Lead Staff Software Engineer at Portless | Remote

Role overview Portless is looking for a Lead Staff Software Engineer to play a key role in advancing its logistics and supply chain platform. This remote position is open to candidates based in Canada. The role focuses on leading complex technical initiatives, shaping system architecture, and mentoring engineering teams. Collaboration with leaders across Portless ensures that technology choices align with business objectives. Expertise in system design, performance optimization, and new technologies will help define the next phase of the platform. What you will do Design and develop scalable, maintainable software to address logistics and supply chain needs. Establish technical strategy and set development best practices for multiple engineering teams. Mentor engineers, supporting both their technical and professional growth. Work closely with product managers and stakeholders to deliver solutions that support business goals. Ensure software products are reliable, secure, and deliver strong performance. Review code and maintain high standards for code quality and processes. Assess and implement new technologies to enhance efficiency and system capabilities. Contribute to strategic planning and help shape the product roadmap in alignment with company priorities. About Portless Portless develops technology for modern logistics and supply chains. The team values innovation, technical leadership, and a focus on delivering high-quality software. Joining Portless means contributing to smarter, more efficient movement of goods worldwide.

At Portless, we are at the forefront of revolutionizing the logistics and supply chain industry through innovative technology solutions. We are seeking a skilled Senior Software Engineer to join our vibrant team and contribute significantly to the design and development of state-of-the-art software applications that optimize our operations and elevate our service offerings. In this role, you will work closely with cross-functional teams to deliver high-quality software solutions that align with customer expectations and industry standards. Your contributions will span the entire software development lifecycle, from initial concept through deployment, ensuring our applications are both functional and scalable. Your technical expertise will be instrumental in advancing our automation and optimization initiatives, ultimately enhancing the efficiency of our logistics processes. If you are passionate about technology and eager to make a difference in a transformative organization, we invite you to join us at Portless, where flexibility and creativity converge to redefine logistics solutions.

About PortlessAt Portless, we are revolutionizing the logistics landscape for direct-to-consumer (DTC) brands by providing a tech-driven third-party logistics (3PL) solution that enables swift shipping from Asia to customers globally, typically within 5-9 days. Our innovative approach is designed to replace the outdated 60-90 day ocean freight model, offering brands a more efficient, flexible, and cash-flow-friendly fulfillment system.As a venture-backed company experiencing rapid growth, we serve a diverse range of customers, from apparel to consumer electronics brands, across more than 55 countries. Our mission is to make global fulfillment as seamless as domestic shipping, ensuring our clients can thrive in the ecommerce space.The RoleAs an integral part of our expanding outbound sales team, you will be one of the pioneering Business Development Representatives (BDRs) at Portless, playing a crucial role in shaping our sales strategy.Your primary responsibility will be to identify, engage, and qualify DTC ecommerce brands that stand to gain from our direct fulfillment model. Collaborating closely with Account Executives, you will contribute to building a robust sales pipeline across our SMB ($2M-$5M GMV), Mid-Market ($5M-$10M), and Enterprise ($10M-$25M) segments.This position demands a dual focus on proactive outreach and strategic thinking. Successful BDRs will not only book meetings but will also uncover critical pain points related to inventory lead times, cash flow, and international expansion, setting our AEs up for success.What You'll DoConduct multi-channel outreach to prospect and qualify new DTC brands through cold calls, personalized emails, LinkedIn, and innovative tactics.Research target accounts to deeply understand their fulfillment processes, product offerings, and challenges.Collaborate with AEs to devise account strategies and ensure smooth transitions.Become well-versed in Portless's platform, competitive landscape, and the DTC fulfillment market.Consistently meet monthly qualified pipeline targets to achieve your goals.Maintain rigorous documentation in HubSpot, ensuring good CRM practices to analyze what strategies work best.Work with the team to refine messaging, targeting, and outreach tactics as we develop our outbound playbook.What We're Looking ForMust-haves:1-2+ years of outbound BDR/SDR experience in B2B SaaS or tech-enabled services.Ability to make 70+ calls per day and thrive in high-volume prospecting environments.Proven track record of meeting or exceeding quotas in an outbound-focused role.Familiarity with sales tools such as HubSpot, Lemlist, LinkedIn Sales Navigator, and ZoomInfo (or equivalent).Excellent communication skills, capable of conveying value to founders, operators, and supply chain decision-makers.A self-motivated individual who excels in a remote work setting without the need for micromanagement.Nice-to-haves:Experience in selling to ecommerce, DTC, or retail brands.Knowledge of logistics, supply chain, or the 3PL industry.A background in working with high-growth startups or innovative tech companies.

