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Kip Trout

Information Technology & Services Professional

Work experience

Sept 2016Present

Regional Sales Manager Enterprise & Cybersecurity


Promote the importance of establishing a known “Root of Trust” within Major Accounts in the Midwest with Gemalto HSM’s, KeySecure and Connectors thus allowing organizations to leverage that trust to meet their evolving needs around PKI, IoT, Cloud, and Mobile Devices; enabling trusted and secure access to protect the digital interactions of employees, partners, and customers with market-leading products.  Leverage partnerships with Dell, Netapp, IBM to expand and co-sell into major Midwest accounts.

  • Tracking on target for 2017
  • 3 multimillion dollar PoC's currently in progress for Q1 2018; 5x qualified pipeline
Dec 2014Aug 2016

Regional Sales Director

Clearswift, Ltd.

Responsible for positioning Clearswift industry leading information security technologies to Fortune 1000 accounts in the Midwest and Canada. These products secure business critical data from internal and external threats through a "Next Gen" DLP and Information Governance platform seamlessly across all channels…Email…Web…Social Media…End Point...and within all existing Secure Email Gateways, Web Gateways and Network Security infrastructures. Prospecting, managing, renewing and maintaining outstanding relationships with customers and partners.

  • 7 new logos
  • 3 new partners
  • Top performer
Jun 2007Nov 2014

Major Account Manager

Proofpoint, Inc.

Responsible for positioning Gartner favorite and industry leading cloud, private cloud and appliance based Targeted Attack Protection, Anti-Malware/Anti-Phishing, Email Gateway-MTA- AV/AS, Encryption, Governance, eDiscovery, and Archiving solutions to Fortune 1000 accounts in the Midwest. Prospecting, managing, renewing and maintaining outstanding relationships with customers. Closing over $18M to-date. Customers include: Sprint, AB InBev, MasterCard, TDAMERITRADE, Arch Coal, HCA, Ascension, Scottrade, Bridgestone Firestone, Dollar General, Cerner, BJC Healthcare, H&R Block, State of MO, Koch, Sprint, Commerce Bank, etc.

  • Closed more Fortune 500 accounts than any other Major Account Rep
  • Top Achiever 145%, 134%, 125%, 114%
Jan 2005Jan 2006

Territory Manager

IronPort Systems

Responsible for competitively marketing Email Messaging Gateway Appliances to Fortune 1000 customers in the Midwest. These appliances are both proactive and reactive email security solutions which include technology for MTA’s, mail routing, message stamping and splintering, LDAP integration, Reputation Filtering, Anti-spam, Anti-virus, Virus Outbreak Filters, and Anti-Phishing. Responsible for developing and maintaining strategic executive relationships and communicating how IronPort solutions reduce TCO by collapsing hardware infrastructure, reducing administration costs, reducing storage costs for compliance issues, and reducing false positives. Customers include: Sprint-Nextel Corporation, Charter Communications (ISP & HQ), Scottrade, Kellwood, Principal Financial, Hy-Vee Grocery Stores, H&R Block, Maytag.

Top Achiever 111%

Jan 2003Jan 2005

Territory Manager


Responsible for marketing Employee Internet Management technology in Midwest which includes technologies to combat Spyware, Malicious Mobile Code, Keystroke Logging, P2P communications, unsanctioned IM, and other bandwidth intensive applications. Responsible for developing and maintaining strategic executive relationships and communicating how Websense can help mitigate legal liability, build a business case for measured increased productivity, provide desktop control, prove cost savings for recouped bandwidth losses and lower helpdesk costs. Customers include: Acxiom, Alltel, Dillard’s, Monsanto, Charter Communications, Beverly Enterprises, Con Agra Foods, Kerr McGee, Maritz, Fleishman-Hillard, Ameren, Jack Henry, Banta Publishing, Tenet Healthcare, Argosy Gaming.

Top Achiever 122% 

Jan 2001Jan 2002

Territory Manager

RSA Security

Responsible for marketing Network Security technologies in Missouri, Oklahoma, Arkansas, and Illinois that included Strong 2-Factor Authentication, Encryption, Public Key Infrastructure, User Access Management, SSO, Smart-cards, and Web Authentication and Authorization to high-profile customers such as Anheuser-Busch, Enterprise Rent A Car, Phillips Petroleum, Kerr McGee, Maritz, Edward Jones, Ameren UE, WorldCom, Express Scripts, and BJC.


Bachelor of Science

Oklahoma State University, Stillwater, OK

Certifications & Training

Microsoft Certified Systems Engineer Course Work

St. Louis Community College

Microsoft Certified Trainer Certificate

St. Louis Community College

Miller Heiman Strategic Selling

RSA Security, Inc. Bedford, MA

Power Based Selling

Holden International

Top Skills



Yoga  Skiing  Cooking  Fashion  Coffee

Professional Associations

Member – The Information Systems Security Association (ISSA)® – 2001-present

Member - Association of Information Technology Professionals