Focus Areas

  • Digital & Business Strategy
  • Program & Portfolio Management
  • Business Process Optimization


  • BEcon, Stellenbosch University inc.
  • General Management Degree, Intec College
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Darren has a 20+ year track record of partnering with enterprises to drive strategic advantage from their use of data. In the last 14 years Darren leveraged that insight to focus on leading customer-driven product organizations, in the enterprise data management software market. Darren has broad experience working with executive stakeholders to establish product and market strategies using both organic product development and acquisition as levers to drive growth.

Prior to joining Cuesta, Darren was the CTO and VP Products at Magnitude Software, where he partnered with the leadership team to deliver new product innovation, augmented by acquisitive growth, ultimately leading to multiple high-value exit events. During his time at Magnitude, Darren had responsibility for product strategy, white-space identification in support of M&A,  engineering leadership and held interim P&L responsibility for specific product lines, consulting and support functions.

Earlier in his career, Darren held technology and consulting management roles working at organizations such as Shell and Kalido, where he served many of the leading CPG, Oil & Gas, Financial Services and Pharmaceutical organizations particularly in the US and Europe.

Darren joined Cuesta to advance his passion to help organizations define and build digital strategies that improve the differentiation, quality and effectiveness required of tomorrows leading enterprises.

Darren lives in the Boston area along with his wife. In his free time Darren enjoys a host of outdoor activities including adventure biking, skiing and hiking and can often be found out on Lake Champlain in Vermont with his kids, when on a break.