Python Automation Engineer - Assistant Vice President

About The Role

iCapital is looking to hire an experienced Python Developer with expertise in web scraping, automated portal interactions, and cloud-native deployment using AWS. The ideal candidate will have hands‑on experience working with Playwright for browser automation, managing multi‑factor authentication (MFA) flows, and deploying scalable scraping tasks via AWS Lambda and related services. This role will assist in architecting and building robust, secure, and scalable scraping solutions that interact with complex web applications and secured portals.

• Assist with the design and implementation of advanced scraping solutions using Python, Playwright, and AWS services.
• Automate interactions with JavaScript‑heavy and authentication‑secured websites, including handling MFA, CAPTCHAs, and session or token‑based login flows.
• Architect scraping pipelines using serverless AWS components such as Lambda, Step Functions, S3, Cloud Watch, and Secrets Manager.
• Build systems that scale to support high volumes of data extraction with fault tolerance, retries, and intelligent logging.
• Integrate and manage complex workflows across multiple portals, APIs, and data sources.
• Contribute to architectural decisions, tooling, and best practices.

• Bachelor’s or master’s degree in computer science, software engineering, or related field, or equivalent professional experience.
• 5+ years of experience in Python development, with a strong focus on automation and data extraction.
• Proven expertise in web scraping using tools like Playwright, Selenium, Scrapy, Beautiful Soup, and requests.
• In‑depth experience handling multi‑step authentication flows, including multi‑factor authentication (MFA), CAPTCHA solving, and session or cookie management.
• Proficient in deploying and managing scraping workloads in AWS, particularly Lambda, S3, IAM, Cloud Watch, and Secrets Manager.
• Experience with asynchronous programming, headless browsers, and JavaScript‑rendered content.
• Solid understanding of web protocols (i.e. HTTP, HTTPS, cookies, headers), and ability to reverse‑engineer network calls and authentication mechanisms.
• Comfortable working with APIs, JSON/XML, and data transformation.
• Experience with CI/CD pipelines, Docker, and infrastructure as code (i.e. Cloud Formation, Terraform).
• Familiar with data pipeline orchestration tools such as Apache Airflow or AWS Step Functions.
• Prior experience scraping from secure or enterprise‑level portals (i.e. financial, healthcare, legal).
• Background in data engineering or ETL workflows is a plus.
• Exposure to Python testing frameworks and writing unit or integration tests.

The base salary range for this role is $100,000 to $130,000. iCapital offers a compensation package which includes salary, equity for all full‑time employees, and an annual performance bonus. Employees also receive a comprehensive benefits package that includes an employer‑matched retirement plan, generously subsidized healthcare with 100% employer paid dental, vision, telemedicine, and virtual mental health counseling, parental leave, and unlimited paid time off (PTO).

We believe the best ideas and innovation happen when we are together. Employees in this role will work in the office Monday‑Thursday, with the flexibility to work remotely on Friday.

For additional information on iCapital, please visit
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Awards Disclaimer:

iCapital is proud to be an Equal Employment Opportunity and Affimative Action employer. We do not discriminate based upon race, religion, color, national origin, gender, sexual orientation, gender identity, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.