Head Of Engineering Jobs in New York
Head Of Engineering jobs in New York are among the most active in the country, concentrated in fintech, media, healthcare technology, and enterprise software across a market that demands both technical depth and organizational leadership at every level from senior engineering manager through VP of Engineering. The heaviest hiring clusters in New York City, Albany, and Buffalo, where companies like JPMorgan Chase, Verizon, and IBM maintain major engineering operations. The most in-demand specialties are platform and infrastructure engineering, cloud architecture, and AI-driven product development. Find a role that fits below and apply directly.
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About LeafLink
LeafLink is the largest unified B2B cannabis platform, providing licensed cannabis businesses a suite of tools to manage their business more effectively, sell or order from their favorite brands and accelerate growth. We are one platform, one solution and we're defining the way thousands of cannabis brands, distributors, and retailers streamline their operations. With thousands of brands and retailers across 30+ markets in North America, we are setting the industry standard for how cannabis businesses grow together. LeafLink processes more than $5 billion in wholesale cannabis orders annually.
Our team, backed by funding from leading VC's, including Founders Fund, Thrive Capital, Nosara Capital, and Lerer Hippeau is poised to define the cannabis supply chain through technology. LeafLink was named one of Inc. 5000's 'Top 5000 Fastest-Growing Private Companies'; one of Fast Company's 'Top 10 Most Innovative Companies in Enterprise for 2020', joining the ranks of Amazon, Slack, and VMWare; one of Built In NYC's 'Best Places to Work in 2021'; 2024 Fast Company's Best WorkPlaces for Innovators for Banking, Finance, and Fintech category; 2024 Green Market Report Award for Best Fintech in cannabis - and we're just getting started!
The Role
LeafLink is seeking a Head of Engineering to lead our entire engineering organization. This role owns the technical vision, architecture, and health of every engineering function and is accountable for how well our teams turn strategy into shipped, reliable software. You'll report directly into executive leadership, partner closely with Product, and represent engineering at the leadership table.
As Head of Engineering, you are the senior-most technical leader responsible for building the org itself: hiring and developing engineering managers, setting standards for how we plan and execute, and making the calls on architecture, tooling, and headcount that determine whether we can keep moving fast without breaking things. You'll work with modern technologies and concepts such as containerized and serverless design patterns, Python, Kubernetes, AWS-managed and self-hosted services, third-party integrations, and event-driven and distributed architectures. This is a rare opportunity to shape not just a roadmap, but the operating model of an engineering org at a pivotal size, big enough to need real structure, small enough that one leader can still touch everything that matters.
Ideal candidates possess a strategic mind for solving unique challenges with fitting solutions, and a track record of building high-performing teams and the managers who run them. They should be personable, decisive, flexible, and communicative, with a strong desire to implement change, grow the org thoughtfully, and bring a genuine passion for their craft. This role comes with the opportunity to define engineering leadership at a fast-paced, dynamic, and quickly growing company.
What You'll Be Doing
- Translate company, product, and technology objectives and goals into a 1 - 3-year engineering plan, operating model, organizational structure, and execution roadmap. Lead rebuild versus refactor decisions related to platform enhancement and integration across all of our platforms
- Create the right engineering organizational structure and lead the engineering team. Recruit, develop, and retain top engineering talent and set the bar for how the engineering team operates day to day
- Set engineering-wide standards for planning, estimation, and delivery, and hold teams accountable to them without turning process into bureaucracy
- Establish engineering metrics, operating rhythms, and governance that provide executive visibility into execution. Own and manage the technical architecture, infrastructure, security and technical debt speed and long-term stability.
- Improve engineering velocity while reducing technical debt and operational risk.
- Partner with product and business stakeholders to translate customer requirements into engineering priorities, ensuring engineering capacity, sequencing, and constraints are represented in roadmap decisions and the team delivers features that have measurable customer impact and move adoption., ensuring
- Manage the engineering budget: headcount planning, vendor and tooling spend, and cloud cost, with a clear view of TCO
- Establish company-wide engineering practices for code quality, testing, CI/CD, and on-call/incident response as the team scales past the size where informal norms hold
- Own SOC 2 and broader security/compliance posture across engineering, partnering with IT and any external auditors
- Create long-term sustainable mechanisms such as feedback loops, retros, postmortems, and eng-wide metrics for continuous improvement across performance, scale, delivery and org health.
