Our Team 

Alongside representatives from the Green Bay Packers and Microsoft, TitletownTech Managing Partner Craig Dickman architected the original strategy and vision for the firm.

 

An inventor with multiple patents, Craig founded Breakthrough Fuel, an energy information and supply chain management company, which he scaled to 47 countries. The company was acquired by U.S. Venture in 2019. He also served as CEO of Breakthrough Fuel, Paper Transport, and Master Fleet, and previously held executive positions at Schneider National and SHADE Information Systems.

 

Craig's entrepreneurial acumen is further evidenced by his founding of StageThree, an innovationfocused practice working with Fortune 50 leaders and entrepreneurs to create, build, and commercialize new capabilities. He also co-founded the New Venture Foundry, an early-stage investment group providing seed capital and mentorship to regional startups. Additionally, he was a contracted team member on two NASA Discovery Missions: Lunar Prospector and Near-Earth Asteroid Rendezvous (NEAR).

 

Outside of TitletownTech, Craig is the Chairman and principal owner of the Wisconsin Timber Rattlers, the High-A Affiliate of the Milwaukee Brewers, and the Fond du Lac Dock Spiders, a summer collegiate team in the Northwoods League.

 

Craig received his BS in business from the University of Wisconsin-Green Bay and his MBA from the University of Wisconsin-Oshkosh. He also serves on the Board of Directors for the NFL’s Green Bay Packers.

TitletownTech Partner Cordero Barkley had a successful career in banking and wealth management before joining TitletownTech. He spent nearly a decade with Associated Bank in various roles, from small business lending to retail banking to corporate financial education, before ending in wealth management, where he assisted high-net-worth individuals, business owners and their families. Earlier in Cordero’s career he worked as a credit analyst and personal banker for Wells Fargo.

 

Cordero is vice chair of the University of Wisconsin-Green Bay (UWGB) council of trustees. Additionally, he serves on several local boards, including the American National Bank-Fox Cities, the Fox Cities Performing Arts Center, the Wisconsin Technology Council and the Greater Green Bay Community Foundation.

 

A former collegiate athlete at UWGB, Cordero wanted to share his love of basketball, so he joined forces with his wife and got involved in coaching; he is now the director of the Wisconsin Purple Aces, a club basketball program in northeast Wisconsin.

 

Cordero is a two-time graduate of UWGB, with a BA in business administration and an MS in management. He’s married to his wife Erin Barkley, and the two have a son.

Before returning home to Green Bay and joining the TitletownTech team, Associate Chloe Kinderman spent time in the talent acquisition space. Chloe spent nearly three years with IT staffing and recruiting firm Brooksource, where she sourced and screened talent before transitioning to the sales side of the business. She held previous internship positions with Breakthrough Fuel and Roche Diagnostics.

 

Chloe graduated from Butler University with a BA in marketing and entrepreneurship & innovation. She currently serves on the University of Wisconsin-Platteville Idea Hub advisory board and the events and culture committee of NeighborWorks Green Bay.

TitletownTech Communications &  Market Insights Manager Grace Murray worked for venture-backed SaaS provider OpenGov and the NBA's Milwaukee Bucks before joining the TitletownTech team. Her expertise lies in public relations, as well as in content and customer marketing.

 

A native of Wisconsin, Grace earned degrees in economics and communication from Denison University, where she also played soccer.

TitletownTech Managing Partner Jill Enos is an experienced investor and operator in early-stage ventures. Before returning to the Midwest from Washington DC, Jill was part of the leadership team at a venture-backed enterprise SaaS company that was acquired by AT&T, and earlier in her career she worked for the Federal Reserve Bank of Atlanta.

 

Prior to TitletownTech, Jill worked with Fortune 50 innovation leaders at StageThree to create, build, and commercialize new capabilities. She also co-founded and led the New Venture Foundry, an early-stage investment group providing seed capital and mentorship to regional startups. Additionally, Jill was instrumental in founding the Fox Connection, a collaboration of regional public and private universities to advance entrepreneurial opportunities for area college students.

 

Jill has a BA in political science from the Honors College at Michigan State University and an MBA from Harvard Business School.

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Principal Jane Bootz, a Green Bay native, brings a rich background in leadership, project management, technology, and organizational effectiveness to her role at TitletownTech. Prior to joining the team, Jane led consultant success at CORE BTS/Skyline Technologies for eight years, where she partnered with clients, led key initiatives, and coached and mentored team members.

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While at WEC Energy Group as process performance manager and at Schneider National in multiple roles, including program manager, business analyst, and software engineer, Jane drove strategic initiatives and improved operational efficiency across organizations.

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She holds an MBA from the University of Wisconsin-Oshkosh and degrees in math and computer science from St. Norbert College. Additionally, Jane holds several certifications across project management, change management, coaching, and professional development.

Madilyn Heinke, TiletownTech’s Community Manager, focuses on portfolio company support, community development, and digital media projects. While attending college, she worked for the Luther College Digital Media Office, where she focused on projects surrounding brand strategy and digital content.

 

A former collegiate basketball player, Madi graduated from Luther College with degrees in physics and visual communication. She also serves as the founding president of the Seymour Business League and assistant director for the Wisconsin Purple Aces.

Matt is TitletownTech’s technologist in residence. In this role, Matt engages with startups and entrepreneurs to provide advisement and connection into deeper Microsoft expertise.

 

Before joining TitletownTech, Matt was a program manager in Redmond, WA, and built highly scalable systems for Microsoft Office, contributing to the technological transformation to Microsoft 365 and Azure DevOps.

 

Previously, Matt worked in full-stack mobile development for State Farm and the Computational Epidemiology Research Group at the University of Iowa. Matt holds degrees in computer science and mathematics from the University of Iowa and an MBA from the University of Wisconsin-Green Bay.