Yakov Troshin

CEO

Toronto, Ontario, Canada7 yrs experience
Highly StableAI Enabled

Key Highlights

  • Expert in bridging business and technology.
  • Proven track record in building high-performance teams.
  • Strong focus on AI strategy and enterprise architecture.
Stackforce AI infers this person is a SaaS and Fintech expert with a strong focus on enterprise architecture and AI strategy.

Contact

Skills

Core Skills

Technology StrategyEnterprise ArchitectureAi StrategyIt StrategySoftware ArchitectureSolution ArchitectureCoachingAzure CloudTechnical ArchitectureSoftware DevelopmentPlatform Architecture

Other Skills

Platform ModernizationLeadershipTeam CoachingWorkshopsTeam FacilitationAmazon Web Services (AWS)Strategic PlanningInformation SecurityDistributed SystemsAgile Application DevelopmentWeb DevelopmentJavaScriptAWS LambdaJavaAngular

About

I lead technology organizations through complexity and change to lasting value. Over more than two decades, I have operated across startups, financial institutions, and complex enterprise environments where technology decisions carry real financial, operational, and reputational impact. My focus is building high-performance technology teams, functions, and capabilities that translate strategy into disciplined and scalable execution. I lead as a servant leader investing deeply in people and developing strong architects, engineers, and managers while creating psychologically safe environments where accountability and excellence coexist. My philosophy is that durable transformation and sustained performance happen when leaders grow alongside systems and people are equipped with structure and support to excel. Having grown from software engineer to architect to technology leader, I maintain strong technical depth while operating comfortably at executive and strategic altitude. I connect board-level direction to architectural decisions, platform trade-offs, and delivery realities - ensuring that strategy is grounded in operational truth. My ability to translate ambition into execution and bridge the gap between business and technology consistently aligns leadership, architecture, and delivery teams around measurable outcomes. My work typically involves: • Establishing clear architectural direction across complex portfolios • Aligning operating models to business priorities • Coaching, developing talent, and uplifting individuals and teams to position them for success • Translating executive ambition into executable multi-year roadmaps • Scaling architecture, AI, and platform capability beyond early experimentation • Embedding governance and performance discipline that sustain results

Experience

7 yrs
Total Experience
2 yrs 3 mos
Average Tenure
--
Current Experience

Cloudway digital

Managing Director

Jan 2026Present · 3 mos · Toronto, ON

  • ✅ Select advisory to organizations in building Technology & AI Strategy, Platform Modernization, and Enterprise Architecture
  • ✅ Helping organizations build resilient architecture, scalable systems, and strong technology teams
  • ✅ Coaching technologists and their leaders to excel, thrive, and grow
Technology StrategyIT StrategyAI StrategyEnterprise ArchitecturePlatform Modernization

Symcor

3 roles

Technical Director - IT Strategy & Enterprise Architecture

Promoted

Mar 2025Dec 2025 · 9 mos · Toronto, ON

  • Led enterprise-wide Platform, IT, and AI strategy, translating executive ambition into coherent, multi-year roadmaps that balanced innovation, risk, cost, and delivery realities across complex and regulated environments in the cloud and on-premise.
  • Partnered closely with executive leadership to assess and prioritize AI and technology initiatives, helping distinguish high-impact, scalable opportunities from exploratory or premature efforts. Built and socialized an AI adoption framework for building a strong AI strategy.
  • Designed practical operating models for technology and AI adoption, aligning governance, architecture, and delivery teams to ensure strategies could be executed and sustained beyond initial momentum.
  • Guided cross-functional stakeholders through complex trade-offs, sequencing decisions, and investment prioritization to build confidence in the strategy and maintain organizational alignment. Led and facilitated individual sessions and workshops to forge the right path forward for platform modernization, strategic technology decisions, and AI adoption.
  • Served as a strategic sounding board for senior leaders, pressure-testing assumptions and ensuring technology decisions remained grounded in measurable business outcomes.
AI StrategyPlatform ModernizationEnterprise ArchitectureCoachingTechnology Strategy

Director of Enterprise Architecture

Promoted

May 2024Mar 2025 · 10 mos · Toronto, ON

  • Led the Enterprise Architecture practice, shaping enterprise-wide technology strategy and guiding large, cross-functional initiatives from abstract direction to executable roadmaps. Served as a trusted partner to senior leadership while coaching architecture and engineering teams on delivering sustained business value.
  • Led and developed a team of enterprise and solution architects through servant leadership, shaping architectural direction, coaching for impact, and aligning technology decisions with evolving business priorities.
  • Defined and institutionalized a practical framework for technology and architectural standards, aligning C-level expectations with delivery realities and creating shared clarity across business, architecture, and engineering teams.
  • Established outcome-driven OKRs, KPIs, and multi-year roadmaps for Enterprise Architecture working closely with the Vice President of Architecture & Platforms to translate strategic intent into measurable execution across the organization.
IT StrategyEnterprise ArchitectureLeadershipTeam CoachingSoftware Architecture

Enterprise Architect | Lead Software Architect

Jul 2022May 2024 · 1 yr 10 mos · Toronto, ON

  • Lead software design and architecture for a flagship cloud-native Open Banking initiative to securely connect financial institutions and fintechs in Canada
  • Built and socialized standards to harden development and architecture practices and align them to business value. Created technology delivery roadmaps and plans to help teams deliver high quality, secure, reliable, scalable software solutions.
  • Mentored and guided development teams in software engineering and architecture best practices by running initiatives such as Lunch & Learn, Architecture Review Board, and developer coaching sessions.
Enterprise ArchitectureLeadershipCoachingIT StrategySoftware Architecture