About PortlessPortless is a leading global logistics innovator that is transforming the Direct Supply Chain. By utilizing an advanced multi-warehouse network, we enable brands to achieve global growth while eliminating the challenges associated with international fulfillment. Our unique approach replaces logistical stress with a premium onboarding experience, allowing our clients to turn intricate global operations into a significant competitive edge.About the RoleAs the Implementations Engineer, you will serve as the technical and operational lead responsible for onboarding merchants onto the Portless platform. This position is pivotal in delivering a top-tier onboarding experience—anticipating merchant needs, configuring complex integrations, and ensuring operational readiness for a successful Day 1 execution. You will not be merely a SaaS consultant; instead, you will act as a logistics architect, possessing a deep understanding of data flow from the warehouse floor to the cloud.Your Responsibilities1. Ritz-Carlton Onboarding & Project ManagementProvide White-Glove Guidance: Oversee the complete onboarding process, offering tailored support and establishing project milestone expectations.Implement Execution Plans: Create comprehensive plans to ensure timely and within-scope project completion.Maintain Proactive Communication: Provide regular updates to stakeholders, identifying potential issues before they escalate.2. Technical Integrations & Data MigrationLead System Integration: Facilitate the integration of client ERP/OMS systems with Portless through API and EDI protocols.Ensure Data Integrity: Manage the migration of SKU and inventory data, confirming correct format mapping and accuracy validation.Troubleshoot Technical Issues: Address complex challenges during the setup of Shopify configurations and custom integrations.3. Operational Readiness & Inventory InboundingValidate Warehouse Processes: Collaborate with Operations to confirm workflows for receiving, picking, and packing.Coach on Supplier Orchestration: Guide merchants on product best practices, labeling, and inbound routing for efficient receiving.Optimize Physical Layout: Ensure packing stations and replenishment strategies are tailored for the merchant's needs.4. Launch Excellence & Knowledge TransferGuarantee Zero-Defect Launch: Lead the transition from sandbox to production, ensuring all technical and operational criteria are met with impeccable accuracy.Develop Technical Documentation: Create detailed merchant-specific SOPs and technical guides, and conduct formal handover sessions with the Hypercare and Customer Success teams for long-term stability.Provide Post-Launch Support: Act as the primary technical contact during the initial

About ClutchClutch stands as Canada's premier online used car retailer, offering a seamless car-buying experience that empowers drivers to explore a wide selection of vehicles from their homes. With the added convenience of door-to-door delivery and the assurance of our 10-Day Money-Back Guarantee, we prioritize customer satisfaction and peace of mind.Recognized as one of Canada's Top Growing Companies for two consecutive years and featuring on LinkedIn's list of Top Canadian Startups, we are eager to welcome inquisitive, dedicated, and ambitious individuals to our expanding team.Founded in 2017 and headquartered in Toronto, Clutch has garnered support from prestigious investors including Canaan, BrandProject, Real Ventures, D1 Capital, and Upper90. To explore more about us, visit clutch.ca.TechnologyUtilizing a full TypeScript stack for both front-end and back-end development, including legacy JavaScript.Front-end development with a ReactJS application featuring functional components and the Context API.Back-end operations utilizing ExpressJS alongside PostgreSQL and Sequelize ORM.Implementing a microservices architecture with Docker, Terraform, AWS ECS, and various AWS services.Facilitating interservice communication through RabbitMQ and Apache Kafka.About the RoleClutch is in search of a Staff Software Engineer / Engineering Lead to spearhead technical excellence, deliver intricate solutions, and influence the trajectory of our platform. This pivotal role demands leadership skills and a commitment to collaborative problem-solving.

We are seeking a talented Staff Software Engineer to join our innovative team at Blackpoint Cyber. This is a fully remote position, allowing you to work from the comfort of your home in Canada. As a crucial member of our engineering team, you will lead the design and development of cutting-edge cybersecurity solutions, ensuring that our clients are protected against ever-evolving threats.

Join Confluent as a Staff Software Engineer and become an integral part of our mission to transform the way enterprises leverage data. In this role, you will work collaboratively with a talented team to design, develop, and deploy cutting-edge software solutions that enhance our streaming platform.We are looking for individuals who are passionate about technology and thrive in a fast-paced, innovative environment.

Optro serves as a trusted platform for audit, risk management, ESG, and InfoSec, supporting over half of the Fortune 500 and seven of the top ten companies. With annual recurring revenue exceeding $300M, Optro’s technology is recognized for reliability and customer satisfaction, as reflected in reviews on G2.com and Gartner Peer Insights. The company has earned a spot on Deloitte’s list of North America’s fastest-growing tech companies for seven consecutive years. Innovation, collaboration, and community involvement shape the culture at Optro. The team values breaking down barriers and helping each other succeed, creating an environment where learning and growth are constant priorities. Role overview The Staff Software Engineer, Issues, works remotely from anywhere in Canada. This senior position leads complex and strategic engineering projects within the Issues team. The role blends technical leadership with hands-on development, focusing on building scalable systems and designing new product features. Mentoring others and supporting a culture of continuous improvement are central to the job. While collaboration is key, the ability to drive work independently is also essential. What you will do Design, build, and deliver product features from start to finish Create clear and thorough design documentation Mentor and support junior engineers Lead architectural decisions for applications Troubleshoot and resolve software defects Develop back-end APIs using Node.js Work with the Ember single-page application (SPA) front-end Collaborate with engineers, designers, and product managers Contribute to Agile software development practices

Join our team at Blackpoint Cyber as a Staff Software Engineer, where you will play a crucial role in developing innovative cybersecurity solutions. You will collaborate with a talented team to design, implement, and optimize software systems that protect our clients from evolving cyber threats.

