As a digital transformation leader and former CIO, I carry a healthy dose of paranoia. Call it survival instincts: Risks that can disrupt an organization from staying true to its mission and accomplishing its goals must constantly be surfaced, assessed, and either mitigated or managed. Is the organization transforming fast enough? Are stakeholders struggling or unhappy? Are agile teams overly stressed with too many priorities? As a digital trailblazer, much of my paranoia involves issues that could derail transformation, but it’s the operational and security risks that truly keep me up at nigh…