Chief Marketing Officer (CMO)

Chief Marketing Officer (CMO) | B2B SaaS, AI & Travel Technology

About Custom Travel Solutions (CTS)
Custom Travel Solutions is the travel infrastructure behind membership, loyalty and rewards programs. For 30+ years, weve helped brands offer travel benefits without building a travel business. Our partners get access to 3 million hotels plus flights, cars, activities and vacation rentals. They can book through a branded white-label site, our APIs, or an AI agent, with payments and 24/7 member support included.

Were an award-winning company that moves like a startup. In 2026 we won a Magellan Award (Gold) and a USCXA Silver award for Best Use of AI. Our products include:

• White-label travel platform: branded booking sites for travel clubs, associations, loyalty programs, financial brands and employee benefits providers
• RouteStack.ai: one MCP endpoint that lets AI agents and developers search and book a whole trip in a single chat
• Reconfirm.ai: AI-powered hotel reservation reconfirmation before the guest arrives
• B2C travel clubs: consumer membership clubs and apps running on the CTS platform

The Role
Were looking for a CMO who is part strategist, part builder. Youll own marketing for every CTS product and audience: B2B and B2C, enterprise buyers and developers, brand and pipeline. Youll set strategy with the CEO and executive team, then roll up your sleeves to write the brief, fix the funnel and ship the campaign. Youll lead a small, AI-enabled team of 4 working across time zones and turn marketing into a predictable engine for qualified pipeline and revenue.

What Youll Accomplish in Your First 12 Months

• Grow qualified pipeline and demos by building organic search, ABM, partner, event and referral channels beyond paid search
• Turn RouteStack.ai sign-ups into live, paying customers through developer marketing and product-led growth
• Bring the CTS brand family into one clear story, with CTS as the trusted infrastructure brand
• Build proof that sells: case studies, thought leadership, PR, awards and a leader-led LinkedIn program
• Make flagship events like Phocuswright measurable pipeline programs
• Grow B2C club membership, app adoption, referrals and engagement
• Run marketing like an operating system with clear OKRs, one prioritized backlog and weekly reporting to the CEO

What Youll Do

• Own the marketing strategy, annual plan and budget for all CTS products
• Lead brand architecture, positioning and messaging, and define ICPs and buyer journeys for enterprise, developer and consumer audiences
• Run full-funnel demand generation and ABM across paid, SEO, content, email, LinkedIn, events and partners
• Partner with Sales on lead scoring, routing, pipeline reviews and enablement; own funnel analytics and attribution
• Lead product marketing and GTM for launches, translating APIs, MCP and AI agents into clear value for business buyers and developers
• Lead B2C and lifecycle marketing (email, SMS, in-app) for member acquisition and retention
• Coach and grow the team, and build AI (Claude, agents, automation) into daily work with clear quality controls
• Serve on the executive team and represent CTS as a speaker, with press, analysts and at industry events

What You Bring

• Proven experience as a CMO, VP or Head of Marketing in B2B SaaS or technology, leading a full marketing function
• Deep technical product marketing experience, ideally with APIs, platforms or developer products
• A track record of owning pipeline and revenue targets through demand gen and ABM
• Strong brand, positioning and messaging skills across multiple products
• Hands-on use of generative AI tools and automation in marketing work
• A builders attitude: as comfortable editing copy or building a dashboard as presenting strategy
• Strong analytical skills (funnels, attribution, ROI) and excellent writing
• Experience leading distributed, global teams

Nice to Have

• Background in travel tech, hospitality, loyalty, membership, employee benefits or fintech
• Developer marketing / PLG experience
• Both B2B and B2C (subscription or membership) experience
• Experience in a high-growth, founder-led company

Tools: Claude, HubSpot, Customer.io, GA4, Looker Studio, WordPress, Adobe Creative Cloud, Canva, Monday.com

Location & Work Mode: Flexible remote or other suitable arrangements, depending on the candidates location and interview discussions.

Why Join Us

• Real ownership, reporting directly to the CEO
• Take AI-native products to market while AI reshapes how travel is booked
• 30+ years of travel expertise and award-winning products behind you
• An AI-first team with room to push it further