Hello, I'm Cindy

Cindy Jennings is the founder of Interwovenly and the LifeWise™ programs—LifeWise Masterplan™, LifeWise Interrupted™, and LifeWise Exit™—which help business owners, executives, managers, and employees navigate life's biggest transitions with clarity and support.

Her work began with LifeWise Masterplan™, a personal planning experience that helps clients create a long-term vision to complement financial strategies. Recognizing the emotional complexity that follows selling a business, Cindy created LifeWise Exit™ to help owners redefine life post-sale.

Her work has expanded into LifeWise Interrupted™, a suite of human-first tools that companies and advisors use to support people through disruptive life events.

Drawing on over 25 years of experience spanning organizational change management, management consulting, communications strategy, mentoring, and leadership coaching, Cindy has led large-scale change initiatives for Fortune 500 companies including Comcast, Mattel, and DIRECTV. She developed BlueprintOne for Growth™, a research-backed method for achieving lasting behavior change.

Her approach is further informed by her certifications as a Deep Transformational Coach, her Harvard-based Immunity to Change training, and Community-Based Change Marketing expertise.

Her work bridges personal and professional transformation—bringing structure, empathy, and vision to the moments that matter most.