Jon Costello
Advisory

Win the government market with someone who has worked it.

I help companies selling into state and local government sharpen their strategy, read the politics, and get in front of the right people at the right time.

Former Legislative Affairs Director to Governor Rick Scott. Two decades in Florida government affairs.

Ventures

What I do

My work runs through three ventures, all focused on one market: government technology and procurement. One advises and represents clients in Florida, one publishes the weekly intelligence, and one trains vendors selling into state and local government nationwide.

Costello Strategy Group

My Florida government affairs and SLED sales advisory firm. I represent clients before the Legislature, the executive branch, and local governments, and I help vendors win more business with Florida state and local agencies.

The Costello Brief

Every week I publish Florida's definitive read on government technology, procurement, and politics. Free to subscribers. Built for anyone who needs to stay ahead of what is happening in this market.

GovMastery

GovMastery is a national advisory and training firm for companies selling into state and local government markets. We help SLED sales teams understand how government actually works, how to align their approach to the buying process, and how to build the relationships and market intelligence that turn activity into revenue.

Track Record

Clients I've Represented

A selection of the technology firms, national brands, and governments I have worked with over the years, across government affairs, procurement, and SLED sales.

T-MobileT-Mobile
3M3M
DeloitteDeloitte
SAP ConcurSAP Concur
Automation AnywhereAutomation Anywhere
Five9Five9
FiscalNoteFiscalNote
United Data TechnologiesUnited Data Technologies
Center for Internet SecurityCenter for Internet Security
DiligentDiligent
Kraft FoodsKraft Foods
Molson CoorsMolson Coors
HCA HealthcareHCA Healthcare
ADTADT
The Humane Society of the United StatesHumane Society of the U.S.
American Cancer SocietyAmerican Cancer Society
Local Government
Miami-Dade CountyMiami-Dade County
City of Miami BeachCity of Miami Beach
School District of Manatee CountySchool District of Manatee County
Jefferson County Clerk of CourtsJefferson County Clerk of Courts
Town of Jupiter IslandTown of Jupiter Island

Past and present engagements through Costello Strategy Group and formerly affiliated firms. Not a current client list.

How it works

Every engagement starts with a conversation. I do not take clients I cannot help, and I do not promise outcomes I cannot deliver. If we are a fit, we move fast. Book a 30-minute call and we will figure out in the first ten minutes whether it makes sense to work together.

Start with a conversation.

Tell me what you want to get done. Thirty minutes, no pitch.

Book a 30-minute call Email me