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Breakthrough · 1 month ago

Vice President, Engineering (Breakthrough)

United States

Full-time

Remote

Director/Executive

10+ years exp

Breakthrough is a strategic transportation partner focused on empowering shippers through technology and data. They are seeking a Vice President of Engineering to lead and develop high-performing engineering teams, ensuring predictable delivery and fostering a culture of excellence and autonomy.

Software

Culture & Values

No H1B

Responsibilities

Build autonomous teams that own their delivery outcomes. You're accountable for creating the systems and capability that make this possible

Create clarity around decision rights, accountability, and escalation paths

Enable teams through coaching, unblocking, and removing organizational friction

Establish when to engage directly vs. when teams have what they need

Establish SLAs, metrics, and engineering standards

Improve engineering effectiveness: deployment frequency, lead time, quality, velocity

Create structure that scales from 40 to 60+ engineers while maintaining high performance

Build systematic practices that enable scale without slowing teams down

Develop engineers, engineering managers and directors into confident, capable leaders

Coach managers to make strong decisions independently

Drive performance reviews, promotions, and career development

Expand capacity for technical mentorship and creative problem-solving development

Foster a culture of experimentation where teams take calculated risks aligned with product strategy

Help shape the culture and define what high-performing engineering teams look like here

Accountable that engineering ships predictably and meets roadmap commitments

Build recruiting infrastructure that attracts self-directed, senior talent

Design org structure that supports autonomous teams with clear boundaries and minimal dependencies

Implement onboarding that builds capability quickly

Grow the engineering team while maintaining team quality and culture

Qualification

Engineering leadershipBuilding high-performing teamsScaling engineering organizationsEngineering metricsSLAsSaaS architectureModern software practicesTechnical mentorshipCoaching managersOperational excellenceTeam autonomyProblem-solvingCommunication skills

Required

10+ years in engineering leadership roles

5+ years leading engineering teams of 30+ engineers

Proven track record scaling engineering organizations

Experience developing engineering managers and leaders

Demonstrated success implementing engineering metrics, SLAs, and operational excellence practices

Track record of hiring and building high-performing teams

Experience coaching managers to operate autonomously

History of creating systems and processes that enable team independence

Comfortable operating in ambiguous, fast-growing environments

Strong technical background with hands-on engineering experience (not required to code daily, but must understand technical trade-offs)

Experience with modern software development practices (CI/CD, DevOps, Agile)

Understanding of SaaS architecture and scalability challenges

Bachelor's degree in Computer Science, Engineering, or related field (or equivalent practical experience)

Preferred

Experience in B2B SaaS or logistics/supply chain technology

Background scaling remote or distributed engineering teams

Previous experience at companies going through similar growth stages (50-200 people)

Benefits

Relocation assistance available for the right candidate.

Company

Breakthrough

We empower shippers with data, technology, and market knowledge to reduce cost, create fair partnerships, and improve transportation network efficiency and sustainability.

Founded in 2004

Green Bay, Wisconsin, USA

51-200 employees