Jayla Robinson and Shaye Pentino

Jayla Robinson and Shaye Pentino are community-focused event hosts and co-organizers best known for running Ask Yourself Why Not (AYWN) — a self-improvement and wellness initiative in Wheeling that combines personal growth, mindset work, and community connection. They co-host a weekly self-improvement podcast called Ask Yourself Why Not, where they share tips, interviews, and insights on personal development and mental wellbeing. Beyond the podcast, they organize in-person experiences like New Year, New Intention: Yoga, Meditation, Journaling, + Burning Ritual at the Flying Spoon in Wheeling, blending yoga, meditation, intention mapping, journaling, social connection, and ritual practices to help attendees enter the new year with clarity and purpose. Jayla brings additional experience as a realtor, speaker, and community leader, while Shaye contributes her background in mindset work, leadership, and personal growth advocacy.