Clearco

Principal Software Engineer | Technical Director

Mar 2021Mar 2022 · 1 yr · Toronto, ON

  • Built and institutionalized a multi-year technology adoption and implementation roadmap that aligned to business vision, organizational strategy, and product goals
  • Established and coached an architecture team responsible for overarching architecture and system design decisions. Trained, guided, and mentored senior and staff engineers in becoming software architects.
  • Provided extensive technical and strategic guidance and advisory service to all levels of leadership, including c-level, on the architectural vision for a rapidly expanding 2-Billion Dollar Unicorn.
  • Conducted architectural and system design reviews for multiple teams and provided feedback and guidance on the architecture and integration of various systems, components, and technologies.
  • Mentored and trained software engineers (Junior through Staff) in various aspects of software development, architecture, best practices, and the software development life cycle (SDLC)
IT StrategyTeam CoachingPlatform ModernizationSolution ArchitectureLeadership

Bell

Team Lead | Software Architect

Apr 2020Mar 2021 · 11 mos · Toronto, Ontario, Canada

  • Lead a team of developers and QA in the design and development of a distributed cloud-native IoT applications for Bell’s Smart Retail initiative.
  • Initiated and facilitated team and stakeholder workshops to introduce, guide, and cement the adoption of new technologies that aligned to the organization's product goals and strategic vision
  • Provided guidance and mentorship on the development of distributed highly available cloud applications
  • Guided teams on how to architect and build resilient serverless applications in Azure
CoachingWorkshopsLeadershipTeam FacilitationAzure Cloud

Amdocs

Senior Cloud Solutions Architect

Sep 2019Jan 2020 · 4 mos · Toronto, Canada Area

  • • Spearheaded the modernization and hardening of a core billing application by leading its redesign for security, scalability, and operational excellence while conducting workshops and coaching sessions to train the team, business stakeholders, and leadership in applicable best practices.
Amazon Web Services (AWS)WorkshopsTeam CoachingTechnical ArchitectureSolution Architecture

Rogers communications

Software Development Consultant

May 2019Aug 2019 · 3 mos · Toronto, Canada Area

  • Contributed hands-on to a digital transformation initiative by designing and implementing cloud-native services, while advising the team on modern engineering practices, service design, and maintainability in a distributed environment.
  • Designed and implemented a centralized authentication and authorization capability, working with the team to align security concerns with platform and delivery constraints.
  • Partnered directly with business stakeholders to clarify requirements and translate them into a cohesive technical solution, delivering a complex, cross-cutting feature within a single sprint through tight alignment and pragmatic trade-offs.
CoachingSoftware DevelopmentAzure CloudSoftware ArchitectureStrategic Planning

Stealth

Software Architect

Jan 2019Apr 2019 · 3 mos · Toronto, Canada Area

  • Led the development of a POC for a mobile inventory tracking application within tight timelines and constrained resources, managing to deliver a complete and working prototype.
  • Provided consulting services related to the development and architecture of digital transformation initiatives in AWS cloud
Software ArchitecturePlatform ArchitectureAmazon Web Services (AWS)Technical ArchitectureSoftware Development

Td

Solutions Architect

May 2018Dec 2018 · 7 mos · Toronto, Canada Area

  • Led the architecture for a financial AI ROBO Advisor platform while mentoring the team in best practices, security foundations, and trade-off anaylsys
  • Ensured alignment to enterprise standards and successfully presented and defended architecture in front of the Architecture Review Board
  • Collaborated closely and aligned competing priorities with multiple development teams, senior leadership, business stakeholders, and operations laying down the foundation for a smoother and more effective agile delivery process and alignment to overall vision.
Solution ArchitectureEnterprise ArchitectureTeam CoachingInformation SecurityTeam Facilitation

Blackberry

Technical Lead | Senior Enterprise Software Developer

Jan 2013Apr 2018 · 5 yrs 3 mos · Toronto, Canada Area

  • Spearheaded an early AI initiative across the organization, including C-suite, by pitching, researching, building, and evangelizing the proof of concept of an enterprise-grade chatbot application to assist with customer support thereby saving the organization upwards of two million dollars per year.
  • Lead an initiative to rewrite a flagship legacy application in making it cloud-native, secure, scalable, and aligned to modern architecture, engineering, and delivery best practices.
  • Initiated and conducted workshops to introduce various technology concepts to different teams
  • Provided extensive production support and troubleshooting of mission critical systems across multiple support tiers.
Distributed SystemsAI StrategySoftware ArchitectureSoftware DevelopmentTeam Coaching

Ethoca

Lead Full Stack Developer

Jan 2010Jan 2013 · 3 yrs · Toronto

  • Designed and built key parts of the company’s flagship fraud management SAAS products
  • Mentored and guided junior developers throughout the Agile process in best practices, code quality, and performance optimization.

Sys-x corp.

Senior Software Engineer

Jun 2005Aug 2010 · 5 yrs 2 mos · Toronto

  • Technology consulting and advisory to government, insurance, and legal organizations
  • Developed, maintained, and supported enterprise applications

Seneca college

Web Developer

Jan 2003Jan 2004 · 1 yr · Toronto, Ontario, Canada

  • • Collaborated with faculty and staff and built key parts of the organization's educational platform

Education

Ryerson University

Bachelor's of Commerce (BComm) — Information Technology Management

Jan 2005Jan 2007

Seneca Polytechnic

Diploma — Computer Programming & Analysis with Co-op

Jan 2001Jan 2004

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