Chief Technology Officer

  • Full Time
  • Anywhere

Website OpptyatWork Opportunity@Work

mission to rewire the labor market

As a member of the operating leadership team of Opportunity@Work, the Chief Technology Officer (CTO) is responsible for developing the strategic vision for the talent technology platform, Stellarworx. In collaboration with the organization leadership and client-facing employees, this person will architect the solutions, and lead the development of a cloud-based multi-sided labor platform designed to enable skills-based, inclusive hiring that reaches millions of Americans.

The Opportunity@Work network of community based organizations, employers, training providers and academic researchers is demonstrating on the ground what an inclusive labor market can look like. A tech-enabled platform, with participation from employers, education providers, and individual job seekers, will enable our impact to scale to reach millions of individuals. Opportunity@Work is strongly positioned to be the catalyst channeling this desire for action into a scalable, tech-enabled solution.

The CTO will have a broad opportunity to define the important role of technology in our strategy, architect the future vision for our multi-sided platform and marketplace, develop and grow our product and engineering team and leverage national partnerships to radically accelerate our progress towards our ambitious impact goals.

The ideal candidate has led and developed tech teams of 20+ employees, has experience developing business solutions with technology, has worked with business leaders as their technology partner (at a Director+ level), and has a passion for a collaborative product management function working effectively across engineering and the customer-facing stakeholders.

This person can be based in Washington, D.C, the San Francisco/Bay Area, or remote with a willingness to travel 20% (post Covid).

Key Responsibilities
Guide the technical strategic vision for the organization
Make infrastructure decisions, ensuring technical excellence, versatility, safety and soundness, resiliency and scalability in the architecting and engineering of our product solutions, as well as managing all technical delivery
Recruit, grow, nurture, and retain our engineering, product, UX design, and product design teams, with passion for developing diverse teams sourced via alternate pathways.
Define interfaces with a diverse array of relevant tools and stakeholders (e.g., job boards used by job seekers, applicant tracking systems used by employers), and make build, open source, partner, or buy decisions for new features
Deliver consistent and quality enhancements to existing products and drive new product development
Manage all aspects of the technology tools for the organization, including employee enablement and business management tools
Constructively critique, refine and improve the strategic direction of the company, in collaboration with other leaders of the organization
Participate as a key thought leader in all aspects of the business, with a view towards technology as an enabler of business outcomes
Cultivate a community of technology leaders in partner companies and like-minded organizations who are aligned to the mission, and collaborate to solve challenges for STARs
Serve as executive sponsor for a subset of key enterprise partner relationships, in particular those with an emphasis on technology jobs or within the tech sector

Skills Knowledge and Expertise
Experience leading, growing and developing tech teams of 20+ employees to develop web-based business solutions.
Experience working directly with business leaders, serving as their technology partner (at a Director+ level).
Experience architecting, deploying, and scaling software (web and mobile cloud-based, B2B, multi-sided platforms preferred).
Managing, growing and guiding product, engineering, and design teams in high-growth environments, both in effectively bringing new products to market and driving it to scale.
Experience delivering high quality software effectively, quickly, and efficiently in a results-oriented environment, operating in an agile delivery model.
Understanding of user-driven design demonstrated through past work on products users love, with experience in both B2C and B2B products preferred.
Experience in agile product development, with a track record of deploying and scaling products that reach and serve millions of users.
Strong communication with ability to convey technical topics in easy-to-understand business terms and work collaboratively with cross-functional teams and external partners.
Strategic orientation, including the ability to identify new opportunities aligned with the organization’s mission, inspire a shared vision, create phased roadmaps, and role model agility  in complex and dynamic contexts.
Past experience as a full stack, backend or frontend developer with a passion for good design and excellent user experiences.
Passionate for deploying technology in service of the most pressing and complex social challenges.
Thrives in an environment working with and developing people from diverse backgrounds and perspectives.
Confidence working with Ruby on Rails, Angular JS, Postgres, API integrations and microservices or similar technologies.
Evidence of exposure to architectural patterns of a large, high-scale web application (e.g., well-designed APIs, high volume data pipelines, efficient algorithms).
Experience with web best practices such as A/B testing, test coverage and automation, agile, dev ops.
Experience leading a customer-focused, user-centric Product organization that engages with Stakeholders internal and external to the organization to build out roadmaps and feature designs is a plus.
Working knowledge within recruitment/talent/education/training space software is a plus.
Proof of eligibility to work in the United States is required.



Healthcare: We pay 100% of your medical, dental, and vision coverage and 50% of the premium for your spouse and/or dependents.
Retirement: We match 4% of your salary (up to a maximum of $5,000) annually, and will contribute an additional 1% of your salary, even if you don’t make a contribution.
Paid Time Off We value work/life balance and trust our team members to be productive. In service of this, our Responsible Paid Time Off policy does not limit time off. Additionally, we are closed for major holidays including the last week of the year.
Parental Leave: To help support new parents in the workplace, we offer 12 weeks of paid parental leave.
Flexible Work Schedules:  We are 100% remote through June 2021 and afterward will continue to offer flexible schedules including partial work from home options.
Professional Development: We believe that developing our team members’ skills is a pathway to accomplishing our mission. To this end, we offer you $2,000 annually for the professional development opportunities of your choice.

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