About Files.com

Files.com is an enterprise secure file transfer & automation app with over 4,000 paying business customers, including Target, Canonical, UPS, Leica, DirecTV, GoPro, Marriott, and more.

Files.com was bootstrapped by our founder and has been profitable since its founding in 2010. We recently raised $46.5 million of growth equity from Silicon Valley-based Riverwood Capital to accelerate our growth.

Location: Work From Your Home on a Remote-First Team at a Hybrid Remote Company

World Class Pay and Benefits

In-House Training: You have the technical skillset of an Implementation Engineer, Success Engineer/Architect, Sales Engineer or Senior Tech Support Engineer already. You are familiar with coordinating customer engagements to implement and configure SaaS technical solutions. We will take your finely honed technical skills and provide you with a combination of different training methods that will bring you up to speed on our processes, tools, and tech.

Big Company Benefits: You’ll get full 🏥 Health/Dental/Vision Insurance coverage (plus 75% of Spouse/Family coverage too), 💰 401(k) with generous matching, 🎄 11 Company Holidays per year, and 🏖 20 PTO/Vacation days, plus we give employees off for Winter Break at the end of the year!

Company Macbook Pro and $1,000: We’ll send you a company issued contemporary Macbook Pro as well as $1,000 sign-on bonus as a welcome to Files.com.

100% Remote Opportunity

The Files.com Customer Success team is 100% remote. However, we travel for regular in-person meetings with the team and the entire company to meet and work together face to face. These meetings are in cities around the US, including Scottsdale, Austin, Orlando, New Orleans, San Diego, Las Vegas, and New York City.

In-person events combine work and fun and are designed to make up for the in-person interaction that occurs in an office job.

As a Technical Trainer, your role is to design and deliver large-scale training sessions focused on integrations, automations, and the technical capabilities of Files.com. You will be responsible for building training programs, developing webinars, white papers, and creating supplemental materials for both new and existing customers.

Unlike traditional customer success roles, this position is focused on one-to-many training delivery rather than one-on-one interactions. Your goal is to empower our customers by equipping them with the knowledge and skills they need to fully utilize Files.com’s platform and features. You will work closely with internal teams to identify key topics and create training materials that support our customers’ technical needs and growth.

In this role, you will:

• Develop Training Programs: Identify key training topics related to integrations, automations, and Files.com’s platform. Build scalable training materials including webinars, white papers, best practices documentation, and videos.
• Deliver Large-Scale Training: Lead webinars, virtual workshops, and large-scale training events for diverse customer groups.
• Create Educational Materials: Build supplementary materials such as technical guides, FAQs, and training decks for use in webinars and for sales collateral. Identify customer pain points and tailor training to address technical challenges based on feedback from customer success, support, and sales teams.
• Stay Up-to-Date on the Platform: Continuously update training content to reflect the latest product features, enhancements, and best practices.
• Measure Success: Use feedback and engagement metrics to measure the effectiveness of training programs and identify areas for improvement.
• Standardize Training Processes: Help build repeatable processes and templates to streamline the creation and delivery of training materials.

About You:

• Technical Background: You have a strong foundation in SaaS infrastructure, integrations, or technical systems. You’ve worked in roles such as Implementation Engineer, Sales Engineer, or Senior Tech Support Engineer.
• Training Experience: You are passionate about teaching and can explain complex technical topics to diverse audiences. Experience in delivering large-scale technical training is highly valued.
• Webinar and Content Creation: You’re comfortable hosting webinars, creating technical white papers, and developing supplemental materials like guides, FAQs, and documentation.
• Proactive & Detail-Oriented: You excel at identifying areas where training will have the most impact and proactively create programs that address those needs.
• Strong Communication Skills: You have excellent verbal and written communication skills and can break down complex topics into simple, understandable terms.
• SaaS Expertise: You have a general understanding of SaaS environments and are familiar with technologies like APIs, internet communication protocols, file integration tools (AWS, SharePoint), and identity management platforms (Okta, Azure AD).