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Seattle, WA

Director of Product - HelloSign, Retention at Dropbox

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Role Description
As a product leader in the HelloSign organization, you will lead a product team on driving customer engagement and retention in a pivotal time as Dropbox continues to expand beyond its $2B core sync & share business into faster growing digital organization and workflow products. 
You will own a key piece of the product’s long-term strategy and roadmap for new growth directions that introduces, deepens,  and expands HelloSign relationship with customers. You will manage a team of product managers and innovate complex strategies in a fast-paced environment. The role requires a mix of analytical horsepower, relentless execution, and well-honed user judgment. You will be responsible for delivering best in class experiences to engage users and retain them as loyal paying subscribers, driving both best in class user experiences and HelloSign business goals. You will learn to think holistically about the product experience and the business deeply to set the right long-term direction for your team of PMs and cross-functional partners. 
You’ll think holistically about our entire subscription business, jumping between high level strategy and execution, and will partner cross functionally to drive initiatives that keep our business healthy. This role is a first of it's kind for us, allowing you the opportunity to not only shape customer experience, but grow with us as we grow.
  • Be responsible for increasing customer engagement and retention of HelloSign eSignature product offering.  Own the vision, strategy, and roadmap for growing lifetime value across the customer base.
  • Identifying opportunities to increase engagement and retention through new product initiatives and features. Build, manage, and help to execute our engagement and retention roadmap - you’ll be the voice of our customers and driving change across all departments. 
  • Lead and guide product direction for a team of product managers and a cross-functional team of engineering, design, analytics, and marketers. 
  • Lead your team to identify customer needs and business opportunities through a combination of user research, collecting feedback from cross-functional partners, working with the analytics team to deeply understand user behavior and engagement metrics, and competitive analysis.
  • Use a combination of these qualitative and quantitative insights, as well as industry best practices to prioritize opportunities across customer experiences including in-product and account management surfaces.
  • Define experiences that help mitigate active and passive churn. Propose and run tests to improve the experience in those key moments. Work with a dedicated design and engineering team to research, ideate, user test, build MVPs and scale successful tests
  • Build systems to proactively identify problem areas in the business and bubble those up to the relevant stakeholder(s).
  • Define, understand, and improve key engagement and retention metrics, and understand what moves those metrics (both positively and negatively), and provide direction to influence those metrics in the right direction.
  • Communicate clearly and crisply with leadership stakeholders and drive alignment across multiple teams and organizations through formal operational processes and in scrappy ways
  • 8+ years of experience delivering highly successful and innovative software products and product teams
  • 4+ years of experience managing product managers.
  • Demonstrated ability to drive business results in a collaborative, cross-functional environment
  • Track record of building experiences that effectively solve a customer pain point resulting in significant business impact
  • Shipped creative and highly successful self-serve products; involved in end-to-end product process from conceptualizing, building, shipping and scaling products. 
  • Entrepreneurial drive and demonstrated ability to achieve stretch goals in an innovative and fast-paced environment. 
  • Turn ambiguous problems and big ideas into a roadmap of features, experiments, and research with minimal guidance.
  • Deeply understand how your products work and how to measure short- and long-term success. You know every step of the user funnel. You can design, run, and interpret experiments and A/B tests.
  • Demonstrated ability to analyze data from a variety of sources, identify key insights, identify opportunities, and inform product decisions, with a bias to action and experimentation
  • Build consensus and listen well, but can also drive hard decisions. 
  • Excels at communicating with team, partners, and executives with clarity, salience, and urgency. Adept at proactively managing upwards.
  • Passionate about metrics and data
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Where we are

*Dropbox Studios are collaborative spaces designed for teamwork and community-building. Employees will not be able to use them for solo work.

Technology we use

  • Engineering
    • GolangLanguages
    • JavaLanguages
    • KotlinLanguages
    • FluxLibraries
    • jQueryLibraries
    • ReactLibraries
    • HadoopFrameworks
    • SparkFrameworks
    • TensorFlowFrameworks
    • HBaseDatabases
    • MemcachedDatabases
    • RedisDatabases

What are Dropbox Perks + Benefits

Dropbox Benefits Overview

We’re proud to offer benefits that help all Dropboxers take care of their holistic selves, so they can keep flowing at work.

Volunteer in local community
Partners with Nonprofits
Friends outside of work
Eat lunch together
Intracompany committees
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Pair programming
Open office floor plan
Documented equal pay policy
Dedicated Diversity/Inclusion Staff
Unconscious bias training
Diversity manifesto
Diversity Employee Resource Groups
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Team workouts
Mental Health Benefits
Retirement & Stock Options Benefits
401(K) Matching
Company Equity
Performance Bonus
Match charitable contributions
Child Care & Parental Leave Benefits
Child Care Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Adoption Assistance
Restricted work hours
Return-to-work program post parental leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Generous PTO
In addition to our Unlimited Vacation Policy, Dropbox also has one companywide PTO day a month
Paid Volunteer Time
At Dropbox, this is called 'Recharge'
Paid Holidays
Perks & Discounts
Beer on Tap
Casual Dress
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Recreational Clubs
Relocation Assistance
Fitness Subsidies
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Tuition Reimbursement
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within
Mentorship program
Continuing Education stipend
Time allotted for learning
Online course subscriptions available
Customized development tracks

Additional Perks + Benefits

We began a new 'Perks Allowance' in 2021 when we went Virtual First. Dropboxers are provided a generous individual allowance to spend on what perks really matter to them while at home- whether that's wellness, caregiver support, productivity, ergonomics, learning, food services, afterschool programs for kids, or something else! Read more here: https://bit.ly/3uM0gG3

An Insider's view of Dropbox

How would you describe the company’s work-life balance?

In the first time in over a decade, I’ve been able to actually have work life balance and to develop healthy habits because of Virtual First. My commute time is now filled with a morning workout and the end of my day now looks like being able to cook for myself. I also was able to move closer to family, which means the world to me.


Diversity Program Manager

What's the biggest problem your team is solving?

In a world that’s radically shifting virtual, it’s exciting to be at a company aiming to solve a lot of the problems at the crux of the transition. I’ve been working on projects that help small businesses using Dropbox collaborate and improve their overall user experience.


Software Engineer

How has your career grown since starting at the company?

Dropbox truly invests in their employees and supports internal mobility. Each year I’ve worked at Dropbox, my role has changed slightly. It’s kept me engaged, challenged me, and allowed me to constantly be in a learning environment.


Project Manager

What is your vision for the company?

I see the 40-hour office workweek becoming a thing of the past. Employees will escape grueling commutes and gain more control over their day. The workplace will now be wherever work happens, and the workweek will be whenever work happens best for each person. We'll grow stronger as we integrate dispersed talent with diverse perspectives.


Co-founder and CEO

How does the company support your career growth?

There’s always an opportunity to pivot and learn new skills or internally transfer to a team that’s outside your normal scope of work. The humility and empathy that Dropboxers have is unlike anywhere else I’ve worked. There’s always going to be someone on the other side willing to bring you in on a project or mentor you.


Content Marketing Operations

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