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insightsoftware

Director of Software Engineering

insightsoftware

. Lead the Platform & Architecture vertical for the Equity Management team .

Posted 9/16/2026full-timeRemote • United StatesLead💰 $184,000 - $231,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

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Demonstrates expertise in leading platform modernization initiatives and managing cross-functional teams in enterprise SaaS environments. Proficient in technical architecture, delivery accountability, and executive communication within regulated domains.

Highest-signal resume keywords
Platform Modernization LeadershipAzure Cloud-Native PlatformsAgile/Scrum MethodologiesExecutive Communication SkillsSpec-Driven Development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Software EngineeringEnterprise SaaSAzure SQLCosmos DBData LakeMedallion ArchitectureCI/CD PipelinesCode Review StandardsAI-Assisted DevelopmentDelivery Accountability
Soft Skills
Risk ManagementTeam CoachingHigh-Trust Culture BuildingCommunicationProblem-Solving
Industry Keywords
Financial ServicesEquity CompensationBanking/Brokerage IntegrationsRegulated Delivery CommitmentsClient-Facing Programs

Tech Stack

Tools & technologies
AzureCloudSQL

About the role

Key responsibilities & impact
  • Lead the Platform & Architecture vertical for the Equity Management team
  • Own delivery accountability for a 0-to-1 platform modernization initiative from MVP through GA
  • Translate Solution Architect technical direction into a resourced, sequenced, accountable delivery plan
  • Drive Spec-Driven Development, Lean experimentation, and adoption of AI development practices
  • Own Engineering and QA/Automation for the modernization initiative while coordinating Product and UI/UX as matrixed partners
  • Establish delivery standards and definition-of-done discipline across Engineering, Product, and UX/Design
  • Identify misalignment, blockers, and unresolved cross-functional questions
  • Hold Engineering, Product, and UX/Design accountable for delivery commitments
  • Communicate candid program status and risks to the Senior Director, VP, and executive stakeholders
  • Own delivery of broker integration programs
  • Own delivery of the Certent Equity Management platform serving 1,200+ customers
  • Balance capacity and prioritization across modernization, broker programs, and core CEM delivery
  • Serve as the single point of delivery accountability across the portfolio
  • Lead 4–6 teams spanning platform modernization, Broker Applications and Integrations, Core CEM Application, and Platform Services
  • Coach and develop Managers and Senior Managers
  • Own hiring, onboarding, performance management, retention, headcount, and organizational design
  • Protect team capacity and build a high-trust, high-accountability culture

Requirements

What you’ll need
  • 12+ years of software engineering experience in enterprise SaaS environments
  • 5+ years leading multiple managers or senior managers at Director level or equivalent scope
  • Track record driving large, ambiguous, cross-functional programs to completion
  • Proactively surface organizational risk or misalignment
  • Bias toward smallest end-to-end slices that prove concepts
  • Continually measure progress and realign teams and plans as priorities shift
  • Proactively avoid blockers and dependency conflicts
  • Technical fluency in modern software architecture and Azure cloud-native platforms
  • Experience with Azure SQL, Cosmos DB, Data Lake, medallion architecture, and temporal tables
  • Experience managing portfolios with external/customer stakes, client-facing programs, SLAs, or regulated delivery commitments
  • Strong executive communication skills
  • Comfort operating in ambiguity
  • Experience with Agile/Scrum, CI/CD pipelines, code review standards, and definition-of-done discipline
  • Experience managing distributed, global teams across multiple time zones
  • Bachelor's degree in Computer Science, Engineering, Business, or equivalent work experience
  • Proven track record in spec-driven or AI-assisted development methodologies
  • Preferred: background in financial services, equity compensation, banking/brokerage integrations, or adjacent regulated domains
  • Preferred: direct experience delivering enterprise SaaS programs serving 1,000+ clients

Benefits

Comp & perks
  • Additional bonus eligibility may apply
  • Equal employment opportunity
  • Confidential handling of applicant information
  • Background checks required for employment, where permitted by country, state/province