SESSIONS

Where Leadership Meets Culture

SESSIONS is where leadership steps away from the stage.

Created by OTA Media, SESSIONS brings together senior leaders, founders, investors and artists in intimate settings where conversation happens naturally and relationships are built through shared experience. Combining live acoustic performance with private dining and curated guest lists, SESSIONS creates trusted spaces where culture and leadership intersect.

Why SESSIONS Exists

Leadership rarely develops in formal settings alone. Some of the most important relationships and ideas emerge in trusted rooms, where conversation is human, open and unscripted.

SESSIONS was created to bring cultural energy into leadership spaces, recognising that creativity, resilience and performance are shared traits across both artists and business leaders.

By bringing these worlds together, SESSIONS builds connection, perspective and long-term relationships that extend beyond the evening itself.

Who Attends

SESSIONS is attended by:

  • Founders building high-growth companies

  • CEOs and senior operators

  • Investors and capital allocators

  • Cultural leaders and artists

  • Members and prospective members of The Circle

Attendance is by invitation or partner introduction only.

The Format

Each SESSIONS evening brings together approximately 40 to 60 guests drawn from OTA Media’s wider network and private community, The Circle.

The evening typically includes:

  • A live acoustic performance from a headline or emerging artist

  • A private dinner and hosted conversation

  • Invitation-only attendance for CEOs, founders, investors and senior operators

  • Informal discussion designed to encourage genuine exchange rather than networking

The result is an environment where cultural expression and leadership dialogue intersect naturally.

Jordan Thomas

Jordan Thomas performs “I Only Think About Love” for Sessions Preview, a stripped-back, heartfelt performance reflecting on how priorities change as life moves on. From chasing money and material things as a child to realising that love is the only thing that truly matters, this intimate session captures the emotion and honesty behind the song in its purest form.

Filmed live for Sessions, Jordan delivers a raw vocal performance that lets the message speak for itself — sometimes all we really want is love.

Partnership Opportunities

SESSIONS offers partners the opportunity to engage with senior decision-makers in an environment built on trust rather than visibility.

Partnerships focus on presence and alignment, including:

  • Hosted tables for senior leadership teams

  • Cultural collaboration with artists and performers

  • Brand integration within private reception environments

  • Editorial and content amplification through OTA Media platforms

Interested in attending or partnering with SESSIONS?