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Head of Engineering



Software Engineering, Other Engineering · Full-time, Contractor
Remote · Tulsa, OK, USA
Posted on Wednesday, August 2, 2023

Are you an experienced Head of Engineering with a passion for analyzing and optimizing complex systems? Do you thrive in leading and mentoring a high-performing engineering team? If so, we have an exciting opportunity for you! As the Senior Engineering Lead at Squadtrip, you'll play a crucial role in driving the growth and optimization of our engineering processes and systems. Bring your technical expertise, leadership skills, and passion for continuous improvement, and join us in building the future of group travel!

Who We Are:

At Squadtrip, we believe in simplifying group travel adventures. Our platform streamlines planning, communications, and payments for multiple travelers, making shared travel experiences more enjoyable. Based in the bustling city of Tulsa, Oklahoma, we are a collaborative and ambitious team, driven by a shared passion for innovation and customer success. Our mission is to revolutionize group travel experiences, and we're looking for a Head of Engineering who shares our values of humility, empathy, and hunger for success.

Your Responsibilities:

As the Head of Engineering, you will be instrumental in optimizing and enhancing our existing systems and processes. Here's how you'll make a difference:

  • System Analysis (30%):
    • Conduct a comprehensive analysis of the existing system, including its architecture, technologies, dependencies, and limitations.
  • Team Leadership and Sprint Ceremonies (30%):
    • Lead and mentor the engineering team, running sprint ceremonies and fostering effective communication within the team.
  • Process Creation and Reporting (20%):
    • Establish streamlined processes for software development, deployment, and testing. Regularly report project status to upper management.
  • Deployment Optimization and System Performance (10%):
    • Set up and optimize the deployment process, monitoring and enhancing system performance.
  • Security and Testing Optimization (10%):
    • Implement and optimize security measures, develop and maintain unit and integration testing strategies.


  • At least 5+ years of proven experience in leading and inspiring engineering teams, making strategic decisions, and managing resources effectively.
  • Strong technical proficiency in Microsoft Azure, Angular Js, .NET/C#, MS Sql Server, and Bitbucket to drive the development and optimization of our platform.
  • Strong problem-solving skills, with an ability to identify, analyze, and solve complex technical challenges.
  • Excellent time management skills to effectively prioritize tasks and meet project deadlines.
  • Outstanding interpersonal skills to build and maintain positive relationships with team members and stakeholders.
  • Adaptability to quickly learn new technologies and adapt to changes in the dynamic startup environment.
  • Technical proficiency in programming languages, version control systems, project management tools, communication tools, CI/CD tools, and code review tools.
  • Alignment with Squadtrip's mission and goals, and a dedication to contribute to the company's growth and success.

Why You'll Love Working With Us:

  • Innovative Environment: Embrace the excitement of an early-stage startup where your ideas and contributions directly impact our growth and success.
  • Entrepreneurial Spirit: We value creative thinking and celebrate your entrepreneurial spirit as we strive for excellence together.
  • Dynamic Team: Join a diverse and collaborative team that thrives on fast failure, continuous learning, and celebrating achievements.
  • Growth: At Squadtrip, we offer ample opportunities for personal and professional growth.
  • Attractive Compensation: We offer a competitive salary range based on experience
  • Healthcare Benefits: Enjoy a comprehensive healthcare plan, fully covered by the company, to ensure your well-being.
SquadTrip is an equal opportunity employer.