Technical Leadership Jobs in Remote

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Looking for Technical Leadership jobs in Remote? Browse our curated listings with transparent salary information to find the perfect Technical Leadership position in the Remote area.

Happiness Engineer – Customer Support & Success

Company: Automattic

Location: Remote

Posted Jan 24, 2025

Automattic is seeking a Happiness Engineer with deep experience in technical support, engineering, and/or customer success. The role involves assisting customers via various channels, troubleshooting, problem-solving, and ensuring customer success. The ideal candidate should be an expert communicator, proficient in WordPress, and have a strong problem-solving ability. They must be adaptable, curious, and committed to providing a world-class customer experience. The position offers a competitive salary range of $40,000-$68,000 USD and is part of a fully-remote company with an open vacation policy.

Principal FSA

Company: CDW

Location: Remote

Posted Jan 24, 2025

CDW, a Fortune 200 leader, is seeking a Senior National Security Solution Architect (SSA) for a field-based technical pre-sales role. The role involves developing comprehensive security solutions for CDW customers, providing consultative guidance, and fostering strategic relationships to drive business growth. Key responsibilities include being a Subject Matter Expert (SME) in cloud security programs, addressing complex customer problems, collaborating with delivery teams, and offering consultative guidance. Required qualifications include a Bachelor's Degree, minimum of five years in technical pre-sales or post-sale delivery, and extensive cloud expertise, cybersecurity knowledge, and compliance understanding. The role demands strong problem-solving skills, customer focus, sales acumen, and project management abilities.

Staff Software Engineer - Platform

Company: Samsara Inc.

Location: Remote

Posted Jan 24, 2025

Samsara, a NYSE-listed company, is seeking a Staff Engineer to lead technical design and architecture, driving broad impact on their platform and products. The role involves architecting scalable systems, leading cross-organizational projects, and delivering high-quality software. Ideal candidates have extensive experience in software design, full-stack architecture, and leading engineering culture. Samsara values diversity and offers a competitive compensation package, flexible working model, and opportunities for growth.

Digital Strategy Manager

Company: CDW

Location: Remote

Posted Jan 24, 2025

CDW, a Fortune 200 leader, is seeking a Digital Strategy expert to bridge the gap between business strategy and digital enablement. The role involves leading and partnering in developing digital-driven business, product, or technology strategies, identifying business capabilities enabled by emerging technologies, and conducting analysis to determine the best path for solving business problems. The ideal candidate will have a Bachelor's degree with 7+ years of experience in Digital Strategy, Product Management, or Digital Transformation, or a Master's degree with 5+ years of experience. They should possess management consulting experience, multiple industries experience, and expertise in Google or Adobe Analytics. Excellent communication skills, strategic thinking, and the ability to drive change are essential. CDW offers a collaborative, supportive environment with opportunities for career growth and making a significant impact in the tech industry.

Android Instructor - Contract 1099 - Part Time / Flexible

Company: CDW

Location: Remote

Posted Jan 24, 2025

CDW, a Fortune 200 leader, is seeking a skilled cyber instructor to create, maintain, and deliver courses in virtualized environments. The instructor will empower students to develop and validate their cyber skills, creating immediate job opportunities. The role requires a strong background in Android software development, reverse engineering malware, and proficiency in C, Python, Perl, or Java. The instructor will also need to set up and configure lab equipment, including laptops and Android phones. CDW offers a culture that values diverse perspectives, empowering leadership, and strong relationships among team members.

Sr. Brand Manager- Federal

Company: CDW

Location: Remote

Posted Jan 24, 2025

Red Hat Linux Systems Admin - Cleared

Company: CDW

Location: Remote

Posted Jan 24, 2025

CDW, a Fortune 200 leader, invites IT professionals to join and have a significant impact on their career. The Red Hat Linux Systems Admin - Cleared role involves supporting IT system infrastructure, troubleshooting, and maintenance. Key responsibilities include managing day-to-day operations, monitoring, problem resolution, and providing Tier 1 and 2 support. The role requires active Top Secret or Q level security clearance, 10 years of Systems Administrator experience, and a Bachelor's degree in a technical discipline. CDW values its employees, offering a positive work environment with opportunities for career growth and diverse perspectives.

Senior Manager Internal Audit

Company: CDW

Location: Remote

Posted Jan 24, 2025

Direct Tax Manager

Company: CDW

Location: Remote

Posted Jan 24, 2025

CDW, a Fortune 200 leader, is seeking a Direct Tax Manager to lead a team of tax professionals in managing US income tax compliance, audits, planning, forecasting, and accounting processes. The role involves proposing strategies to reduce corporate tax burden, managing global tax compliance calendar, and providing performance management to team members. The ideal candidate should have a Bachelor's degree, 5+ years of relevant tax experience, strong knowledge of ASC 740, and excellent communication skills. CDW values collaboration, inclusivity, and professional growth, offering a life in balance and opportunities for significant impact on organizational success.

Code Wrangler

Company: Automattic

Location: Remote

Posted Jan 24, 2025

Frequently Asked Questions

What are the typical salary ranges for Technical Leadership roles by seniority level?
Engineering Manager: $140k–$190k base, often topped with 10–20% bonus and 0.5–1% equity. Director of Engineering: $190k–$240k base, 15–25% bonus, 1–3% equity. VP/Head of Engineering: $240k–$320k base, 20–30% bonus, 3–7% equity. Adjustments for cost‑of‑living and company size apply; leaders in AI/ML or multi‑cloud sectors may see a 5–10% premium.
What core skills and certifications are essential for Technical Leadership positions?
Core skills: Kubernetes & container orchestration, Terraform or Pulumi for IaC, GitOps with Flux or ArgoCD, CI/CD pipelines (GitLab CI, Jenkins, CircleCI), cloud expertise (AWS, Azure, GCP), AI Ops (MLflow, Kubeflow), data platform architecture, security (CISSP, ISO 27001), cost‑optimization, and people management. Certifications that add credibility: Certified Kubernetes Administrator (CKA), Certified Kubernetes Application Developer (CKAD), AWS Solutions Architect Professional, Google Professional Cloud Architect, Certified DevOps Professional, and Scrum Master for cross‑functional leadership.
How common is remote work for Technical Leadership roles?
Approximately 65% of Technical Leadership openings allow full‑time remote work, 20% are hybrid (3–5 days on‑site), and 15% require on‑site presence. Remote roles often demand 24/7 coverage across time zones, so leaders use asynchronous OKR reviews, distributed retrospectives, and tooling like Slack, Zoom, Azure DevOps, and Jira to coordinate squads worldwide.
What are the typical career progression paths for Technical Leaders?
Typical trajectory: Engineering Manager → Director of Engineering → VP/Head of Engineering → Chief Technology Officer or Chief Architect. Lateral moves include Enterprise Solutions Lead, AI/ML Platform Lead, Technical Advisor, or Consulting roles. Advancement hinges on mastering cross‑functional strategy, earning advanced certifications, publishing technical roadmaps, and demonstrating measurable impact on product velocity and revenue.
What industry trends should Technical Leaders be aware of?
Key trends: AI/ML Ops integration for automated model deployment, serverless and Function‑as‑a‑Service for cost‑efficient scaling, multi‑cloud governance tools like Anthos or Terraform Enterprise, AI‑driven observability and predictive monitoring, edge computing for low‑latency services, data mesh and governance frameworks, automated security (SecOps), sustainability metrics for cloud usage, and remote‑first culture with distributed leadership practices. Leaders should adopt Kubernetes‑native ops, implement cost‑monitoring dashboards, and champion DevSecOps to stay competitive.

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