top of page

HOLD THE REINS, SHARE THE RIDE:

TRUST AS A SUCCESSION STRATEGY

Succession isn’t about letting go,

it’s about lifting up.

As a former elite equestrian and one of the most senior women in wealth management, Lisa Cregan knows that great leadership has less to do with control and everything to do with trust, rhythm, and partnership.

In Hold the Reins, Share the Ride, Lisa blends the art of horsemanship with four decades of executive leadership to help audiences reimagine succession planning as an act of empowerment, not a handoff.

Why This Subject Matters

With $30 trillion in wealth set to change hands and one in three financial advisors retiring in the next decade, the future of your business depends on how well you prepare the people who will lead after you.

This keynote equips leaders to:

  • Coach their successors with confidence

  • Build trust instead of clinging to control

  • Create legacies that outlast their own careers


With $30 trillion in wealth set to change hands and one in three financial advisors retiring in the next decade, the future of your business depends on how well you prepare the people who will lead after you.

This keynote equips leaders to:

  • Coach their successors with confidence

  • Build trust instead of clinging to control

  • Create legacies that outlast their own careers


Core Themes & Takeaways

  • Trust Isn’t Control – Leadership is rhythm, communication, and mutual respect.

  • Succession as Transformation – Leave more than a plan — leave a legacy.

  • Find Talent in Unexpected Places – Including female athletes with elite performance mindsets.

  • Coaching is the Competitive Edge – Connection builds readiness.

  • Prepare the Arena – Equip your team to succeed before you pass the reins.

Target Audiences

  • Wealth management firms and advisor networks

  • Leadership and succession planning events

  • Financial industry conferences


Format Options

  • 45–60 min keynote

  • Optional 30-min Q&A or facilitated breakout session

  • Live or virtual delivery

Why Lisa

With $30 trillion in wealth set to change hands and one in three financial advisors retiring in the next decade, the future of your business depends on how well you prepare the people who will lead after you.

This keynote equips leaders to:

  • Coach their successors with confidence

  • Build trust instead of clinging to control

  • Create legacies that outlast their own careers


Lisa Cregan has:

  • Redefined succession strategies at the national level

  • Led multi-billion-dollar teams through change at top Wall Street firms

  • Created industry models for inclusive talent pipelines

  • Served as a mentor and coach to hundreds of executives

Her unique ability to connect leadership principles with powerful metaphors leaves audiences with strategies they remember — and act on.

When the time comes to pass the reins, will your team be ready to ride?

Lisa will help you build the trust, talent, and timing to make sure they are.

bottom of page