Frankie Costa on Transitioning From Policy to Product

Working as a solutions engineer in NYC with a nontechnical degree, Frankie Costa describes how Dropbox has helped him learn on the job.

Dropbox
Dropbox Starters

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In college, I studied ethics, politics, and economics, and worked for the Vatican, a US Senator, a national intelligence association, and a security crisis and political risk consulting firm. In other words, my experiences focused on government, not tech work. But, by my senior year, I realized that the experiences I enjoyed most were building things; an organization, a conference, a project — I liked it when success and failure were always measurable, and where action could be taken to fix problems quickly and effectively. I began to think that because tech work culture tends to be flat, rather than hierarchical, working at a startup could be a great way to make a significant impact right away.

Beyond the people and the product, I was drawn to Dropbox in particular for three reasons: 1. The size: I thought my impact would be greater in a company with a few hundred people than at larger tech companies I was considering, 2. The growth: Dropbox offered the rare chance to contribute to a startup in hyper-growth as it matures, and 3. The program: I liked the broad exposure, and the learning and development opportunities that the Dropbox Rotation Program (DRP) offered.

Frankie spent his first year at Dropbox Headquarters in San Francisco before moving to the New York City office. / Photo by Rich Dachtera

When I joined DRP, I started in Account Security, focused on escalated security issues and helping overhaul Dropbox’s Core Operations policies. These policies govern how client-facing employees keep user information secure when communicating with or supporting customers. I worked on a side project with the Strategic Finance team to create a cash management dashboard for our CFO and research how peer companies were investing their money.

In my second rotation, I managed Dropbox Business resellers on the Partnerships team. I worked with another Dropboxer to identify key performance metrics and better ways of measuring those metrics, changed and enforced partner incentives, and reassigned support and resources based on partner output. I also ran and analyzed SQL queries — which filter and aggregate usage information from our database — to inform business development; we used this data to determine the best fit for Dropbox Pro partnerships and to negotiate with popular application developers that used our API.

During my rotations, I became more interested in understanding and distributing the product. At the end of the program, I joined our solutions architect team, a group of people who resolve technical barriers and help businesses understand the value of Dropbox. Going from a nontechnical major to a solutions engineering role was a steep ramp; I was the only person on the team with no engineering background at all. But my leads and coworkers invested heavily in me, from instructional assignments and shadowing, to one-on-one sessions teaching me the basics of scripting. One of my colleagues, a former DRP, took the initiative to train me daily for almost a full month. I tried to gather as much information as possible about cloud computing and information systems. I also spent a lot of time examining our API documentation, which enables developers to build applications on top of Dropbox, and I tested any product integrations I didn’t understand. I’m still learning every day.

Frankie works with product and sales. / Photo by Rich Dachtera

I now work as a Solutions Architect (SA) and also serve as the Product Expert for Dropbox New York and a Product Specialist for Device Management. As an SA, I partner with Account Executives in New York and a team in Austin. I work with clients — Chief Information Officers, Chief Technology Officers, and Chief Information Security Officers — focusing on product, infrastructure, and network security; API capabilities and programming; data migration; implementation and deployment; product competition; and product roadmap. I educate my account executives on technical issues and explain them to the sales organization in our New York office.

In addition, I spend time working directly on product: I brainstorm solutions and testing schedules with Engineering, Product, and other product specialists; work with Product Managers on new features; participate in alpha and beta testing; relay client feedback; identify and flag bugs and limitations; write external collateral; communicate product changes and updates; and present at customer conferences.

I spend the remainder of my time working on some big projects — such as leading our research efforts on competing products and creating a central repository for training and resources — and some smaller ad-hoc projects that include data analysis.

Dropbox also encourages reserving time for personal development by making it part of my quarterly goals. Right now, I’m taking a course on Python.

I’ve learned a lot in my time at Dropbox. My advice to graduates interested in tech — especially those with little computer science background — is to seek a smaller company whose mission you believe in and determine what hard skills you want to develop early on. I’m grateful that Dropbox has taken a big bet on me. For new graduates interested in the tech industry, smaller companies that encourage growth can be a great option.

P.S. The Dropbox New York team is growing. We’d love for you to join us.

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