Working at Hightail | Glassdoor

Hightail Overview

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Campbell, CA
51 to 200 employees
Company - Private
$10 to $25 million (USD) per year
Hightail's mission is to revolutionize the way people share and store their life's work. Founded in 2004, Hightail was working in the cloud before the term was even coined. At first our service (then called YouSendIt) was a simple way to send ... Read more

Mission: We are a technology company built around engineers, developers and operations working in small, independent teams where everyone is expected to voice opinions and have a material impact. We earn a real and sustainable revenue, and with a goal of doubling our user base quickly ... Read more

Hightail Reviews

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Hightail CEO & Founder Ranjith Kumaran
Ranjith Kumaran
15 Ratings
  • Helpful (3)

    "On an Upswing"

    • Work/Life Balance
    • Culture & Values
    • Career Opportunities
    • Comp & Benefits
    • Senior Management
    Current Employee - Anonymous Employee in Campbell, CA
    Current Employee - Anonymous Employee in Campbell, CA
    Positive Outlook
    Approves of CEO

    I have been working at Hightail full-time (Less than a year)


    Since Hightail pivoted to a creative collaboration tool in 2016, the company is aggressively hiring. This means lots of new hires being added to the talent pool. New hires lead to new ideas, new projects and new energy. People are ready to sell and support this product and make it a success.

    There are lots of snacks and drinks and free lunches. Great benefits (including unlimited PTO).

    New executives in marketing and customer support are great to see as they are bringing a fresh perspective and are ready to make improvements in many areas.

    Ranjith (CEO) is really personable and is in touch of what's happening on the ground floor. He sits with everyone else in the open office setting, chats you up in the halls & break room, and listens in on customer support calls to help better understand our clients. After working for some companies with CEOs who rule from a high castle, it's a pleasure to be in this environment.


    Long terms employees are battle tested and have some scars from past pivots. They've seen this company try and find an edge, and unfortunately haven't seen that goal come to fruition. With the last pivot in 2016, the CEO (Brad Garlinghouse) was gone and there were layoffs all over. It understandably hurt morale. Ideally, we're back on a better track to success. It will take effort and time and hard work. Some people are ready for that challenge; some people aren't.

    With the latest pivot, many long term clients were not happy. They use Hightail for file sharing and simply do not care about creative collaboration. This has lead to some rough conversations throughout 2016 and early 2017. New clients in marketing, creative services and branding are coming aboard in 2017 so we are making progress.

    Advice to Management

    Keep moving forward. Be sure to heavily market and advertise what our latest product is and why it's needed. Many out there still don't realize what we're doing as a company.

See All 99 Reviews

Hightail Photos

Hightail photo of: Hightail Softball Team
Hightail photo of: We all tend to have a bit of a sweet tooth a Hightail
Hightail photo of: Peekaboo...
Hightail photo of: Friendly game of bumper ball at the 2014 company picnic.
Hightail photo of: Jenga victory, 2014 company picnic.
Hightail photo of: Shamless branding opportunity.
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Hightail Interviews



Getting an Interview

Getting an Interview





    Account Manager Interview

    Anonymous Employee in Campbell, CA
    Accepted Offer
    Positive Experience
    Average Interview


    I applied online. The process took 4+ weeks. I interviewed at Hightail (Campbell, CA) in January 2017.


    Thorough interview process. Started with 30 minute phone calls with recruiting, then the hiring manager. I was then brought onsite a short time later to meet with 6 individuals over a half day. Those I met with were in sales, customer success and customer support and ranged from managers to directors. I was told the CEO regularly meets with candidates, but he was out of office that day. After I accepted, the CEO was part of my onboarding process which was appreciated.

    Interview Questions

    • Q: Discuss past projects you've implemented.   1 Answer
    • Q: Tell us about CRM platforms you've used and why or why not they were successful.   1 Answer
See All 21 Interviews

Company Updates


    —30+ days ago
    Keep Your Ideas Moving

    This is "Keep Your Ideas Moving" by Hightail on Vimeo, the home for high quality videos and the people who love them.


    —30+ days ago
    Hightail Spaces

    Hightail Spaces lets you send unlimited files, of any size, to anyone. Collaborate with your team and evolve your work.

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Hightail Awards & Accolades

  • Top 100 Companies, OnDemand, 2013
  • HOT 100, JMP Securities, 2013
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Hightail Locations

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