Bookit is revolutionizing the travel and rewards industry as the next-generation B2B2C “super app” offering our brand clients and consumers unprecedented value on luxury travel, unforgettable VIP experiences, and premium retail goods. Consumers save up to 70% when booking on our platform, earning universal rewards points that can be spent with over two million brand partners. Envisioned as a “next-gen Expedia,” Bookit supports customer transactions in more than 3,000 cryptocurrencies, as well as debit/credit cards and brand rewards points. Our SaaS technology infrastructure transforms the future of payments.

Learn more at bookit.com

About the Role

Bookit is hiring a VP, Enterprise Sales (Crypto Clients) to drive adoption of our rewards, travel, and experiences software-as-a-service (Saas) platform across crypto and fintech enterprises. In this role, you will identify and lead business-to-business (B2B) sales with technology-centric enterprise partners including: crypto communities, crypto exchanges, crypto wallets, and fintech platforms, working with them to design and launch customer rewards programs powered by Bookit.

Compensation is tied to performance against revenue plan. You will own the full sales cycle from lead generation and negotiation through contract execution, and remain involved post-close to support successful partner launches and long-term growth. In so doing, you will collaborate cross-functionally with our Customer Success, Legal, Product, and Technology teams to bring enterprise partnerships to life and help grow Bookit's market share.

Responsibilities:

Source, qualify, and close enterprise B2B deals with crypto and fintech companies against an assigned sales quota
Own revenue outcomes, managing the full enterprise sales cycle from prospecting through contract execution
Drive pipeline development, forecasting, and consistent progress toward quarterly and annual targets
Lead complex enterprise deal strategy, including solution positioning, pricing, and commercial negotiations
Engage executive stakeholders at prospect companies to secure buy-in and close high-value contracts
Partner cross-functionally with Product, Engineering, Legal, and Finance to support deal execution and launches
Represent Bookit as a trusted commercial advisor in crypto, fintech, and payments sales conversations
Provide accurate pipeline reporting and deal updates to leadership

7+ years of experience; minimum 3 years leadership in B2B enterprise sales in SaaS and/or travel industries
Deep familiarity with the crypto and fintech ecosystem (e.g., exchanges, wallets, payments, stablecoins)
Demonstrated history of closing complex B2B deals in growing companies or startup environments
Experience selling platforms, marketplaces, or infrastructure-style solutions
Strong consultative selling, negotiation, and executive communication skills
Demonstrated executive presence, including the ability to deliver clear, compelling presentations to senior leaders
Ability to operate effectively in ambiguous, fast-moving environments
"Player-coach mindset with interest in helping shape early GTM processes
Experience with white-label platforms, loyalty, rewards, or payments products a plus

Location & Compensation

Hybrid role in Miami is preferred (remote considered for highly qualified candidates)
Base salary: $125,000
Performance-based commission tied to achievement of assigned revenue targets, bringing OTE (on-target earnings) to ~$250,000

Health care plan (Medical, Dental & Vision)

Vacation: Flexible/Unlimited PTO with manager approval.

401K Plan – Tax-Deferred and/or Roth options

Collaborative culture with industry veterans and mission-driven builders

Bookit is an equal opportunity employer.

We strive to create and maintain an equitable workplace where contributors of all backgrounds feel welcomed and valued. We do not discriminate against applicants or employees based on racial identity, color, religion, sex (including gender identity, sexual orientation, and pregnancy), national origin, age, disability or genetic information. Be part of an inclusive company culture emphasizing autonomy, mastery, and purpose.

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