- Build and protect engineering culture as headcount grows: the norms around ownership, blameless problem-solving, and technical excellence that are easy to lose past 80 people
- Champion agentic AI, LLM-powered code generation, and multi-agent orchestration to reimagine how services are built and operated at scale, compressing delivery timelines and raising engineering velocity.
What You'll Bring to the Team
- 12+ years of experience in software engineering, with 7+ years leading engineering managers (not just ICs)
- Experience in working in marketplaces or enterprise platforms and building and developing large-scale infrastructure or distributed systems. Experience in e-commerce, B2B SaaS, or marketplace businesses (and their mobile counterparts) a plus
- Direct experience building an engineering org from the ground up or through a major scaling inflection point, you've made the "when do we add a second team" calls before
- Strong track record setting technical vision and translating it into a roadmap that executive leadership and the board actually trust
- Strong balance of technical depth, strategic thinking, and operational leadership. Extensive experience communicating engineering strategy, risk, and resourcing to non-technical executives and board members
- Proven experience building and scaling engineering organizations in high-growth or mission-critical environments balancing execution versus management
- Hands-on background (even if not day-to-day anymore) with modern cloud-native architecture: AWS-managed services (EKS, ECR, R53, SES, ElastiCache, RDS, etc.), infrastructure as code (Terraform, Ansible), and containers (Docker, Kubernetes)
- Experience owning security and compliance programs, including SOC 2 controls and audit management
- Strong experience with CI/CD tooling and practices (Jenkins, CircleCI, ArgoCD, Spinnaker, or similar) and a point of view on developer experience
- Experience with API management and service-oriented, API-driven architectures, and the operational challenges they create at scale
- Proven ability to manage budget, vendor relationships, and cost efficiency for an engineering org
- A genuine passion for developing people, you measure your success by the managers and engineers who grow under you
LeafLink Perks & Benefits
- Flexible PTO - you're going to be working hard so enjoy time off with no cap!
- A robust stock option plan to give our employees a direct stake in LeafLink's success
- 5 Days of Volunteer Time Off (VTO) - giving back is important to us and we want our employees to prioritize cultivating a better community
- Competitive compensation and 401k
- Comprehensive health coverage (medical, dental, vision)
- Commuter Benefits through our Flexible Spending Account
LeafLink's employee-centric culture has earned us a coveted spot on BuiltInNYC's Best Places to Work for in 2021 list. Learn more about LeafLink's history and the path to our First Billion in Wholesale Cannabis Orders here.
About LeafLink
LeafLink is the largest unified B2B cannabis platform, providing licensed cannabis businesses a suite of tools to manage their business more effectively, sell or order from their favorite brands and accelerate growth. We are one platform, one solution and we're defining the way thousands of cannabis brands, distributors, and retailers streamline their operations. With thousands of brands and retailers across 30+ markets in North America, we are setting the industry standard for how cannabis businesses grow together. LeafLink processes more than $5 billion in wholesale cannabis orders annually.
Our team, backed by funding from leading VC's, including Founders Fund, Thrive Capital, Nosara Capital, and Lerer Hippeau is poised to define the cannabis supply chain through technology. LeafLink was named one of Inc. 5000's 'Top 5000 Fastest-Growing Private Companies'; one of Fast Company's 'Top 10 Most Innovative Companies in Enterprise for 2020', joining the ranks of Amazon, Slack, and VMWare; one of Built In NYC's 'Best Places to Work in 2021'; 2024 Fast Company's Best WorkPlaces for Innovators for Banking, Finance, and Fintech category; 2024 Green Market Report Award for Best Fintech in cannabis - and we're just getting started!
The Role
LeafLink is seeking a Head of Engineering to lead our entire engineering organization. This role owns the technical vision, architecture, and health of every engineering function and is accountable for how well our teams turn strategy into shipped, reliable software. You'll report directly into executive leadership, partner closely with Product, and represent engineering at the leadership table.
