Take Your Career to New Heights with Loopio

• 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.
• 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.
• Experience with structured and unstructured document formats (DOCX, XLSX, PPTX, PDF) and their parsing challenges.
• Background in ML/AI pipelines applied to document processing, OCR, or NLP-based extraction.
• Experience with SaaS platforms, especially multi-tenant architectures.
• Prior work on products where accuracy and user trust in automated processing were critical success metrics.
• Loopio is a remote-first workplace because we recognize the advantages of working flexibly. We are HQ'd in Canada, with established hub regions around the world where we hire from.
• Our employees (or Loopers, as we call ourselves!) live and work in 🇨🇦 Canada (British Columbia and Ontario), 🇬🇧 London, and 🇮🇳 India (specifically in Gujarat, Maharashtra, and Bengaluru).
• The majority of our team is based in ON and BC, which means these employees live and work remotely within a 300km radius of Toronto (within Ontario) and Vancouver (Within BC).
• We offer flexible co-working locations available to Loopers in ON and BC. Those based in ON have the option of working out of our convenient co-working space located in the heart of Downtown Toronto and a 12-minute walk from Union Station. BC Loopers have the option to work centrally in Vancouver. It is whatever works best for you!
• You'll collaborate with your teams virtually across the UK, India, and North America (we're just a Zoom call and Slack message away!) with core sync hours and focus time for headsdown work 🙇🏾 during the workday
• We encourage asynchronous collaboration to effectively work as a global #OneTeam!
• Your manager supports your development by providing ongoing feedback and regular 1-on-1s, we leverage Lattice https://lattice.com/e-lp/talent-products?utm_source=google&utm_medium=paid-search&utm_campaign=NOAM_Google_Search_Brand_Core_Tier_1__OCT-Conv-Test-HR&utm_adgroup=Brand_Core_Tier_1&attribution=lattice-mktg&_bt=645279480236&_bk=lattice&_bm=p&_bn=g&_bg=149106216630&cq_src=google_ads&cq_cmp=19577143427&cq_con=149106216630&cq_term=lattice&cq_med=&cq_plac=&cq_net=g&cq_plt=gp&qgad=645279480236&qgterm=lattice&gad_source=1&gclid=Cj0KCQiA-5a9BhCBARIsACwMkJ4OzbQBp30JTrxoLWSv3ht4C0NBeu9uyrTE7GCIu8D_lqBGuC3CG7kaAiWnEALw_wcB for our 1:1s and performance conversations
• You will have the opportunity to elevate 🪄 your craft and the opportunity to explore your creativity, with a dedicated professional mastery allowance for more learning support! We encourage experimentation and innovative thinking to drive business impact.
• We offer a wide range of health and wellness benefits https://loopio.com/perks-benefits/ to support your physical and mental well-being, starting day 1️⃣ with Loopio.
• We'll set you up to work remotely with a MacBook laptop 🍏, a monthly phone and internet subsidy, and a work-from-home budget to help get your home office all set up.
• You'll be joining a supportive culture that has thoughtfully built out opportunities for connections in a remote first environment.
• Participate in 🎤 townhalls, AMA (Ask-Me-Anything), and quarterly celebrations to celebrate the big wins and milestones as #oneteam!
• Our four active Employee Resource Groups https://loopio.com/annual-deib-report/ offer opportunities for employees to learn and connect year-round.
• You'll be a part of an award-winning workplace 🏆with an opportunity to make a big impact on the business.