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Charles Ralston

COO/CTO
Experienced travel, aviation, and tech executive with a proven track record in scaling revenue, optimizing operations, and driving innovative product solutions across B2B SaaS and travel sectors.
His passion for aviation has always driven him to tackle complex industry challenges with an engineer’s eye for innovation and pragmatism. After earning his Commercial Pilot’s license and undergrad degree in Aerospace Engineering, he pivoted to business and technology, bringing an engineering mindset to solve challenges in, such as using technology tools to automate time-consuming processes and leveraging data to improve renewals by 15%.

Expertise:

  • Revenue Growth & Strategic Partnerships
  • Lead Distributed Teams
  • Product Innovation & Lifecycle Optimization
  • Client Retention & Relationship Building
  • Operational Efficiency
  • M&A Integration Leadership

Key Achievements:

  • 300% Revenue Growth at Custom Travel Solutions – Achieved through strategic partnerships and innovative product strategies.
  • 2.5x ARR Growth at Tripleseat – Optimized product strategy to achieve significant revenue impact.
  • Award-Winning Founder – Recognized as a Phocuswright “35 Under 35” innovator for leadership in founding TripStreak, a platform known for its unique booking efficiency model.

Professional Experience:

  • Founder, TripStreak – Launched a travel booking platform from concept to market, managing all facets of product development, strategic growth, and P&L oversight. Quoted in publications such as USA Today, PYMNTS.com, Amadeus, and LifeHacker.
  • Chief Commercial Officer, Custom Travel Solutions – Revamped product lifecycle management, enabling 50% faster revenue recognition and increased client satisfaction. Achieved 100% customer retention during the early months of COVID-19 by rethinking account management strategy.
  • VP of Product, Tripleseat – Led transition from market problem-focused product roadmap via a product team of 7. Led creation of self-service in-app Marketplace leading to 12% upsell growth.
  • Business Solutions Consultant, Infor/ENXSuite (acquired 2011) – Contributed to $17M annual sales revenue through presenting to clients and responding to RFPs. Managed $400K client portfolio, including Northrop Grumman’s 5-year, 25% energy reduction plan.

Board Affiliations:

  • Sparkfly – Advise on growth, partners, compensation, cash management, and product
  • The Westminster Schools – Chair of Wildcats Work Committee (focus on career network & programming)
  • Viterbi School of Engineering (USC) – Chair of the Career Services committee. Designed ‘trek’ to Silicon Valley to expose undergrad students to tech industry.

He holds a B.S. in Aerospace Engineering and an MBA from the University of Southern California. He is also a Level IV Certified Product Manager (Pragmatic Institute). Charles lives in Atlanta, GA with his wife, two children, and golden retriever. They love golf, travel, and going to the beach.

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If your company is facing a formation, transaction, governance question, or ownership transition, speak with a senior attorney who can help you move forward. Call +1-770-299-0792 or email [email protected](General Inquiries) or [email protected](New Client Consultation) to connect with Kaufman & Hilbert PC.

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