Alvin Tolentino

ex-CTO // hands-on

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{ role: 'Engineering & delivery leader who still ships — I recover stalled programs, scale platforms, and build applied AI' }

[Base: Sydney, AU · Remote worldwide — work rights in AU & CA]

Available immediatelyContract · fractional · full-timeSydney-based · remote worldwideAU citizen · CA permanent resident · remote-first

Engineering & delivery leader and hands-on architect (ex-CTO) with 15+ years building, scaling, and recovering SaaS platforms — now specialising in applied AI and agentic systems. Deep across the stack in TypeScript, Python, Rust, and Go, with a track record of shipping reliable systems under fixed deadlines. Equally comfortable leading engineering teams (up to ~50 engineers across 10 locations) and writing the code. The person you bring in to rescue a stalled program, scale a platform, or stand up applied AI — on contract or full-time. Sydney-based and remote-first, with work rights in Australia (citizen) and Canada (permanent resident), and available worldwide for remote work.

< Core Competencies />

  • 01
    Applied AI & Agentic SystemsLLM infrastructure, multi-provider routing, MCP servers, and AI-assisted automation — shipped, not slideware.
  • 02
    Platform Resiliency & ScaleZero-downtime migrations at 200K-user scale and ~90% infrastructure cost reduction, scaling to 5M+ users.
  • 03
    Delivery Leadership & Program RecoveryThe person you bring in to rescue a stalled program — recovered global initiatives weeks behind schedule, led up to ~50 engineers across 10 locations. Fractional or full-time.

// The Differentiator

My approach combines the extreme discipline of traditional Japanese martial arts (5th Dan Black Belt) with cutting-edge engineering practices. This unique blend allows me to maintain clarity under immense technical pressure, executing systematic, secure, and highly scalable solutions such as achieving ISO 27001 certification and reducing disaster recovery times to under 5 minutes.

SYS.MONITOR

Soft Skills_Map

> Engineering Leadership[EXPERT]
> Architecture Governance[EXPERT]
> Delivery Under Constraint[EXPERT]
> Mentoring & Coaching[EXPERT]
<hr/>

Tech_Matrix

> TypeScript / Node[EXPERT]
> Rust[ADVANCED]
> Go[ADVANCED]
> Python[ADVANCED]
> AI / Agentic (LLM, MCP)[EXPERT]
> System Architecture[EXPERT]
> AWS · Docker · Terraform[EXPERT]
OPEN_TO_WORK // CONTRACT_OR_FULL-TIME

Need an engineering leader who still ships — on contract or full-time?

Open to contract, fractional, and full-time work — engineering leadership, technical delivery, complex program recovery, and applied AI. Sydney-based and remote-first, with work rights in Australia (citizen) and Canada (permanent resident), available worldwide for remote work. Available immediately. Let's talk.