// Engineering Manager — Jason Wollering // Building teams that build the future. function buildHighPerformingTeam(engineers, mission) { const culture = { psychologicalSafety: true, continuousLearning: true, distributedOwnership: true, radicalCandor: true, }; return engineers .map(eng => invest(eng, culture)) .filter(eng => eng.thriving && eng.growing); } class EngineeringManager { constructor({ team, vision }) { this.team = team; this.vision = vision; this.path = 'unblocked'; this.focus = 'outcomes'; } async deliver(quarter) { await this.alignWithProduct(quarter.goals); await this.clearBlockers(); return this.team.ship({ quality: 'high', onTime: true, }); } clearBlockers() { return this.team .findBlockers() .forEach(b => this.resolve(b)); } } // DORA Metrics — 2026 const impact = { deployFrequency: 'multiple per day', leadTime: '< 1 day', changeFailureRate: '1.2%', mttr: '< 28 min', teamRetention: '96%', sprintCompletion: '94%', };

Software Engineering Manager

Jason
Wollering

Engineering Leader · Team Growth · Product Delivery

Engineering leader with 7+ years managing and leading modern SaaS delivery teams and 15+ years in full-stack software engineering. Proven track record delivering enterprise platform modernization, improving engineering throughput, and driving operational reliability at scale. Experienced in Azure cloud architecture, trunk-based delivery, AI-assisted development workflows, and cross-functional leadership across Product, UX, QA, and business stakeholders.

About

Engineering Manager. Servant Leadership

Results-driven Software Engineering Manager with a passion for building high-performing teams and shipping products that matter. I bridge deep technical expertise with strategic thinking to help organizations scale effectively while maintaining engineering excellence.

My leadership philosophy centers on servant leadership qualities of sacrifice, attention to detail, support, and aligning technical investments with business outcomes. Great software is built by empowered engineers — and my job is to clear their path.

I've led teams through rapid growth, complex migrations, and critical infrastructure investments. Whether hiring, mentoring, or setting technical direction, I stay grounded in what matters: outcomes for users, teams, and the business.

I've lead a 7-engineer SaaS platform team and directed 6 additional augmented engineers during enterprise platform modernization delivering an LMS and certification ecosystem.


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19+
Years Engineering
25+
Engineers Led
3+
Teams Scaled
50+
Features Shipped
By the Numbers

Impact at Scale

92%
Sprint Delivery Rate
Consistent, predictable delivery through metrics-driven engineering and process improvements that reduced sprint variance across all teams.
86%
Team Retention
Built a culture of technological growth, and ownership that kept talented engineers engaged and growing within the organization.
99.9%
System Uptime
Reliability-first culture with strong on-call practices, observability discipline, and a sustained focus on reducing performance issues across all services.
Team Growth Multiplier
Scaled engineering headcount through structured hiring, strong onboarding, agumented staffing and a culture that consistently attracted exceptional talent.
Capabilities

Skills & Expertise

Leadership
Team Building Mentorship Coaching Org Design Performance Mgmt
Process & Delivery
Agile / Scrum Kanban OKRs Strategic Planning Roadmapping
People & Hiring
Recruiting Interview Design Leveling Career Ladders 1:1s
Strategy
Technical Strategy Stakeholder Mgmt Exec Communication Incident Mgmt
Backend / Full-Stack
ReactJS Typescript Redux / RTKQuery / SignalR .NET REST API's
Cloud & Infrastructure
Azure Github Pipelines CI/CD Observability
Architecture & APIs
System Design API Architecture Microservices Event-Driven Data Pipelines
AI Driven Development
GitHub Copilot Tech Stack Integration Copilot Assisted Code Reviews AI Assisted PBI Creation AI Assisted Technical Design Documentation Agentic AI Copilot, Claude Code, Codex
Career

Experience

2019 – Present
Crisis Prevention Institute
Software Engineering Manager
SaaS, Custom Platform · Milwaukee, WI (Hybrid)
  • Led 3-year greenfield rebuild of Integrated Training & Learning Platform using .NET 8 microservices and React/TypeScript on Azure, modernizing legacy systems into a scalable SaaS architecture.
  • Implemented GitHub trunk-based development, automated CI/CD pipelines, feature flagging, and SonarCloud scanning to improve release consistency and deployment safety.
  • ncreased engineering throughput efficiency 16% (2024–2025) while achieving ~80% sprint completion predictability through improved Agile execution practices.
  • Reduced operational risk and unplanned work 30% through observability improvements, backlog discipline, and engineering standards.
  • Championed AI-assisted engineering workflows including GitHub Copilot reviews, AI solutioning, and GitHub AI Agents to accelerate development velocity.
  • Delivered 100% platform reliability during record usage (Aug 2025) with minimal DTU increase and zero major incidents.
  • Partnered with Product, UX, QA, and stakeholders to drive customer-focused enhancements, contributing to 15% NPS improvement.
  • Owned recruiting and hiring strategy for engineering; mentor senior and technical leads and participated in internal leadership coaching programs and formal leadership training (FOCUS Accelerate & Elevate).
  • Led full-stack engineering for public marketing, e-commerce, and My Account platforms built on Kentico CMS prior to platform re-architecture.
  • Coordinated cross-functional delivery and introduced engineering best practices and technical ownership.
2012 – 2019
Laughlin Constable
Senior Software Engineer
Advertising Agency · Milwaukee, WI (Hybrid)
  • Delivered enterprise marketing and web platforms across Kentico, Sitecore, WordPress, ReactJS, and ASP.NET MVC environments.
  • Managed multi-client development lifecycles including estimation, architecture planning, and technical delivery.
  • Developed responsive web experiences, HTML5 campaign assets, and scalable client platforms for brands including Generac, MS Society, Hoosier Lottery, Travel Wisconsin, and MillerCoors.
  • Led adoption of modern front-end practices and emerging web technology standards.
2009 – 2012
Noise, Inc.
Front-End Engineer, Development Lead
Advertising Agency · Milwaukee, WI (On-site)
  • Led development and design delivery for regional and national tourism and healthcare clients.
  • Supported technical strategy during RFP processes and new business initiatives.
  • Delivered large-scale campaign and interactive web solutions for Visit Milwaukee and Door County Visitor Bureau.
Let's Connect

I'm always open to connecting with fellow engineering leaders, discussing new opportunities, or simply talking about what it takes to build great teams. The best way to reach me is LinkedIn.

Connect on LinkedIn