Subscriptions Sales Enablement Specialist

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Skift

WebsiteLinkedInAll Job Openings

51 - 200 employees

📱 Media

🤝 B2B

💰 $1.1M Seed Round - Skift on 2013-05

Media • Tourism • B2B

Skift is a media and intelligence company that covers the global travel industry, providing news, in-depth analysis, research, newsletters, podcasts, events, and advisory services for travel and hospitality professionals and executives. It publishes timely reporting across sectors such as airlines, hotels, online travel, cruises, and tourism, and offers membership research products, conferences, executive search, and custom content/marketing services for industry stakeholders.

📋 Description

• Build and maintain customized pitch decks, pricing proposals, and contract packages for active deals across all Skift subscription properties. • Develop and refine tiered pricing frameworks and proposal templates that the sales team can deploy quickly and consistently. • Coordinate critical deal logistics, including NDAs, order forms, and contract routing, and ensure a seamless, well-documented post-sale handoff to the Customer Experience team. • Leverage Claude and other AI tools to synthesize account data across HubSpot, Stripe, Beehiiv, and MySkift into actionable pre-call briefs and renewal packages. • Build and document repeatable AI-assisted workflows for common sales tasks, such as proposal drafts, pricing comparisons, and renewal summaries. • Conduct deep prospect research to brief reps before outreach, and create persona-specific battle cards, objection-handling guides, and product one-pagers. • Take full ownership of CRM hygiene in HubSpot, maintaining rigorous pipeline data integrity, deal stage tracking, contact records, and activity logging. • Proactively identify gaps in the sales process and build the necessary tools and infrastructure to close them.

🎯 Requirements

• 2–4 years of experience in sales enablement, revenue operations, sales coordination, or a related function—ideally within B2B media, SaaS, or subscriptions. • Practical AI Expertise: Demonstrated, hands-on use of AI tools (Claude, ChatGPT, or similar) in a professional context for drafting, research, summarization, or workflow automation. • CRM Fluency: Deep experience in HubSpot CRM, specifically regarding reports, pipelines, and maintaining strict data integrity. • Exceptional Communication: Strong written communication and deck-building skills, coupled with a high attention to detail around contracts and deal documentation. • Agility & Organization: The ability to seamlessly manage multiple active deals simultaneously while maintaining a collaborative, shared-success orientation. • Bonus: Familiarity with the travel/media industry, experience building prompt libraries, exposure to tiered enterprise pricing models, or experience with platforms like Stripe and Beehiiv is a significant plus.

🏖️ Benefits

• Opportunity to grow within a respected and innovative media company. • Exposure to the intersection of media, events, and travel intelligence. • Collaborative, supportive, and remote-friendly work environment.