Ryan K.

CTO

Mount Holly, New Jersey, United States28 yrs 11 mos experience
Most Likely To Switch

Key Highlights

  • Expert in enterprise software and private equity transaction diligence.
  • Proven track record in high availability cloud architecture.
  • Leader in design-driven product development and global delivery teams.
Stackforce AI infers this person is a SaaS and Private Equity expert with strong technical leadership in enterprise software.

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Skills

Other Skills

ArchitectureWeb ServicesSOASoftware QualityOffshoringOutsourcingRapid PrototypingRequirements AnalysisWeb DevelopmentCloud ComputingTechnical DebtScalabilityTechnology EvaluationBusiness ValueOperational Efficiency

About

I'm an enterprise software veteran who specializes in private equity transaction diligence, high availability cloud architecture, design-driven product development, and hybrid global delivery teams. My firm Kickdrum specializes in value creation through enterprise-grade engineering. Prior to Kickdrum, I spent 5 years leading engineering in Trilogy's Automotive business unit, followed by 9 years at Versata running delivery and cloud practices for the Ford Motor Company account. In addition to deep Automotive experience, I have special expertise in Healthcare and spent 2 years as Enterprise Architect at Health Management Associates (second largest for-profit hospital operator, acquired by Community Health Systems) followed by a role as acting CTO at Sheridan Healthcorp (acquired by AMSURG).

Experience

28 yrs 11 mos
Total Experience
5 yrs 7 mos
Average Tenure
19 yrs 5 mos
Current Experience

Eliza

AI-CTO

Jan 2026Present · 5 mos · Austin, TX

  • Leading AI technical strategy, curriculum rigor, and execution standards for OpenAI-aligned training initiatives. Driving enterprise and private equity clients toward AI readiness, disciplined enablement, and accelerated, high-impact execution.

Cirrus insight

Interim CTO

Oct 2018May 2019 · 7 mos · Irvine, CA

  • Evaluate, recommend, and implement changes to processes, automation, and tools to improve performance and reliability and minimize churn. Work with the leads of Support/Success, Product, Design, Engineering, and QA to ensure we can deliver a product that Sales & Marketing can move off the shelves quicker. Help guide a mature Engineering organization that can deliver an innovative new roadmap and strategy. Coach and mentor team leads to ensure we can set expectations accurately, deliver on time, and proactively measure and report our own performance.

Sheridan healthcorp

Acting CTO

Sep 2014Apr 2015 · 7 mos · Sunrise, FL

  • Provided strategic architecture, technical guidance and advice for the Sheridan IT executive team.
  • Served as chief technology evangelist in strategic meetings
  • Facilitated executive sponsor technology collaboration with key applications

Kickdrum

Founder & Principal

Aug 2012Present · 13 yrs 10 mos · Austin, TX

  • We are value-creation engineers who partner with technology investors and executives to defend and enhance businesses.
  • We are technology pioneers with a proven record of industry impact. Our team of enterprise-grade engineers, architects, and strategists has transformed the technology industry for decades. With a design-driven philosophy, our engineering and development approach decreases technical debt, improves customer experiences, and increases enterprise value. We are strategic partners to Private Equity firms and the operating executives of leading companies.
  • Our unique transaction diligence works to de-risk technology investments and acquisitions. We identify opportunities and threats that impact asset value at the time of transaction. Our diligence has serviced nearly eight billion dollars of transaction volume to protect against hidden product, technical, and operational risks. We also offer advisory services to support executives throughout the transaction, from complex cloud migrations to strategic organizational hiring.
  • Leverage our design-driven development solutions to enhance your enterprise value. We offer Executive Counsel as Chief Technology Officers to Senior Leadership; supplying you best-in-class technology decision making for strategic initiatives. We work with you to tackle the most valuable technical challenges to growth with Engineering and Development blueprints that deliver superior results. From architecting scalable and resilient cloud- based systems to designing world-class customer experiences, our work accelerates your organizational maturity. At the same time, we actively upskill your existing talent with the industry’s best practices.

Nimble creek farm

Owner/Operator

Jan 2007Present · 19 yrs 5 mos · Eastampton, NJ

  • Owner/Operator of a 40 acre, 18+ horse boarding, lesson, and training facility.

Versata (subsidiary of trilogy)

Senior Director

Jan 2005Dec 2013 · 8 yrs 11 mos · Austin. TX

  • Most senior technical manager in Versata’s sizeable Automotive business unit. Leader of multiple technical teams within the Ford account. Single point of technical ownership across multiple existing and newly-developed systems that are critical to customer's business, serving over 5 million automotive shoppers monthly.

Trilogy

Senior Delivery Manager

Jan 2000Jan 2005 · 5 yrs

  • Helped customer executives prioritize and define applications and functionality. Defined team development standards and processes. Delivered on-time releases to spec and budget in a highly dynamic customer environment with shifting requirements and priorities. Mentored high-potential team members into leadership roles. Designed patent-pending Flash testing framework.
  • In 2005, was one of 8 high performers selected to lead the Trilogy University program in Bangalore. We developed and delivered the curriculum of this intense 4 month training and business incubator program for 100+ new hires from India and China.
  • Technical Manager for FordDirect.com application, including 12+ large feature releases, integrations to several 3rd party systems, and support for 100’s of affiliate websites. Oversaw transition of applications and UI to support multiple brands and developed experience and processes for managing IT and agency dependencies.

Bluestone software

Software Engineer

Jun 1999Dec 1999 · 6 mos

  • Provided remote and on-site support for Sapphire Java Application Server and suite of J2EE development tools. Supported customer e-commerce deployments through coding sample applications, writing test cases, and authoring development guides. Debugged JSP/Servlet container implementation with Senior Engineers.

Jump networks

Technical Manager

Jan 1998Jan 1999 · 1 yr · Ithaca, NY

  • Member of executive strategy team that set product direction for one of the market’s first web-based calendaring/PIM applications. Managed project plan for initial public release and conducted user testing of application prototypes. Lead developer for prototype desktop application. Purchased by Microsoft and re-launched as MSN Calendar/Alerts/Invites.

Meetinghouse technologies

Software Engineer

Jan 1998Jan 1998 · 0 mo · Ithaca, NY

The gateways group

Software Engineer

Jan 1997Jan 1998 · 1 yr · Ithaca, NY

Education

Cornell University

BS (Cum Laude) — Computer Science

Jan 1995Jan 1999

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