Automotive Fleet
MenuMENU
SearchSEARCH

Fleet Industry Remembers Michael Flanagan

KERNERSVILLE, NC - After learning about the passing of Michael Flanagan over the Christmas holiday, Automotive Fleet contacted some of Flanagan’s industry colleagues and friends to share their memories of him.

by Staff
December 29, 2011
Fleet Industry Remembers Michael Flanagan

Michael Flanagan.

4 min to read


KERNERSVILLE, NC - After learning about the passing of Michael Flanagan over the Christmas holiday, Automotive Fleet contacted some of Flanagan’s industry colleagues and friends to share their memories of him.

Ad Loading...

Michael Flanagan, a former fleet management and leasing executive and consultant, passed away Dec. 24, 2011, in Kernersville, N.C., after a long illness. He was 65.

Ad Loading...

Flanagan began his fleet career at the New York offices of CIT Service Leasing in 1968 following service with the U.S. Marine Corps from 1965 to 1967. At the New York office he handled purchasing and used-car sales. He was soon promoted to the company’s Chicago sales office in 1969.

Michael Flanagan.

Flanagan worked for Al Cavalli, VP client relations and director, at CIT (and past NAFA president) and made an impression on his superior.

“I remember Mike [Flanagan] well. He worked for me in used-car sales at CIT Service Leasing as a young man recently out of the Marines. He was a big fella and a hard worker,” Cavalli recalled. “From there, he was made our district sales manager in Chicago and the rest is history, having made a name for himself in the industry. I'm sure he'll be missed by his many friends.”

After CIT, Flanagan worked for Genway Fleet, Gambles C&M (which became D&K Financial), and then GE Capital Fleet Services as regional vice president. From 1991 until 1997, he then served as regional vice president for USFL & Associates Fleet. Flanagan then segued into fleet consulting with SGS, and then joined Atlantic/Millennium, a retail dealer and leasing company in Long Island, N.Y., before retiring in 2005.

After he retired, Flanagan began reflecting on his fleet career, writing to friends and colleagues about important touchstones, including his long-time readership of Automotive Fleet magazine, which he shared with Ed Bobit, Bobit Business Media chairman and founder of AF magazine.

Ad Loading...

“I got addicted to Automotive Fleet magazine and this part of your media empire is just a jewel and I’m never let down,” Flanagan wrote to Bobit in 2008. “I never shared this with you and I should have. The yearly Fact Book was carried on the road with me and I used it to do purchases and leasebacks. All fleet salespeople were to send into their home offices analysis leaseback information. It could take weeks to get these studies back. I learned from the first study done and your Fact Book how to do them myself. You had all the information per state license, title, and upfront tax, or over lease cost, etc. In the first three to four months with Gambles, I did three [analyses] and brought in close to 3,000 vehicles and 800 orders. Gambles was impressed. One of those studies was done in a Knights Inn in Cincinnati. We won the deal because of your magazine.”

For his part, Bobit recalled, “Mike knew our business and was welcomed by his clients and potential ones because of his open personality and knowledge he shared with everyone. He was able to distill the essentials into plain terms and he always had that personal friendliness with all of those in his path. In his way, he was a corporate warrior.”

Flanagan’s involvement with fleet extended beyond the office. He was involved in leading the industry through its professional organizations. He served as executive vice president and then president of the Automotive Fleet and Leasing Association (AFLA) in 1991 and 1992 respectively.

“Mike was a ‘car guy’ through and through,” recalled Bob Miesen, president of Gambles C&M (later D&K Financial Corp.) when Flanagan worked there. “I know that he was particularly proud of his affiliation with AFLA, its membership, and its charter. It gave him a full measure of professional and personal happiness and satisfaction.”

Flanagan was also a long-time member of NAFA, marking his 40th anniversary with the Association in 2008.

Ad Loading...

George Argueta, marketing manager for Corporate Claims Management, remembered Flanagan as a "beloved husband, father, grandfather, and ex-Marine. I know he is now with God and without pain. I will miss him and the memory of that Irish face."

