Chief Technology Officer - TailFlow

TL;DR:

The Opportunity
Join a high-pedigree founding team (ex-Palantir, ex-Deloitte, First Spark Ventures) to scale TailFlow, an ecommerce centralized data platform. You will take full ownership of the product vision, technical strategy, and engineering organization as we move from MVP to enterprise scale.

Location
BGC, Taguig (Onsite).

The Stack
Python (FastAPI + Dagster), Next.js, PostgreSQL, AWS.

The Challenge
Ingesting high-volume data from chaotic third-party signals (marketplaces, ads, logistics) to build an analytics platform that empowers enterprise merchants with data-driven decision making.

The Goal
Scale the team, evolve the product roadmap, and build systems that align with our client base expansion and capital growth trajectory.

end of tl;dr

About TailFlow

TailFlow is an ecommerce centralized data platform designed to solve a massive ecommerce data problem, with a team led by founders with deep technical and operational roots at Palantir, Deloitte, and First Spark Ventures.

We ingest and process high-volume data across the entire commerce stack, converting a chaotic landscape of third-party signals into a coherent strategy. We fulfill the role of an entire data organization—delivering end-to-end capabilities from data engineering and pipeline infrastructure to analytics, data science, and strategic visualization.

With our MVP launched and beta clients active, we are entering a phase of rapid expansion. We are now capitalizing on our early traction to scale to dozens of clients within the next 12 months. We operate as a dedicated startup team of 5, based in BGC, Taguig.

The Role

We're seeking a CTO to own our technology vision and lead our engineering organization through rapid growth. This is a unique opportunity to shape the technical direction of a platform that's redefining how businesses understand their ecommerce performance.

The role covers full ownership of our product vision, technical strategy, and team development as we scale to enterprise clients and servicing hundreds of brands.

The Product

Running a modern ecommerce business requires making hundreds of micro-decisions daily, yet the signals needed to make them are fragmented across a dozen disconnected silos. TailFlow is the central intelligence layer that unifies this landscape.

We solve a challenge at the intersection of Data Engineering, Advanced Analytics, Product UX, and Software Engineering.

Ingestion & Aggregation

We build robust pipelines to pull and normalize scattered data from complex third-party integrations (marketplaces, ads, logistics).

Core Analytics & Intelligence

We ground the platform in rigorous data analytics principles, building comprehensive dashboards and visualizations that give users immediate clarity. We then layer on predictive modeling to forecast trends and Generative AI to synthesize that data into conversational insights.

Data Storytelling

We design opinionated dashboards that surface the right metrics out of the box—optimized for common ecommerce workflows. As customer needs evolve, the platform scales with them through customizable views and metrics, ensuring TailFlow grows alongside their business.

Software Engineering

We build the foundational systems that make everything else possible—designing scalable architectures, reliable APIs, and performant backend services that handle high-volume data processing while maintaining ideal response times for user-facing features.

The goal is simple but ambitious: Get all the data in one place, analyze the past-present-future, and present the "next best action" with absolute clarity.

The Last Big Goal

We're building toward automated execution. Once the platform knows the right decision, it should be able to execute it—reordering inventory when stock hits thresholds, reallocating ad budgets based on performance signals, adjusting prices in response to competitive data. The vision is to move from a decision support tool to an autonomous operations layer.

What You'll Do

Strategic Leadership (Months 1-6)

Assess and stabilize: Evaluate our current tech stack (Python FastAPI & Dagster, Next.js, AWS) and identify critical improvements needed for scale
Build the foundation: Establish robust technical processes, architecture decisions, and development workflows that can support 10x growth
Lead the team: Manage and mentor our existing technical team (1 frontend developer, 1 senior backend developer) while scaling to 5-8 engineers

Product & Vision (Ongoing)

Own the technical roadmap: Define how we evolve from current MVP to enterprise-grade analytics platform serving dozens of clients
Drive integration excellence: Ensure our data pipelines from our third-party platforms are bulletproof and scalable
Shape AI strategy: Guide our AI/ML roadmap using existing models (OpenAI, etc.) to deliver advanced analytics capabilities

Operational Excellence

Zero downtime mandate: Build systems and processes that deliver 99.9%+ uptime as we scale
Data accuracy: Ensure our analytics are always accurate and trustworthy for enterprise clients
Compliance ready: Implement data privacy and security measures for enterprise requirements

What We're Looking For

Technical Background

5-10 years of engineering experience with increasing leadership responsibility
Previous CTO experience at a startup or high-growth company
Proven track record scaling technical teams and systems through rapid growth phases
Strong architecture skills - you can design systems that scale 10x without breaking

Domain Expertise

Experience with ecommerce platforms and integrations
Background in analytics platforms or data-heavy applications
Understanding of AI/ML integration (implementation, not research)
Knowledge of ETL pipelines and real-time data processing at scale

Leadership Style

Excellent at unblocking teams - you never let technical blockers persist
Strategic thinking with hands-on capability when needed
Strong technical communication - can translate business needs into technical solutions

Cultural Fit

Fast-paced startup energy - you thrive in environments where things move quickly
Data-driven decision making - you base architectural choices on metrics and evidence
Collaborative leadership - you build consensus while driving technical decisions
Onsite commitment - willing to work in-person at our BGC office

What We Offer

Compensation

Competitive salary
Equity opportunities
Full benefits package

Growth Opportunity

Build from the ground up - shape our technical culture and practices
Funding runway secured - strategic partnerships and funding structures de-risk the project
Clear path to scale - we have the business traction and market opportunity

Technical Environment

Modern tech stack: Python FastAPI & Dagster, Next.js, PostgreSQL, AWS
Interesting technical challenges: Real-time analytics, multi-platform integrations, AI-powered insights
Greenfield opportunities: Plenty of room to implement best practices and modern architectures
Enterprise clients: Build systems that matter for real businesses

Success Metrics (First 6 Months)

Ensure platform reliability supports growing client base
Build technical foundation for 10x growth
Align engineering roadmap with product goals

Next Steps

Ready to own the technical future of ecommerce analytics? We're hiring immediately.

Interview Process:

Initial technical leadership discussion with founding team
Technical architecture deep-dive session
Team culture fit interview
Final offer discussion

To proceed, kindly shoot me a message at lesmon@controlflowlabs.com! 🚀

Control Flow Labs is an equal opportunity employer committed to building a diverse and inclusive team.