This week on The Travel Business Unpacked podcast, host Meredith Calloway is joined by Angela Isherwood, founder of Olive & Atlas Travel, for an honest conversation about what it really looks like to grow from passionate advisor to confident travel entrepreneur.

Angela shares her journey from a corporate, analytics-driven career into travel, how the disruption of the pandemic became a catalyst for redefining her business, and why learning how to run a business mattered just as much as learning how to sell travel. Together, Meredith and Angela unpack the less visible side of success, including hiring mistakes, building systems from scratch, letting go of control, and stepping fully into the role of owner instead of operator.

They also explore:

• The mindset shift from travel advisor to travel entrepreneur

• Hiring lessons learned the hard way, and what she would do differently now

• Why systems and processes are essential for scaling without burnout

• Balancing motherhood, boundaries, and business growth

• Positioning a brand intentionally in the luxury and ultra-luxury space

Angela’s story is a powerful reminder that growth is rarely linear, confidence is built through action, and sustainable success comes from clarity, community, and the willingness to evolve. This episode is especially resonant for advisors who know they want more freedom, better systems, and a business that supports the life they are building, not the other way around.

https://oliveandatlastravel.com/