Join AuditBoard as a Staff Software Engineer specializing in issues and take your career to the next level! In this pivotal role, you'll be instrumental in developing innovative software solutions that drive efficiency and improvement across our platforms. Collaborate with a talented team of engineers and contribute to our mission of providing the best audit management software in the industry.

Optro supports audit, risk management, ESG, and InfoSec needs for a wide range of major enterprises, including a significant number of Fortune 500 companies. With a strong presence in North America and consistent industry recognition, the company continues to grow and values teamwork, creative problem-solving, and meaningful results for clients. Role overview This remote Staff Software Engineer position centers on leading the Issues product area at Optro. The role blends technical leadership with hands-on engineering and mentorship. The person in this role will architect scalable systems, guide project direction, and help shape new product features. Success in this position requires a balance of collaboration and independent initiative, along with an interest in understanding and improving the company's products. What you will do Design, build, and launch product features from initial concept through release Write clear and detailed design documentation Mentor junior engineers and provide technical support Make architectural decisions for applications Identify and resolve software bugs Develop back-end APIs using Node.js Contribute to front-end development for the Ember Single Page Application Collaborate with engineers, designers, and product managers Participate in Agile development practices Requirements Experience leading technical projects and mentoring engineers Strong background in architecting scalable systems Proficiency with Node.js for back-end development Familiarity with Ember or similar front-end frameworks Comfort working both independently and as part of a team Interest in learning about and improving software products This role is open to candidates based in Canada and is fully remote.

Join our dynamic team at MaximusTribe as a Lead Software Engineer / Technical Lead Manager in Growth! In this fully remote role, you will play a pivotal part in driving innovative growth strategies through cutting-edge software solutions. Your leadership will empower a talented team of engineers to develop and optimize our software products, enhancing user experience and driving business success.Key responsibilities include overseeing project lifecycles, mentoring junior engineers, and collaborating with cross-functional teams to deliver high-quality software solutions. Your expertise will guide the team in adopting best practices and implementing effective development methodologies.

Join AuditBoard as a Staff Software Engineer specializing in architecture, where you will play a pivotal role in shaping our innovative software solutions. As part of our fully remote team based in Canada, you will collaborate with talented engineers and product teams to design robust, scalable architectures that enhance our products and services.Your expertise will guide our technical direction and ensure we continue to deliver exceptional value to our clients. If you are passionate about creating high-quality software and driving architectural excellence, we want to hear from you!

About FoundThe self-employed workforce is a vibrant and rapidly expanding community of 60 million Canadians. However, self-employment poses unique challenges such as managing taxes, accounting, bookkeeping, and business banking. Found is here to address these challenges.At Found, we are dedicated to creating innovative tools that provide self-employed individuals with the security and peace of mind typically reserved for larger corporations. Our business banking solutions automate tax management and expense tracking, empowering small business owners to focus on their passions rather than their financial burdens.We invite compassionate, resourceful, and driven individuals to join us in establishing a comprehensive safety net for self-employed people.About This RoleOur engineering team plays a crucial role in transforming our product ideas into solutions utilized by tens of thousands of users weekly. We oversee the entire lifecycle from product development to ensuring robust and efficient technical operations.The Platform team focuses on maintaining the reliability and security of our systems while delivering an exceptional experience for both users and engineers. This small yet impactful group has a wide-ranging influence across reliability, security, compliance, and developer experience, supporting an engineering organization of over 30 members.We are in search of a Staff Software Engineer who excels at balancing rapid progress with safety, possesses a deep understanding of SLOs and SLAs, and has a proven track record of scaling systems effectively.We highly value engineers who can drive technical vision, mentor peers, and design scalable systems to match our growth trajectory. If you have questions, please include them in your application.Daily ResponsibilitiesArchitect future iterations of our critical systems such as databases and distributed jobs while considering our scaling requirements.Design and implement developer tools that enhance safety, reproducibility, and ease of deployment.Champion excellence in observability and monitoring, guiding incident response to ensure swift issue resolution and a positive on-call experience.Collaborate with engineering teams to uphold high technical quality across our systems while addressing technical debt, upgrades, and platform enhancements.Mentor engineers on designing reliable, fault-tolerant systems that can scale effectively.

