Keri Pfeiffer

What advice would you share with women pursuing careers in a male-dominated field like tech?

In tech, especially when you’re one of the few women in the room, you need to bet on yourself before you might feel “ready.” Say yes to opportunities, speak up even if your voice shakes, and remember: no one cares as much about your career as you do. Building genuine relationships with mentors internally, who can speak up for you when you’re not in the room, and externally. And, don’t forget about your male allies! Network inside your company as much as outside, keep learning, and maintain a running list of your wins so youcan confidently show the impact you’ve made when it matters most.

Where do you see the biggest opportunity for technology to improve group travel planning?

Reducing manual work. Organizers spend too much time chasing payments, updating itineraries, and communicating the same details repeatedly. The more tech can centralize and automate those touch points, the more time they have to focus on the traveler experience.

Additionally, there’s a huge opportunity for technology to deliver an all-in-one solution (exactly what WeTravel is moving toward) that saves companies time, money, and headaches by keeping everything in one platform. No more bouncing between tools, spreadsheets, and paper notes, we want to be the one-stop shop that makes running grouptravel simple.

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What’s your next personal trip, and what excites you most about it?

I’m heading to Sydney to train WeTravel’s first account manager in APAC forthree weeks,and I’m excited to explore the citysince I’ve never been down under. My husband will berunning the marathon, and I’m looking forward to staying near the beach, trying local restaurants, and hunting for second-hand treasures, which is one of my favorite ways to find unique souvenirs while traveling.

How has living as a digital nomad shaped your leadership style?

It’s made me value flexibility, trust, and clear communication. When your team is spread across multiple time zones, you learn to focus on outcomes over hours and to create connections in small, intentional ways. Traveling has also exposed me to a wide range of cultures, perspectives, and lifestyles, which has helped me lead with more empathy, understanding, and a democratic approach to decision-making.

Which WeTravel feature do your clients say makes the biggest difference in their business?

Payment plans are a game-changer. They save companies hours of admin work by automating installment payments and eliminating the need to chase travelers for balances. Paired with multi-currency checkout, travelers can book in their local currency, making payments easier and more flexible, often leading to higher conversion rates.

Where do you see the biggest opportunity for innovation in group travel payments?

The biggest opportunity is creating an all-in-one system that handles online, cross-border payments, info collection, reminders, e-signed documents, reporting, and supplier payouts. Right now, many group tour operators are juggling spreadsheets and multiple tools, so having everything in one platform would be a total game-changer and save so much time.

How do you ensure empathy and personal connection in a tech-based service model?

We ensure empathy through our incredible customer-facing account management team, who help clients grow their businesses via one-on-one relationships, and our global customer support team, who are behind every ticket or issue our clients run into. Technology helps streamline processes, but the human connection, listening, personalizing, and understanding each client’s needs, is what really makes the difference.

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