When the Next Chapter Isn’t Obvious, Define It with Clarity and Confidence

Business owners, executives, employees, and teams turn to LifeWise during pivotal transitions, from exits and life disruptions to organizational change, to gain structure, insight, and steady guidance forward.

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Change doesn’t just happen on paper.
It happens in people.

When life or business shifts, whether suddenly or by design, it can unravel more than just a plan. It can unsettle identity, purpose, and direction.

Some moments call for clear structure and fast support. Others require space to reorient and rebuild. LifeWise helps individuals and organizations respond to both — with insight, practical tools, and grounded next steps.

How Interwovenly Supports Transition

LifeWise Evolved Organization
Organizational change with emotional intelligence

Mergers.
Strategy shifts.

Culture change.


LifeWise provides the structure and guidance to move through transformation with clarity and intention, supporting people as well as performance.

LifeWise Interrupted™
Just in Time Manager Training and Employee support

When life events impact work: illness, loss, caregiving; managers need simple, timely tools to respond with confidence.


LifeWise delivers just-in-time manager training and employee companion guides to support employees without hesitation or confusion.

LifeWise Exit™
Support for leaders stepping into what’s next

For business owners and retiring executives who feel the weight of what’s ending and the uncertainty of what’s next.


LifeWise helps turn anxiety into clarity, direction, and renewed purpose — creating space for what’s possible beyond the role they’ve known.

LifeWise Masterplan™
Strategic personal planning that deepens financial insight

Built for financial professionals who want to go beyond timelines and target numbers.


LifeWise helps clients uncover what matters most: aligning personal ideas and goals with the financial planning process.

A Different Kind of Planning

Change is not just something to manage. It’s a moment to reorient, redefine, and move forward with clarity, confidence, and a deeper connection to what matters most.

Smart Successful People
Struggle with What’s Next

74% of business owners who sell their businesses regret it because they lack a plan for life after the sale.

(Exit Planning Institute)

Only 52% of executives feel emotionally prepared for retirement, despite high levels of financial preparedness.

(Edward Jones & Age Wave Study)

Professional athletes often face financial uncertainty, with many losing their fortunes within 5–12 years of retirement.

(Sports Illustrated, Forbes)

Retirees are 40% more likely to experience depression in the first year of retirement if they don’t have a plan for what’s next.

(Journal of Affective Disorders/Inst. of Economic Affairs)

Built for the Human Side of Change

Explore how LifeWise can support you, your clients, or your organization through transition — with clarity, structure, and grounded insight.

Who We Serve:

  • Business owners and executives

  • Prospects and clients of investment bankers

  • Financial advisors and their clients

  • Companies and teams

Our Approach:

  • "What's next?" Personal Planning and Visioning

  • Decision structure for the personal side of selling, retiring or stepping back

  • Transition Triage to Quickly Prepare You for LIfe's Curveballs

  • Human-First Design, Technology Supported

About Our Founder

LifeWise™ programs are created by Interwovenly founder, Cindy Jennings, a strategist and change advisor with a background in executive coaching, organizational transformation, and personal planning.

See her full bio here.

Ideas and Tools for Navigating What’s Next

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