Miesen recalled his colleague and good friend as “a good man with a big heart. In my years in the industry, I am not sure that I knew another person who loved being a part of it as much as Mike. For Mike, it was about God, family, friends, the fleet and leasing business, and importantly, Mike was unwavering in his loyalty and commitment to all those touchstones in his life. I will miss him.”

The son of Irish immigrants, Flanagan grew up in the Bronx with his three siblings and a total of 17 foster siblings (up to four at a time) that his parents raised between 1951 and 1968. Flanagan is survived by his wife, Kathryn, three children, and five grandchildren.

More Operations

Fleet operating costs for 2026 over image of a service center
Operations•by Chris Brown•November 1, 2026

Managing Fleet Costs in an Era of Permanent Volatility

Fleet operating costs have risen more than 20% since 2020, raising a key question: When does extending a vehicle's service life stop making financial sense?

Read More →
An Automotive Fleet podcast thumbnail
Operations•October 29, 2026

The Next Evolution of Fleet Management: Autonomous Operations

This opening keynote session at the Fleet Forward Conference highlights the future of autonomous driving for fleets.

Read More →
A picture of a transparent catalytic converter with blue text and the Automotive Fleet logo on the top.
Operations•October 29, 2026

How to Reduce the Total Cost of Risk From Catalytic Converter Theft

A stolen catalytic converter can cost fleets far more in downtime and lost productivity than in repairs. A total-cost-of-risk approach can help fleet managers quantify their exposure and prioritize theft prevention.

Read More →
Ad Loading...
AF news recap thumbnail
Operations•by Faith Howell•October 26, 2026

Personal-Use Charges Rise as Vehicle Values Fall | AF News Recap

Personal-use charges are climbing, wholesale used-vehicle values are declining, and commercial fleet sales growth is slowing. This week, we're breaking down the latest fleet data, plus how Element Fleet Management is helping Waymo prepare for its first Canadian robotaxi market.

Read More →
A transparent blue background of a hand stamping a paper is the background of text that says "What about fleet policy exceptions?" with the Automotive Fleet logo in the bottom right corner.
Operations•by Faith Howell•October 20, 2026

Here's When You Should Make an Exception to Fleet Policy

Fleet policies are designed to create consistency, but not every driver or situation fits neatly within standard rules.

Read More →
A hand writing on an ipad with a transparent AI graphic over it
Operations•October 20, 2026

AI-Native or AI-Acquired: What Should Fleet Managers Look for in an AI Platform?

Six questions can help fleet managers look beyond AI marketing claims to evaluate integration, data access, and real-world operational performance.

Read More →
Ad Loading...
Chevin 2026 Buyes Guide cover
Sponsored•October 14, 2026

A buyer's guide to fleet management software in 2027

Buying fleet management software in 2027 means looking beyond features and price. As fleet operations, technology and expectations evolve, this guide explores what today’s fleet professionals should consider when choosing a system that can deliver value now and adapt to what comes next.

Read More →
An overhead image of a freeway system with no vehicles
Sponsored•by Shelley Mika•October 13, 2026

What Will Shape the Next Era of Fleet Management?

EVs, AI, and autonomous vehicles are reshaping fleet management. Discover what’s ahead—and how fleet leaders can prepare for the next era.

Read More →
A Cox Fleet technician working on the left with the rear view of a military man saluting a flag on the right
Operations•October 8, 2026

How Fleets Can Recruit and Train Veterans for Technician Roles

Here's how the technician shortage has affected uptime for fleets, and what to do about it.

Read More →
Ad Loading...
A transparent toll background with the Automotive Fleet logo and Neology logo on top.
Operations•October 5, 2026

Avis Budget Group Deploys Neology Toll Management Technology Across Major Brands

Neology’s neoFleet platform will manage toll transactions and toll-authority operations for vehicles across Avis, Budget, Payless, Budget Truck and Zipcar.

Read More →