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Your Strategic Bridge to the CIO Role

Interactive guide to leveraging your 6-month career break.

About Steve Guise

Turning a Break into a Strategic Advantage

This roadmap is designed to transform your 6-month break from a potential resume gap into a compelling story of intentional[...]

How to Frame Your Career Break

The key is to proactively control the narrative. This wasn't "time off"; it was a "strategic sabbatical" or a "planned professional development perio[...]

Potential Concerns (The 'Old' Narrative)

  • Lost momentum or ambition.
  • Became disconnected from industry trends.
  • Skills are no longer current.
  • Simply burned out and disengaged.

Strategic Framing (Your 'New' Narrative')

  • Intentional pause to define next leadership chapter.
  • Deep dive into healthcare-specific tech trends.
  • Targeted upskilling and executive education.
  • Recharged and focused for the next major challenge.

Phase 1: Pre-Break Foundation (Now - Break Start)

Before you step away, lay the groundwork. These actions ensure you leave on a high note and have a clear plan, making your [...]

1. Craft Your "Next Chapter" Narrative

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Clearly define what you want from your next role and why. This isn't just a job hunt; it's a career capstone. Document your ideal role, company culture, and the impact y[...]

2. Strategic Off-boarding & Networking

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Leave your current role flawlessly, ensuring a smooth transition. Simultaneously, inform your trusted network (mentors, former colleagues, recruiters) about your plan. F[...]

3. Plan Your Sabbatical Activities

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Outline a high-level schedule for your break. Which courses will you take? Which conferences might you attend? Who do you plan to connect with for informal chats? Havin[...]

Phase 2: The Strategic Sabbatical (6 Months)

This is your time for intentional growth. Balance genuine rest with targeted activities that will make you a stronger CIO c[...]

6-Month Focus Allocation

This chart visualizes a balanced approach to your sabbatical, ensuring you cover rest, learning, and networking. This is a powerful visu[...]

Months 1-2: Decompress & Explore

Truly disconnect. Travel, spend time with family, pursue hobbies. This is crucial for returning with genuine energy. Use this time for high-level expl[...]

Months 3-4: Targeted Upskilling

Deepen your expertise. Enroll in an executive education course (e.g., related to digital transformation in healthcare, AI strategy, or financial acume[...]

Months 5-6: Re-engage & Prepare

Begin activating your network more formally. Update your CV and LinkedIn profile to reflect your sabbatical activities and new skills. Start informati[...]

Phase 3: The CIO Job Hunt (Post-Break)

Approach your job search with renewed focus and a powerful new story. Your break is now a key part of your value propositio[...]

Core Job Hunt Activities

1. Executive Branding Revamp

Your CV, LinkedIn, and personal pitch must tell the story of your strategic break. Create a dedicated section on your CV titled "Professional [...]

2. Targeted Networking

Leverage your refreshed network. Don't just ask for jobs; seek insights about challenges in the mid-sized healthcare space. This positions you[...]

3. Master the CIO Interview

Be prepared to answer "Tell me about your break" with confidence and enthusiasm. Use the narrative you've built. Practice articulating your vi[...]

Job Hunt Time Allocation

A disciplined approach is key. Focus the majority of your time on networking and preparation, not just submitting applications.