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Hightail

Marketing · San Mateo, United States · Founded 2004

Originally established as YouSendIt in 2004, the company rebranded to Hightail in 2013 to signify its strategic expansion from a simple file-sending service into a comprehensive cloud-based platform for creative collaboration. The venture was started by co-founders Ranjith Kumaran, Amir Shaikh, and Khalid Shaikh to address the challenge of sending files too large for email servers. Kumaran, a computer engineering graduate from McGill University, focused on the user experience, drawing from his background in building product-focused SaaS companies. The service gained traction quickly, securing its first venture funding in September 2004. Over the years, Hightail has evolved its core functionalities to cater specifically to creative professionals, marketing teams, and advertising agencies. The business operates on a subscription-based model, offering several tiered plans including free, pro, teams, and business options, with revenue generated from paid subscriptions. These plans provide varying levels of service, from basic file sharing for individuals to advanced collaboration and project management tools for large teams, such as custom branding, detailed analytics, and administrative controls. In a significant milestone, Hightail was acquired by OpenText in February 2018, which led to the integration of Hightail's services into OpenText's broader Enterprise Information Management (EIM) suites, including Content Suite and Media Management. The platform is designed to streamline the creative workflow from concept to completion. Its central offering, Hightail Spaces, provides a unified location for teams to share large files, manage creative assets, and consolidate feedback. Key features include the ability to preview visual files, collect precise, time-stamped comments and annotations directly on assets, manage versions, and track project progress through personal and team dashboards. The platform supports integrations with other cloud storage services like Dropbox and Google Drive, as well as a plugin for Adobe Creative Cloud, enhancing its utility for creative professionals. This positions Hightail as a specialized tool for managing the review and approval cycles of visual content, differentiating itself from more generalist cloud storage providers. Keywords: creative collaboration, file sharing, project management, digital asset management, workflow optimization, content review, approval process, cloud service, OpenText, media management

Investors

9 investors on Hightail's cap table

Sourced from Dealroom's funding history. Investor profile links are shown where available.

Series A 5 investors entered at this stage
Alloy Ventures
Sevin Rosen Funds
Cambria Funds
Cambrian Ventures
Sigma Partners
Series B+ 4 investors entered at this stage
Emergence
Adams Street Partners
Western Digital Capital
Accolade Partners

Global footprint

Where Hightail has talent and traffic

Workforce by country
5 countries with
team presence
🇺🇸 United States63.6%
🇭🇰 Hong Kong9.1%
🇳🇱 Netherlands9.1%
🇵🇭 Philippines9.1%
🇷🇴 Romania9.1%
5 countries shown

Talent graph

The shape of Hightail's talent

Dealroom maps Hightail's team person by person — pinpointing the standout operators and scoring them across the six dimensions investors underwrite. The counts and shape below are a public preview; the named individuals and exact scores live in the platform.

99 team members profilednamed & role-tagged by Dealroom
89 employeestotal headcount
7 executives & foundersidentified by name
DimensionScore
AI Talent Score hidden — book a demo
Engineering Score hidden — book a demo
Product Score hidden — book a demo
Go-to-market Score hidden — book a demo
Leadership Score hidden — book a demo
Research Score hidden — book a demo
Book a demo to unlock Hightail's exact scores

Source: Dealroom Talent Intelligence. Public profiles show counts and the team's shape only — request a demo for the named individuals, per-person seniority and tenure, and team benchmarks vs peers.

Market sentiment

What the market is saying about Hightail

An AI-synthesized read of the highest-engagement posts about Hightail on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

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