Freedom Transportation has achieved huge growth in a few short years. Dan and Natasha Shirey share their business’s road map.

Natasha and Dan Shirey don’t have typical resumes for the owners of a trucking business. She’s a former fashion buyer who used to operate a daycare. His background is in IT, with time spent in the military and as an actor.

In just three years, though, the Olathe couple has grown Freedom Transportation from a single-truck operation earning less than $100,000 a year to a small fleet .
“We have no background in transportation,” she said. “None. It’s one of those stories where, if someone else would tell me about it, I would say there’s no way that happened.”

The Shireys got their start by purchasing an existing business and its contract with FedEx and, through hard work and reinvestment, gradually added trucks and routes for other high-profile clients like Target.

Recently, they participated in ScaleUP! Kansas City, an elite training and mentoring program offered by the University of Missouri-Kansas City Innovation Center and the U.S. Small Business Administration. 
Natasha and Dan shared three lessons that have driven their company’s growth.

Everything Starts With People

While Dan Shirey holds a commercial driver’s license, the Shireys rely on their team of drivers to make all the company’s deliveries. A lot of Freedom Transportation’s success hinges on its employees, so the couple treats drivers with as much care and respect as they do their customers.

So the Shireys try to show appreciation, whether it’s through the homemade cookies that she and the kids make every Christmas or the new TVs being installed in the trucks’ sleeper cabs.

“That’s kind of been our key,” Dan Shirey said. “I’m the backup to our backup. We have a part-timer, but if that part-timer needs time off, I can always hop in the truck.”

To make it easier for potential drivers to find them, they recently created a website where job seekers can learn more about Freedom Transportation.

The Shireys know their drivers appreciate them, too. Their most recent hire brought them a cake made by his cake-decorator fiancee. The dessert was strawberry-filled and decorated with trucks. “We have people who say, ‘This is the best place I’ve ever worked,’” Natasha Shirey said.

Outsource What You Can

Natasha has the skills to handle practically every chore on the management side of the business—which, by the way, involves a ton of paperwork related to transportation regulations. Dan, in addition to coordinating drivers, took responsibility for driving trucks to the mechanic and the wash.


The mentors at ScaleUP! showed the Shireys that they could hire experts to run background checks on drivers and manage Freedom’s payroll. And they paid one of their employees more to start helping with some of Dan’s maintenance chores. It’s reduced their stress level and allowed them to spend more time on their family and planning for the business.

Always Keep One Eye on the Future

When: March 30, 2016 05:00 PM to 07:00 PM
Where: Union Station
Sprint Festival Plaza
30 West Pershing Rd.
Kansas City, MO 64108
Contact: Kate Kershaw
(816) 374-5492
The Sprint Festival Plaza at Union Station will be filled with Small Business Award Candidate display tables from 5-7 p.m. for big-time networking. This is the place where you can meet decision-makers from some of the region’s best and brightest small companies.

The Candidates Showcase is the first public event of the Small Business Celebration. The applicants for the Small Business of the Year receive a display table to showcase their products and services. The Candidates Showcase attracts between 600-800 people each year. Cocktails and appetizers are provided.
Members tell us that this event is one of the most valuable networking experiences that we provide. One member business owner told us that he met the company that became his largest customer ever at the 2014 Showcase. The Candidate Showcase is $15 for Chamber members and $25 for non-members. Registration includes appetizers, beverages and parking validation.

Thank you to the following companies that are giving extra support to the KC Chamber’s small business efforts. The KC Chamber’s Small Business Programming Sponsors are KCP&L and Blue Cross and Blue Shield of Kansas City. Our 2016 Small Business Celebration CEO sponsor is the Ewing Marion Kauffman Foundation. Our Executive level sponsors are H&R Block and Google fiber. Our Partner level sponsors are Arvest Bank, DST, and US Bank. Our Associate level sponsors are Country Club Bank, Economic Development Corporation of Kansas City, the Kansas City Chiefs, Mazuma, McAnany, Van Cleave & Phillips, Staples, and UMB. Our Print Media sponsor is the Kansas City Star. Our Radio Sponsors are KMBZ and Talk 980am.

Complimentary parking in the four story Union Station Parking Garage located off Pershing Road and Broadway on the west side of Union Station. Handicap parking is available in the parking lot located directly in front of Union Station.

Dan and Natasha 913.353.6739    (F) 1 913.273.0975

Woman, Minority, VETERAN owned

Driven to Succeed: Growth Advice from Freedom Transportation