Navigating Major Life Transitions with Jessica Keeny

Transformational Insights for Anyone Facing Change

Jessica Keeny

Transformational Life Coach

Jessica understands the weight of transition and helps you release fear, reclaim your voice, and embrace what’s next.

Why We’re Sharing This

At leadRpoint, we’re passionate about sharing voices that inspire transformation and growth. In our latest interview, we spoke with Jessica Keeny, a transformational life coach known for guiding clients through regret, fear, and decision paralysis, especially during times of loss, burnout, or significant change.

Jessica blends her professional expertise as a Georgetown-certified coach with personal experience, offering practical, heartfelt guidance for those feeling stuck or overwhelmed by life’s transitions. She understands the complexities of change and provides strategies that resonate with anyone navigating uncertainty.

Key Strategies for Navigating Change

Reclaim Your Calendar

One of Jessica’s first recommendations for anyone facing a major life shift is deceptively simple: review your calendar. Removing just one item from your to-do list can spark a deeper conversation about priorities and help reclaim time for what truly matters. “Sometimes we fall into feeling like we’re busy, but we’re not necessarily being productive,” she explains.

Set Boundaries with Confidence

“No is a complete sentence.”

Jessica reminds us that saying no doesn’t require justification. It’s a powerful act of self-care and a way to protect your energy.

Lead with Transparency

For leaders navigating their own transitions while supporting their teams, Jessica advocates for transparency and active listening. “Just keeping it real and honest can go a long way to building trust,” she shares. Weekly check-ins and open communication, even when the news isn’t ideal, help foster clarity and connection within organizations.

Reframe Your Inner Narrative

When it comes to personal rituals, Jessica encourages reframing our internal narratives. Instead of resisting reality, she suggests asking, “How can this serve me?” Whether through journaling or seeking outside perspectives, shifting our mindset from victimhood to opportunity can be incredibly empowering for anyone.

Rethinking the ‘Midlife Crisis’

Jessica’s own journey, from government work to coaching, illustrates the power of pivoting. She urges clients to consider not just the fear of failure, but also the cost of inaction. “What’s the best-case scenario?” she asks. “What can happen if this decision produces a beautiful result?”

She also challenges the notion of a “midlife crisis,” reframing it as a natural evolution. “Wanting to change and grow should be celebrated,” she says. “There’s no crisis here.”

Jessica’s message is clear: life’s deviations aren’t failures, they’re opportunities. Her coaching helps people embrace change, release fear, and move forward with confidence.

Ready to Take the Next Step?

If you're facing a transition and want to move forward with clarity and courage, connect with Jessica Keeny today.