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Upside Business Travel was an innovative travel management company founded in 2016, specifically targeting small and medium-sized enterprises (SMEs). Its platform aimed to simplify business travel booking and management, offering rewards to travelers for making cost-conscious decisions, thereby benefiting both the employees and their companies. Upside sought to provide a user-friendly, tech-forward solution in a market segment often underserved by traditional corporate travel agencies. The company was co-founded by Scott Case (former CTO of Priceline) and Paul English (co-founder of Kayak). Upside Business Travel was acquired by Cvent in May 2019. Subsequently, its assets and technology were sold to Certify/Emburse later in 2019, and in April 2021, Navan (formerly TripActions) acquired the technology and talent from the Upside Business Travel group that was part of Emburse. As a result, Upside Business Travel no longer operates as an independent entity.
The headquarters served as the primary center for all company operations, including technology development for its travel platform, customer service, sales, marketing, and administrative functions.
As a tech startup, the headquarters likely featured a modern, open-plan office space designed to foster collaboration, innovation, and a dynamic work environment, typical of companies in the D.C. tech corridor.
The work culture at Upside Business Travel was characterized by a fast-paced, entrepreneurial spirit, with a strong focus on innovation, customer satisfaction, and disrupting the traditional business travel landscape for SMEs.
The headquarters was significant as the birthplace and operational hub of Upside's unique approach to business travel, where its core technology was developed and its strategy to empower SME travelers was executed.
While headquartered in the United States and initially focused on U.S.-based SMEs, Upside Business Travel's platform enabled the booking of international travel. Its 'global presence' was primarily through the capabilities of its booking engine allowing U.S. companies to arrange travel worldwide, rather than through physical international offices. The service was designed for U.S. companies with global travel needs.
1100 Wilson Blvd
Arlington
VA
USA
Address: N/A
Operations were centralized to maintain agility and focus as a startup.
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As of April 2025, Upside Business Travel' leadership includes:
Upside Business Travel has been backed by several prominent investors over the years, including:
Upside Business Travel ceased independent operations following its series of acquisitions, with its technology and talent ultimately integrated into Navan in 2021. Consequently, there have been no executive movements pertaining to 'Upside Business Travel' as a standalone entity in the last 12 months.
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Historically, Upside Business Travel likely used common corporate email formats. Based on typical startup conventions, formats such as [first].[last]@upside.com or [first_initial][last]@upside.com would have been probable. The domain upside.com is no longer used by the original entity.
[first].[last]@upside.com
Format
jane.doe@upside.com
Example
0%
Success rate
Business Travel News • April 19, 2021
TripActions (now Navan) announced the acquisition of the technology and key travel talent from the Upside Business Travel group, which was then part of Emburse. This strategic move was aimed at bolstering TripActions' capabilities in serving small and medium-sized businesses....more
PhocusWire • May 14, 2019
Cvent, a leader in meetings, events, and hospitality technology, acquired Upside Business Travel. This acquisition was intended to integrate Upside's innovative business travel solutions into Cvent's existing suite of products for corporate clients....more
Upside Press Release (Archived) • September 18, 2017
Upside announced new platform features including flexible flight change options and hotel room upgrades, enhancing its offering for business travelers from small and mid-sized companies....more
TechCrunch • October 26, 2016
Upside Business Travel, co-founded by Scott Case (Priceline vet) and Paul English (Kayak co-founder), officially launched its service aimed at unmanaged business travelers, backed by $50 million in funding from investors including Red Ventures....more
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