As Head of Engineering, you are the senior-most technical leader responsible for building the org itself: hiring and developing engineering managers, setting standards for how we plan and execute, and making the calls on architecture, tooling, and headcount that determine whether we can keep moving fast without breaking things. You'll work with modern technologies and concepts such as containerized and serverless design patterns, Python, Kubernetes, AWS-managed and self-hosted services, third-party integrations, and event-driven and distributed architectures. This is a rare opportunity to shape not just a roadmap, but the operating model of an engineering org at a pivotal size, big enough to need real structure, small enough that one leader can still touch everything that matters.
Ideal candidates possess a strategic mind for solving unique challenges with fitting solutions, and a track record of building high-performing teams and the managers who run them. They should be personable, decisive, flexible, and communicative, with a strong desire to implement change, grow the org thoughtfully, and bring a genuine passion for their craft. This role comes with the opportunity to define engineering leadership at a fast-paced, dynamic, and quickly growing company.
What You'll Be Doing
- Translate company, product, and technology objectives and goals into a 1 - 3-year engineering plan, operating model, organizational structure, and execution roadmap. Lead rebuild versus refactor decisions related to platform enhancement and integration across all of our platforms
- Create the right engineering organizational structure and lead the engineering team. Recruit, develop, and retain top engineering talent and set the bar for how the engineering team operates day to day
- Set engineering-wide standards for planning, estimation, and delivery, and hold teams accountable to them without turning process into bureaucracy
- Establish engineering metrics, operating rhythms, and governance that provide executive visibility into execution. Own and manage the technical architecture, infrastructure, security and technical debt speed and long-term stability.
- Improve engineering velocity while reducing technical debt and operational risk.
- Partner with product and business stakeholders to translate customer requirements into engineering priorities, ensuring engineering capacity, sequencing, and constraints are represented in roadmap decisions and the team delivers features that have measurable customer impact and move adoption., ensuring
- Manage the engineering budget: headcount planning, vendor and tooling spend, and cloud cost, with a clear view of TCO
- Establish company-wide engineering practices for code quality, testing, CI/CD, and on-call/incident response as the team scales past the size where informal norms hold
- Own SOC 2 and broader security/compliance posture across engineering, partnering with IT and any external auditors
- Create long-term sustainable mechanisms such as feedback loops, retros, postmortems, and eng-wide metrics for continuous improvement across performance, scale, delivery and org health.
- Build and protect engineering culture as headcount grows: the norms around ownership, blameless problem-solving, and technical excellence that are easy to lose past 80 people
- Champion agentic AI, LLM-powered code generation, and multi-agent orchestration to reimagine how services are built and operated at scale, compressing delivery timelines and raising engineering velocity.
What You'll Bring to the Team
- 12+ years of experience in software engineering, with 7+ years leading engineering managers (not just ICs)
- Experience in working in marketplaces or enterprise platforms and building and developing large-scale infrastructure or distributed systems. Experience in e-commerce, B2B SaaS, or marketplace businesses (and their mobile counterparts) a plus
- Direct experience building an engineering org from the ground up or through a major scaling inflection point, you've made the "when do we add a second team" calls before
- Strong track record setting technical vision and translating it into a roadmap that executive leadership and the board actually trust
- Strong balance of technical depth, strategic thinking, and operational leadership. Extensive experience communicating engineering strategy, risk, and resourcing to non-technical executives and board members
- Proven experience building and scaling engineering organizations in high-growth or mission-critical environments balancing execution versus management
- Hands-on background (even if not day-to-day anymore) with modern cloud-native architecture: AWS-managed services (EKS, ECR, R53, SES, ElastiCache, RDS, etc.), infrastructure as code (Terraform, Ansible), and containers (Docker, Kubernetes)
- Experience owning security and compliance programs, including SOC 2 controls and audit management
- Strong experience with CI/CD tooling and practices (Jenkins, CircleCI, ArgoCD, Spinnaker, or similar) and a point of view on developer experience
- Experience with API management and service-oriented, API-driven architectures, and the operational challenges they create at scale
- Proven ability to manage budget, vendor relationships, and cost efficiency for an engineering org
- A genuine passion for developing people, you measure your success by the managers and engineers who grow under you
LeafLink Perks & Benefits
- Flexible PTO - you're going to be working hard so enjoy time off with no cap!