Exciting OpportunityJoin Kin as a Staff Software Engineer and play a pivotal role in shaping the future of our Ruby on Rails platform. You'll lead the technical direction, design scalable systems, and mentor fellow engineers while developing innovative products that redefine the insurtech landscape.About UsAt Kin, we simplify the lives of homeowners by providing affordable, transparent insurance solutions. Founded in 2016, we leverage advanced technology and data-driven insights to create products that empower homeowners, especially in high-risk climates. Our remote-first culture includes Kinfolk across 35 states, serving customers in 13 states. Our dedication to sustainable growth and customer satisfaction has earned us numerous accolades, including recognition from Built In Chicago and Forbes.We are committed to fostering a workplace where meaningful work leads to real impact for our customers, communities, and each other. Be a part of our journey and help us continue to grow and innovate. For more information about our mission and values, check us out at kin.com.Your RoleAs a Staff Software Engineer, you'll be at the forefront of scaling our architecture and engineering practices. Your expertise in full-stack development will influence our technical strategy, enabling us to build robust, reliable, and scalable systems. This is not just about coding; you will define standards, guide architectural decisions, and ensure our projects align with business goals.

Are you a passionate and innovative software engineer looking to make a significant impact? Join Twilio as a Staff Software Engineer (L4) and be part of a team that empowers developers and businesses to create seamless communication solutions. In this role, you will leverage your expertise to drive the development of cutting-edge software products while collaborating with a diverse team.

Toast IQ seeks a Staff Software Engineer to help shape and enhance software that supports customers directly. The team emphasizes practical solutions and a commitment to steady improvement. This position is fully remote and open to candidates based anywhere in Canada. Key responsibilities Design, build, and maintain software that strengthens the Toast IQ product suite Tackle projects focused on making the customer experience better Use technical skills to deliver dependable, high-quality code Work closely with teammates to address real-world challenges Location This role is remote within Canada. Team members collaborate virtually from across the country.

Since its inception, Fivetran has been dedicated to simplifying and ensuring reliable access to data, akin to the reliability of electricity. Our customers benefit from seamless data integration into their warehouses, ready for querying without the burden of engineering or maintenance. We take pride in empowering organizations to become genuinely data-driven through our innovative technology.About the RoleWe are seeking a Staff Software Engineer to join our Reverse ETL product engineering team.Previously known as Census, we became part of Fivetran in May 2025 to enhance our warehouse-first data movement solutions. We are now integrating our product into the Fivetran dashboard, delivering top-tier data activation capabilities to all our clients.In this role, you will be instrumental in embedding data activation features into the Fivetran platform across various aspects such as user interface, authentication, billing, data models, and more. As a senior member of a diverse and collaborative agile team, you will work alongside engineers of varying experience levels.This is a full-time position based in our Toronto office. We offer a hybrid work model that combines remote flexibility with in-person teamwork, including two days a week in the office to foster connections and collaboration.

At Webflow, we are shaping the future of digital experiences with our innovative AI-native platform. As a remote-first company founded on principles of trust, transparency, and creativity, we are dedicated to empowering individuals and businesses alike. Our mission is to democratize web development, enabling everyone—from budding entrepreneurs to large enterprises—to design, launch, and optimize their digital presence without obstacles. We envision a web that is more open, creative, and equitable, and we are committed to building this future collaboratively.We are seeking a passionate and skilled Staff Software Engineer to join our Applied AI team. In this role, you will play a pivotal part in developing generative AI-powered features that enhance speed, creativity, and quality in website building and design. Collaborating closely with product and machine learning engineers, product managers, and designers, you will identify and implement AI-driven solutions that elevate the user experience on Webflow. Join us in fostering an environment that emphasizes excellence, care, and curiosity.

Narvar is on an exciting growth trajectory! We are seeking a talented Staff Software Engineer to develop innovative product features that enhance the customer experience. In this pivotal role, you will shape the future of our web application by collaborating with a diverse team of Engineers, Designers, Product Managers, and engineering leadership. You will spearhead process improvements that boost team efficiency and expedite product development. As a Staff Engineer, you will cultivate a strong engineering culture focused on product excellence by mentoring engineers at all levels.Key ResponsibilitiesDesign the architecture of new product platforms aimed at driving business outcomes while enhancing existing systems.Implement scalable architecture and collaborate with a committed team on impactful projects.Write high-quality, modular, and functional code.Promote best practices in system design, coding, performance, and testing.Contribute to the development of a highly concurrent and distributed system.Create and define architectural models and roadmaps for applications and software components to meet business and technical needs, ensuring consistent usability across products and domains.Engage with cross-functional stakeholders including Product, Design, Sales, and Engineering Leadership to translate business requirements into actionable plans.Mentor junior engineers on design, coding, and troubleshooting.