Leadership Advisor WEiNSPiRE Strategic Advisory Program
Leadership Advisor WEiNSPiRE Strategic Advisory Program
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Job Description
Position Title: Leadership Advisor
Position Type: Part-Time Contract Remote/Flexible
Reports To: Program Director WEiNSPiRE Strategic Advisory Program
Location: Remote (with occasional in-person meetings or events if applicable)
About WEiNSPiRE Strategic Advisory Program
The WEiNSPiRE Strategic Advisory Program is a confidential embedded support service for senior leaders navigating complex decisions transitions and team dynamics. Our trained context-aware Leadership Advisors act as thinking partners mirrors and strategic troubleshootersenabling leaders to move forward with clarity confidence and renewed capacity.
Our core belief is simple:
Leadership is not about having all the answersits about having the right people to think with.
Position Summary
WEiNSPiRE is seeking experienced and insightful Leadership Advisors to provide 1:1 strategic support to senior executives founders and directors. Advisors will serve as confidential sounding boards and reflection partnerssupporting leaders through transitions decisions organizational challenges and leadership growth journeys.
This is not a coaching or consulting role in the traditional sense. It is a strategic advisory partnership grounded in trust wisdom and the ability to hold space for clarity non-judgment and purposeful Responsibilities
Serve as a confidential strategic thought partner to assigned leaders.
Facilitate reflective conversations that help leaders navigate: complex decisions role transitions team and board dynamics vision setting strategic planning energy alignment and burnout prevention.
Offer insight wisdom and challenge in a supportive non-directive manner.
Attend ongoing training and reflection sessions hosted by WEiNSPiRE.
Maintain detailed session notes (as appropriate) and uphold the highest standards of confidentiality and professionalism.
Participate in the Community of Practice and contribute to collective growth and thought leadership.
Whats In It For You
Impact: Help leaders transform how they show uppersonally and professionally.
Community: Join a curated network of wise and experienced peers across sectors.
Growth: Receive ongoing training in strategic advising leadership models and advisory frameworks.
Flexibility: Work from anywhere on your own schedule
Legacy: Use your lived and professional experience to build others Candidate Profile
Were looking for advisors who are:
- Retired or semi-retired senior leaders (e.g. CEOs Directors Founders Executives) or individuals with deep leadership experience and emotional intelligence.
- Able to listen deeply and offer wise timely insight without taking over.
- Comfortable with ambiguity and able to support leaders through complexity.
- Committed to confidentiality inclusivity and leadership integrity.
- Not afraid to challenge gently disrupt patterns or sit in silence when needed.
Minimum Requirements
Minimum 10 years in senior leadership roles (public private or nonprofit sector).
Demonstrated ability to support or mentor other leaders.
Excellent interpersonal communication and emotional intelligence skills.
Medium-level technology proficiency (e.g. Zoom MS Word Suite Teams).
Access to a quiet private workspace with stable internet.
Desirable Qualities
Prior experience in coaching mentoring executive advising or facilitation.
Familiarity with leadership models (e.g. adaptive leadership servant leadership).
Commitment to values of diversity equity and inclusion.
Comfort working across sectors and cultures.
To Apply
Use this link: to Apply: July 11 2025
Submit to: We will review applications on rolling basis
Employment Type
Part Time
