API-first stock and crypto brokerage platform

Chief of Staff, Engineering

$75K - $120K
Remote - Global Anywhere / Remote (US)
Job Type
3+ years
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About the role

As the Chief of Staff for Alpaca Engineering, you will work directly with the CTO and lead a proactive role in reducing friction and organizational complexity by streamlining organizational processes. You will play a pivotal role in communicating the CTO's technical vision and strategic initiatives. This is a unique opportunity for an experienced professional to work closely with our CTO and executive team. You will be responsible for providing high-level support to the CTO, optimizing their workflow, and ensuring seamless communication and collaboration across the organization. 

This role offers a unique opportunity to make a significant impact on the company's growth and success. If you are a proactive, strategic thinker with a passion for technology and innovation, we encourage you to apply.


  • Strategic Planning: Collaborate with the CTO to define and execute the company's technical strategy, including product development, technology investments, and innovation initiatives.
  • Project Management: Oversee key projects, ensuring they are aligned with company goals, and manage project timelines, resources, and budgets.
  • Communication Facilitation : Act as a bridge between the CTO and other departments as well as key partners and vendors;  ensuring that information flows efficiently, decisions are communicated effectively, and cross-functional teams collaborate seamlessly.
  • Research and Analysis: Conduct market research and competitive analysis to identify trends, emerging technologies, and opportunities that can enhance the company's technical capabilities.
  • Executive Support: Provide high-level administrative support to the CTO, including meeting preparation, and prioritizing tasks to maximize their productivity.
  • Team Leadership: Lead and mentor a team of professionals, fostering a culture of excellence, collaboration, and continuous improvement.
  • Stakeholder Engagement: Build and maintain relationships with external partners, investors, and key stakeholders to support the company's growth and strategic objectives.
  • Policy & Compliance Development: Assist in the development and implementation of company-wide policies and procedures related to technology, data security, and compliance. Proactively work with auditors and industry regulators.



  • 3+ years of experience in a technology leadership role, such as a software engineer, software architect, or technical project manager.
  • Proven track record of driving strategic initiatives and managing complex projects.



  • Exceptional organizational and project management skills.
  • Strong analytical and problem-solving abilities.
  • Excellent communication and interpersonal skills.
  • Leadership and team management experience.
  • Proficiency in project management tools and software development methodologies.
  • Ability to work independently and under pressure in a fast-paced startup environment.
  • Strategic thinking and the ability to translate technical concepts into business strategies.
  • Strong software engineering experience and architecture experience.
  • Strong familiarity with the software development life cycle
  • SQL or relational database skills
  • Experience with major cloud platforms and spend optimization
  • Ability to build strategic reports and real time dashboards


Preferred Qualifications:

  • Experience working in a startup or fast-growing technology company.
  • Familiarity with the software development lifecycle and agile methodologies.
  • Knowledge of emerging technologies
  • Experience or passion for financial markets
  • Managing vendors and organizational budgeting
  • Experience sourcing, hiring, recruiting technical talent
  • Previous experience in a Chief of Staff role in a technology-focused organization or experience years of experience in similar strategic role

How We Take Care of You:

  • Competitive Salary & Stock Options
  • Benefits: Health benefits start on day 1. In the US this includes Medical, Dental, Vision. In Canada, this includes supplemental health care.  Internationally, this includes a stipend value to offset medical costs.   
  • New Hire Home-Office Setup: One-time USD $500
  • Monthly Stipend: USD $150 per month via a Brex Card
  • Work with awesome hard working people, super smart and cool clients and innovative partners from around the world

Alpaca is proud to be an equal opportunity workplace dedicated to pursuing and hiring a diverse workforce.

About Alpaca

Alpaca is an API infrastructure and licensed financial services company that allows developers and businesses to offer stock and crypto investing to their end-customers. We work with more than 100 companies across the globe to enable their investing products, and our mission is to provide financial services to everyone on the planet.

Alpaca’s globally distributed team consists of developers, traders, and brokerage business specialists and backed by a group of well-capitalized investors including Portage Ventures, Spark Capital, Tribe Capital, Social Leverage, Y Combinator as well as highly experienced industry angel investors and founders. We are also very tech-enthusiastic with notable track records in open source and startup communities.

Team Size:150
Location:San Mateo, CA
Hitoshi Harada
Hitoshi Harada
Yoshi Yokokawa
Yoshi Yokokawa