Director of Software Development

Requirements 10+ years of experience in software development, including 3–5+ years in engineering leadership roles Proven success managing and scaling multiple engineering pods and/or other managers Experience building and scaling document ingestion and processing systems - handling complex, real-world file formats reliably at scale Technical fluency in building reliable backend systems, with experience navigating the complexity of real-world document formats and data quality challenges Familiarity with AI/ML applied to document understanding - such as extraction, classification, layout analysis, or structured data recognition Excellent communication skills, with the ability to connect technical decisions to business outcomes Track record of building inclusive, high-trust team environments Bachelor's or Master's degree in Computer Science or related field — or equivalent industry experience (Desirable) Experience with structured and unstructured document formats (DOCX, XLSX, PPTX, PDF) and their parsing challenges (Desirable) Background in ML/AI pipelines applied to document processing, OCR, or NLP-based extraction (Desirable) Experience with SaaS platforms, especially multi-tenant architectures (Desirable) Prior work on products where accuracy and user trust in automated processing were critical success metrics Whether or not your experience checks off all the boxes on a job posting, we still encourage you to apply to ensure that your application receives a review from our team What the job involves We're looking for a Director of Software Development to lead our RFX I/O Mission Team, which is responsible for the systems that power how customers bring RFPs, RFIs, and other formal procurement documents into the Loopio platform and deliver winning proposals back out This includes our document ingestion pipelines, portal integrations, AI-assisted import experiences, and the emerging intelligence layer that makes content extraction smarter and faster This is a strategic and deeply technical leadership role for someone who has solved hard document processing problems before, parsing complex formats, building reliable ingestion pipelines, and applying AI/ML to improve accuracy and reduce manual effort You’ll lead multiple engineering pods, including other managers, and work closely with Product, Data Science, Infrastructure, and Design to shape how customers interact with proposal documents at scale Lead and grow multiple engineering pods, including supporting other managers and technical leads Foster a high-performing, inclusive engineering culture centered on accountability, autonomy, and craft Mentor and develop engineering leaders through coaching, clear feedback, and career investment Attract, retain, and nurture top technical talent Drive the architecture and evolution of Loopio’s document ingestion and processing platform, covering source documents (Word, Excel, PowerPoint, PDF) and customer portal integrations Partner with Data and ML teams to integrate AI-powered extraction, auto-mapping, conditional logic detection, and document understanding models into the import pipeline Make technical decisions that balance short-term velocity with long-term scalability, accuracy, and maintainability Provide hands‑on architectural guidance to ensure robust handling of complex, unstructured, and non‑standard document formats Oversee planning, prioritization, and execution across multiple pods, ensuring delivery against a roadmap that directly impacts customer retention and deal conversion Collaborate with Product and Design partners to translate customer pain points into reliable, intelligent ingestion experiences Proactively manage technical dependencies, risks, and cross‑team coordination - particularly across import, export, and portal integration workstreams Champion high‑quality engineering practices including observability, testing, and performance optimization across ingestion and processing systems Lead incident response and root cause analysis for document processing failures Continuously refine workflows, tooling, and delivery processes for team efficiency Serve as a key technical voice in strategic planning for the RFX I/O Mission Roadmap Collaborate with Data, Infrastructure, and Platform teams on scalable solutions for document parsing, indexing, and content structuring Effectively communicate technical decisions and trade‑offs to stakeholders across the business, including senior leadership Explore and implement AI/ML techniques to improve document understanding, intelligent field extraction, and automation of repetitive manual tasks in the ingestion process Keep up with trends in document AI, unstructured data processing, LLM‑based extraction, and enterprise portal integrations Encourage experimentation in how users interact with complex procurement documents, reducing friction throughout the proposal process #J-18808-Ljbffr