# Aspect Software — Vice President of Engineering

- Generated: 2026-09-13 05:26:53 PM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4463862955/
- Provider: LinkedIn
- Posted: approximately 2026-09-09 05:26 PM EDT (from '4 days ago')
- Elapsed since posting: represented by the provider's relative posting label and approximate Eastern timestamp
- Applicants: Over 200 applicants
- Work model/location: United States; no role-specific remote, hybrid, or Massachusetts designation was found
- Compensation: $240,000-$260,000 base plus annual bonus
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: FAIL — 76%

## Direct-match strengths

Engineering strategy, cloud-native architecture, workforce-management software, hiring, culture, Agile/DevOps, quality, deployment, operational excellence, cross-functional product delivery, budgets, and legacy modernization.

## Hard or material gaps

Two hard gaps override the otherwise relevant VP mandate: the posting explicitly requires experience scaling and managing 100+ employees, materially above Keith's documented direct line organization of 25; and no compatible remote or Massachusetts work model is verified. The role is general engineering leadership rather than centrally AI-focused.

## Evidence map

1. 15+ years engineering with senior leadership (weight 3, evidence 3/3) — More than 20 years of engineering leadership including VP, Senior Director, and founder roles.
2. Scale and manage 100+ employees (weight 3, evidence 1/3) — Direct line organizations up to 25; broader 180+ communities were influence structures, not direct reports.
3. Scalable cloud-native architecture (weight 3, evidence 3/3) — Direct AWS, distributed systems, SaaS, and reliability architecture.
4. Engineering quality, testing, deployment, and operations (weight 2, evidence 3/3) — Direct CI/CD, testing, releases, observability, security, and production operations.
5. Cross-functional Product, Design, Data Science, and Operations (weight 2, evidence 3/3) — Direct product, data, engineering, science, and executive collaboration.
6. Engineering budget and resource allocation (weight 2, evidence 3/3) — Direct budgets up to $900,000 plus staffing and portfolio prioritization.
7. Legacy modernization and transformation (weight 3, evidence 3/3) — Direct legacy-to-cloud and enterprise modernization outcomes.
8. Compatible work model (weight 3, evidence 0/3) — No verified remote or Massachusetts work model.

## Keyword diagnostic

Strong engineering-transformation and workforce-platform overlap, independently disqualified by the explicit 100+ organization requirement and unverifiable work model.

## Full normalized job description

Vice President of Engineering at Aspect
Aspect is a rapidly growing technology company building the future of workforce management. We're a team of innovators and creators who believe in the power of technology to solve complex problems and create meaningful change. We value communication, impact & ownership, collaboration & empathy, and growth mindset, and we're looking for a visionary and empathetic leader to join our executive team.
As the Vice President of Engineering, you will be a pivotal leader, responsible for guiding our engineering organization into its next phase of growth. This isn't just about managing teams; it's about inspiring them to do their best work while scaling our technology and culture. You'll partner closely with our C-suite and product leadership to define and execute the technical strategy that will shape the future of Aspect.
What You'll Do
●
Architect for Scale
: Oversee the architecture and development of scalable, reliable, and high-performance systems that meet our users' needs and our business's requirements.
●
Build and Empower Teams:
Lead, mentor, and grow a world-class engineering organization. You'll be responsible for hiring top talent, fostering an inclusive and high-performance culture, and providing clear career paths for our engineers.
●
Drive Excellence:
Establish and promote engineering best practices, including code quality, testing, deployment strategies, and operational excellence. You'll ensure our teams are not only moving fast but also delivering with quality.
●
Collaborate Broadly:
Work closely with cross-functional partners in Product, Design, Data Science, and Operations to translate big ideas into tangible products and features. Your ability to communicate complex technical concepts to diverse audiences is key.
●
Manage Resources:
Own the engineering budget and ensure the efficient allocation of resources to maximize return on investment.
●
Lead Engineering Transformation:
Spearhead the modernization of legacy technology stacks, guiding the team through the transition to cloud-native, scalable architectures and modern development practices.
Who You Are
● A seasoned engineering leader with 15+ years of experience in software development, with a significant portion of that time spent in a senior leadership role (Director, Sr. Director, or VP).
● You have a proven track record of scaling and managing large engineering teams (100+ employees).
● You possess deep technical expertise in software architecture, cloud technologies (e.g., AWS, GCP, Azure), and modern development methodologies (Agile, DevOps).
● You are an empathetic and inspiring leader who prioritizes people and culture. You understand that building great teams is the foundation of building great products.
● You are an exceptional communicator and collaborator, capable of building strong relationships with both technical and non-technical stakeholders.
● You have a strong sense of ownership and accountability, with a bias for action and a relentless focus on delivering results.
● You have a proven track record of leading complex engineering transformations, successfully transitioning organizations from legacy technologies to modern, scalable cloud environments.

## Artifact metadata

- Resume: Not generated because the fit gate returned FAIL.
- Cover letter: Not generated because the fit gate returned FAIL.
- LinkedIn note: Not generated for a FAIL role.
- Google Drive used: No