AI Web Scraping Engineer (Stealth Data Acquisition)
SalaryNo pay range posted
LocationDenver, Colorado, United States
Work moderemote
Typefull-time
SenioritySenior
Experience4+ yrs
DepartmentWorkana Premium
Company size1,001–5,000 people
First seenOct 6, 2026 · 5d ago
Verified live1d ago
Colorado law requires most employers to post a pay range.
At a glanceSummarised by Seekless from the posting.
Must have9
4+ years building production web scraping systems at scale
Deep hands-on experience with headless browser automation (Playwright, Puppeteer, Selenium) including stealth plugins/patches
Practical experience defeating or working around Cloudflare, DataDome, PerimeterX, Akamai Bot Manager, Kasada, or similar
Strong understanding of TLS fingerprinting, HTTP/2 fingerprinting, canvas/WebGL fingerprinting, and browser fingerprint spoofing
Experience with residential/mobile/datacenter proxy rotation and session management at scale
Proficiency in Python and/or Node.js/TypeScript for scraping and orchestration
Experience using LLMs/AI models for content extraction, parsing, and classification on messy/unstructured HTML
Familiarity with CAPTCHA-solving approaches and detection-avoidance strategies
Comfortable working in a fast-moving, iterative environment where target sites change defenses frequently
Nice to have4
Experience with mobile app API reverse engineering (in addition to web)
Background in adversarial ML or anti-bot research (from either side)
Experience with distributed task queues (Celery, Kafka, SQS) for scraping orchestration
Prior work in a data-as-a-service, alt-data, or web intelligence company
Eligibility2
Must be based in and authorized to work in the United States
Must pass a standard background check prior to start
Skills
Python
Node.js
TypeScript
Playwright
Puppeteer
Selenium
Cloudflare
DataDome
PerimeterX
Akamai Bot Manager
Kasada
Celery
Kafka
SQS
LLMs
AI
Benefits
Remote work
About the company
About Our Client
Pinwheel API is a leading data infrastructure company enabling seamless access to employment and income verification data through secure APIs. The company powers payroll connectivity for fintechs, lenders, HR platforms, and financial services across the US market.
About the role
Role Overview
As an AI Web Scraping Engineer (Stealth Data Acquisition), you will be responsible for designing, building, and maintaining resilient, undetectable data collection systems at scale. This is not a “requests + BeautifulSoup” role — we need someone who has operated against modern anti-bot infrastructure (Cloudflare, PerimeterX, DataDome, Akamai, Kasada) and knows how to stay under the radar while extracting structured data reliably and continuously. You will integrate AI/LLM-based parsing to handle dynamic, unstructured, or frequently-changing page layouts and build self-healing scrapers that detect layout/DOM changes and adapt automatically.
Responsibilities
Responsibilities
•
Stealth Scraping Pipeline Development – Design, build, and maintain stealth-based scraping pipelines that evade bot detection, fingerprinting, and rate-limiting defenses.
Distributed Infrastructure Architecture – Architect distributed scraping infrastructure using rotating residential/mobile proxies, headless browser farms, and session/cookie management at scale.
•
AI-Powered Parsing Integration – Integrate AI/LLM-based parsing to handle dynamic, unstructured, or frequently-changing page layouts without brittle selectors.
•
Self-Healing Scraper Development – Build self-healing scrapers that detect layout/DOM changes and adapt automatically.
•
Monitoring & Iteration – Monitor scraper health, success rates, and detection signals; rapidly iterate when sites patch defenses.
•
Compliance & Legal Guardrails – Ensure data pipelines are compliant with client-defined legal and ethical guardrails (ToS review, robots.txt handling, rate limiting) as directed by Pinwheel’s legal/compliance team.
•
Data Pipeline Collaboration – Collaborate with data engineering to deliver clean, structured, deduplicated datasets into downstream systems.
Requirements
Requirements
•
4+ years building production web scraping systems at scale (not just scripts — real infrastructure).
•
Deep hands-on experience with headless browser automation (Playwright, Puppeteer, Selenium) including stealth plugins/patches.
•
Practical experience defeating or working around Cloudflare, DataDome, PerimeterX, Akamai Bot Manager, Kasada, or similar.
•
Strong understanding of TLS fingerprinting, HTTP/2 fingerprinting, canvas/WebGL fingerprinting, and browser fingerprint spoofing.
•
Experience with residential/mobile/datacenter proxy rotation and session management at scale.
•
Proficiency in Python and/or Node.js/TypeScript for scraping and orchestration.
•
Experience using LLMs/AI models for content extraction, parsing, and classification on messy/unstructured HTML.
•
Familiarity with CAPTCHA-solving approaches and detection-avoidance strategies.
•
Must be based in and authorized to work in the United States.
•
Must pass a standard background check prior to start.
•
Comfortable working in a fast-moving, iterative environment where target sites change defenses frequently.
Nice to have
Nice to Have
•
Experience with mobile app API reverse engineering (in addition to web).
•
Background in adversarial ML or anti-bot research (from either side).
•
Experience with distributed task queues (Celery, Kafka, SQS) for scraping orchestration.
•
Prior work in a data-as-a-service, alt-data, or web intelligence company.