Head of Operations, (Travel Tech / B2B2C Platform) Bookit.com

Head of Operations (Travel Tech / B2B2C Platform) – Bookit.com

3 days ago: Be among the first 25 applicants.

Base pay range: $175,000.00/yr – $190,000.00/yr.

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

Location

Miami–Hybrid preferred. Remote considered for highly qualified candidates.

Role Overview

The Head of Operations drives strategic excellence across all facets of Bookit’s rapidly scaling B2B and B2B2C platform. The role combines deep operational expertise with senior leadership to oversee a digital booking platform spanning travel, VIP experiences, premium retail, and blockchain‑powered payments. The incumbent will grow and support a cross‑functional team of technology builders, operators, and customer service professionals, delivering high‑value rewards to consumers and meaningful engagement to brand clients.

Responsibilities

• Build and scale scalable operating frameworks at the intersection of travel, fintech, loyalty, and entertainment.
• Lead cross‑functional operations teams in a fast‑growing, early‑stage platform environment.
• Partner closely with executive leadership as an operational decision‑maker.
• Scale multi‑sided marketplaces with complex inventory management.
• Manage vendor and partner relationships at scale.
• Lead the design and implementation of operations tech stacks, CRM systems, BI tools, and AI‑driven tools.

Requirements

• 8+ years of operations leadership experience in high‑growth technology, marketplace, or platform‑based businesses.
• 5+ years in senior leadership roles (Director, Head, or VP level) with P&L ownership.
• Experience partnering closely with executive leadership as an operational decision‑maker.
• Proven success scaling multi‑sided marketplaces with complex inventory management.
• Strong vendor and partner management experience at scale.
• Track record with major online travel or marketplace platforms (e.g., Expedia, Booking.com), digital booking businesses, or high‑growth tech startups.
• Proficiency with modern operations tech stacks, CRM systems, BI tools, and AI‑driven tools.
• Highly collaborative and adaptable leader who contributes positively to company culture.

Bonus / Preferred

• Spanish proficiency.
• Web3 / crypto familiarity.
• Miami‑based or willing to relocate (preferred, not required).

Benefits

• 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.

Equal Opportunity Employer

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.