo, our representative will answer any questions you have about using SkyBoss to manage your business.


By the end of your demo, you’ll understand exactly how SkyBoss can fit into your daily workflow and help you run your trucking company more efficiently.


To get started, call us now on 888-773-3010 or contact us online to schedule your custom live demo and learn about how you can use SkyBoss to optimize and enhance the way you run your your business.



Get Control And Get On SkyBoss Today!!!

Ask How! No Commitments! No Contracts! Cancel Anytime!