Vice President, Software Engineering (Apps & Solutions)Toronto or Chicago (hybrid).$260-320k base + bonus + stock options.Digital health SaaS platformMPA Recruitment has been retained by one of the leading digital health companies in North America to recruit a Vice President of Software Engineering.ThisVice President, Software Engineeringwill lead theirApps & Solutions (Services) organization, responsible for delivering high-quality, scalable, and AI-native member experiences across web and mobile platforms.This is not a traditional product engineering leadership role. This is aclient-facing, delivery-oriented leadership roleoperating within aservices model, where you will be accountable for building and deliveringmember-facing applicationsfor payer clients while evolving how delivery happens at scale.You will own the transformation of our engineering organization into anAI-native delivery engine, where AI is not a tool layered onto workflows, but aprimary actor in how work is executed. You will lead the redesign of delivery systems, quality practices, and team structures to enablefaster, higher-quality, and more predictable outcomes .This role sits at the intersection of:AI-native architecture and operating modelsClient delivery and services executionMember-facing application development (web + mobile)Lean, high-performance engineering leadershipWhat You’ll Own1. AI-Native Delivery & Architecture (Core Mandate)Redesign engineering workflows whereAI is embedded as a primary actor,



not an assistive toolBuild and operationalizeAI-native delivery systemsacross the organizationDefine architecture patterns that enable:AI-assisted developmentautomated validation and quality checksintelligent orchestration of delivery workflowsMove the organization beyond experimentation intoproduction-grade AI adoption at scale2. Client Delivery & Services Execution (Critical)Own delivery ofmember-facing applicationsacross web and mobile platforms for payer clientsLeadcross-functional Service Podsaccountable for end-to-end client deliveryManage:client expectationsescalationsscope and delivery integrityOperate effectively in aservices delivery model, balancing:client needsplatform scalabilitydelivery efficiency3. Member-Facing Application ExcellenceEnsure high-quality delivery ofconsumer-grade digital experiencesfor healthcare membersDrive engineering standards across:mobile (iOS/Android)web applicationsbackend services supporting member journeysMaintain a strong focus on:usabilityperformancereliability at scale4. Test-Driven Delivery & Quality SystemsOwn and complete League’stest automation framework (currently ~65% complete)Establish atest-first engineering culture, where:quality criteria are defined before design beginsImplement systems to ensure:predictable deliveryreduced defectsconsistent release quality across teams5.



Offshore Engineering Strategy & GovernanceLead a globally distributed engineering organization withsignificant offshore presenceDifferentiate between:transactional vs high-skill offshore capabilitiesEvolve offshore teams up the value chain:from execution → ownership → strategic contributionBuild governance models that ensure:qualityalignmentscalability6. Lean Engineering LeadershipLead aflatter, leaner organizationwith fewer management layersDrive outcomes through:clarityaccountabilitystrong individual contributorsMaintain high standards for:qualityvelocityownershipWhat You BringCore ExperienceProven experience leadingengineering organizations in a client delivery / services model(required)Strong track record deliveringmember-facing applications (web + mobile)at scaleDeep technical background with the ability toguide architecture and system design decisionsExperience managingcomplex, multi-client delivery environmentswith parallel workstreamsDemonstrated ability to build and scalehigh-performing engineering teamsAI-Native Capability (Non-Negotiable)Demonstrated experience building or operatingAI-native systems or workflowsHas already transitioned from:“using AI tools” →designing AI-driven operating modelsAble to clearly articulate:how AI changes delivery systemshow AI improves quality, speed, and scalabilityDelivery & Operational ExcellenceStrong experience implementing:delivery frameworksengineering KPIs and metricsquality systemsProven ability to:manage delivery within budgetmaintain scope disciplineensure predictable executionLeadership & InfluenceExperience leadingcross-functional teams (Engineering, Product, Design, Client teams)Ability to:influence executive stakeholdersnegotiate scope and prioritiesdrive alignment across complex organizationsAdditional ConsiderationsExperience inhealth tech, payer systems, or regulated environmentsis a solid assetExperience scaling organizations inhigh-growth, fast-paced environmentspreferred#J-18808-Ljbffr

📌 Vice President, Software Engineering - $260,000 A Year (Winnipeg)
🏢 MPA Recruitment
📍 Winnipeg