- A robust stock option plan to give our employees a direct stake in LeafLink's success
- 5 Days of Volunteer Time Off (VTO) - giving back is important to us and we want our employees to prioritize cultivating a better community
- Competitive compensation and 401k
- Comprehensive health coverage (medical, dental, vision)
- Commuter Benefits through our Flexible Spending Account
LeafLink's employee-centric culture has earned us a coveted spot on BuiltInNYC's Best Places to Work for in 2021 list. Learn more about LeafLink's history and the path to our First Billion in Wholesale Cannabis Orders here.
See All 14 Head Of Engineering Jobs in New York
Find roles in New York that match your experience and apply in just a few clicks.
Find Head Of Engineering JobsHead Of Engineering Jobs by City in New York
Where New York roles are concentrated, by current openings.
Head Of Engineering Job Market in New York
A snapshot from current New York openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Technology & Software
- Marketing & Advertising
What New York Employers Look For
The qualifications that appear most often in head of engineering jobs across New York.
- Bachelor's or master's degree in computer science, engineering, or a closely related field
- Proven leadership experience managing large engineering teams across multiple product lines
- Deep technical expertise in cloud platforms, distributed systems, or enterprise software architecture
- Experience owning engineering roadmaps, release cycles, and cross-functional delivery in New York-scale organizations
- Strong background collaborating with product, design, and business stakeholders in fast-moving environments
- Demonstrated ability to recruit, retain, and grow senior engineering talent in a competitive market
Head Of Engineering Jobs in New York: Frequently Asked Questions
How do you become a head of engineering in New York?
The most direct path in New York is progressing from senior individual contributor to engineering manager, then director, before stepping into a head of engineering role. No state-issued license is required. New York employers across fintech, media, and healthcare technology typically look for a computer science or engineering degree, a record of leading multi-team organizations, and technical credibility in the domain the team works in, whether that is cloud infrastructure, platform systems, or applied AI.
How much do head of engineerings make in New York?
Head of engineerings in New York earn a median of about $175,710 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $128,500 for the lowest 10% to over $274,870 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire head of engineerings in New York?
Employers hiring head of engineerings in New York right now include HARVEY, Guardian Life, and Mercury, based on current listings on Migrate Mate as of August 2026. New York's concentration of financial services firms, large media companies, and enterprise technology organizations makes it one of the deepest markets in the country for senior engineering leadership roles.
Which New York cities have the most head of engineering jobs?
New York, Buffalo, and Brooklyn have the most head of engineering openings in New York. New York City dominates by volume given its density of fintech, media, and enterprise technology companies, while Albany draws demand from state government technology initiatives and healthcare systems, and Buffalo has grown as a lower-cost engineering hub attracting financial services and manufacturing technology employers.
Are there remote head of engineering jobs in New York?
Yes, and more than most fields. About 33% of head of engineering openings tied to New York are remote or hybrid as of August 2026, reflecting the desk-based and cross-functional nature of the role. The parts of the work most likely to stay fully remote are strategic planning, roadmap reviews, and cross-team coordination, while roles that require close collaboration with on-site product or infrastructure teams tend to expect at least some in-office presence.
How can I get hired as a head of engineering in New York with little or no experience?
The most realistic entry path is moving into an engineering manager role first, then building toward a head of engineering position over time. New York employers in fintech and enterprise software, including large institutions in lower Manhattan and Midtown, regularly promote strong senior engineers into first-time manager roles. A computer science degree, an active GitHub portfolio, or a relevant certification in cloud architecture strengthens a candidacy. Lateral moves from technical program manager or staff engineer roles are also common stepping stones in the New York market.
Where can I find and apply to head of engineering jobs in New York?
You can find and apply to head of engineering jobs in New York on Migrate Mate, which lists current openings across the state. Search the listings for roles that match your background and apply directly to the ones that fit.
See All 14 Head Of Engineering Jobs in New York
Find roles in New York that match your experience and apply in just a few clicks.
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