[Hiring] Principal Technologist, Office of the CTO @Jobgether

Role Description

This role provides a unique opportunity to act as the technical partner to executive leadership, solving high-impact problems across the organization. You will deliver hands-on solutions that address real operational challenges, building lightweight applications, automations, integrations, and workflows that drive efficiency and impact. The position requires pragmatic judgment to scope and deliver “good enough” solutions that accelerate business outcomes while avoiding unnecessary complexity. You will work closely with stakeholders across departments, ensuring interim solutions align with long-term strategic goals. The environment is fast-paced, dynamic, and remote-friendly, offering the chance to influence multiple domains while remaining deeply technical. Success in this role is measured by the speed and effectiveness of delivered solutions, as well as your ability to free leadership to focus on transformative initiatives.

• Serve as the technical complement to executive leadership, handling high-priority problems that would otherwise consume their time.
• Listen to stakeholders across operations, departments, and cross-functional teams to identify pain points and scope pragmatic solutions.
• Ship working solutions personally or by coordinating the right engineers, analysts, or vendors, ensuring accountability for results.
• Exercise disciplined judgment about scope, building focused, interim solutions that are easy to replace when strategic systems arrive.
• Manage a portfolio of tactical problems across the organization, context-switching fluently across multiple domains and stakeholders.
• Partner with leadership to ensure tactical solutions converge toward the long-term technical vision and flag items needing refinement.
• Act as a pragmatic voice in leadership conversations, balancing speed, quality, and technical debt management.

Qualifications

• Extensive experience in consulting, systems integration, or generalist technical roles, delivering solutions across multiple domains and stakeholders.
• Hands-on experience shipping software, building apps, automations, integrations, and workflows.
• Demonstrated ability to influence and earn trust across an organization, working collaboratively with diverse teams.
• Exceptional judgment about scope and technical trade-offs, knowing when to deliver quickly and when to build for the long-term.
• Proficiency with AI/LLM tools and automation to accelerate work and improve outcomes.
• Ability to thrive in a fast-paced, remote-friendly environment with frequent context-switching.
• Excellent communication, problem-solving, and interpersonal skills, combining technical expertise with approachability and diplomacy.

Benefits

• Competitive base salary and equity opportunities.
• Performance-based bonus program and 401(k) matching.
• Comprehensive healthcare coverage, including medical, dental, and vision.
• Flexible time off policy, No-Meeting Fridays, and remote-first work culture.
• Professional development programs, mentorship, and learning opportunities.
• Employee Stock Purchase Plan (ESPP) and reimbursements for office setup expenses.
• Monthly stipends for phone and internet, plus paid parental leave.
• Inclusive and collaborative culture emphasizing diversity, equity, and inclusion.