Proposify

Title: Demand Generation Manager Location: Remote, Remote, Canada . Job Description: About Proposify At Proposify, we're revolutionizing the way businesses create and manage proposals. Our innovative platform streamlines the proposal process, helping teams craft compelling, professional proposals that close deals faster and with greater success. We pride ourselves on fostering a dynamic, inclusive, and collaborative work environment where creativity and innovation thrive. As we continue to grow and enhance our offerings, we are looking for talented individuals who are passionate about technology and driven by the challenge of making complex processes simple and efficient. Join us and be a part of shaping the future of proposal management! We’re looking for a Demand Generation Manager who can help us generate predictable pipeline and turn demand into revenue. We believe marketing doesn’t stop at the lead, it ends at the deal. This role sits at the intersection of demand generation and performance marketing. You’ll report to the Director of Marketing and partner together to turn ideas into campaigns and campaigns into pipeline. You won’t just plan campaigns or report on performance. You’ll build, launch, test, and optimize quickly—owning the work from strategy through execution while continuously improving how we generate demand and turn it into pipeline. This is a small, scrappy team that’s used to driving big results. You’ll work closely with marketing, sales, and operations, partner with external vendors when needed, and drive campaigns from concept through to pipeline. What You’ll Do (and Love Doing) Own Inbound Pipeline Generation Not just the tactics that feed it, but the strategy behind which levers to pull across both self-serve and sales-led motions. You’ll drive MQL, free trial, and pipeline targets while making demand generation more consistent and predictable over time. Paid Acquisition Build and run paid acquisition across LinkedIn, Meta, Google, and wherever else our audience lives. You’ll develop the strategy, manage the budget, and continuously optimize performance to balance short-term conversion with longer-term demand creation, knowing that not everything should be measured through last-touch attribution. Measure, Optimize, and Scale What Works Use data to understand what’s driving pipeline, where efficiency can improve, and what deserves more investment. You’ll prioritize experiments, continuously test messaging, audiences, offers, and channels, and use modern marketing tools and AI to move faster and smarter. Bring campaigns to life and keep them moving Take campaigns from idea to launch to optimization. You’ll help develop ad creative, write copy for ads, emails, and landing pages, and keep campaigns moving and improving over time. You don’t need to be a designer, but you should never be blocked by not being one. Turn the Funnel into Predictable Revenue Use HubSpot to build lifecycle campaigns, identify drop-off points, and work closely with sales and marketing ops to improve how leads move through the funnel and convert more of them into pipeline. Make Organic a Growth Driver You’ll partner with our SEO agency on strategy while owning execution—building new pages, updating content, improving on-page optimization and ensuring the traffic we earn actually converts. Own Review and Reputation Presence In G2 and beyond, you'll run campaigns to generate reviews, improve our visibility, and make sure we show up credibly when buyers are doing their research. Turn Webinars and Events into Pipeline You’ll support webinars and virtual events as growth channels by driving awareness, registrations, and attendance then own the follow-up that turns engagement into pipeline. Who You Are - 3–5+ years of experience in B2B SaaS demand generation, growth, or performance marketing with a proven track record of generating pipeline - Proven experience both creating demand and capturing it - you’re just as comfortable building the strategy as you are launching and optimizing campaigns yourself - A strong writer with good taste - you know what effective B2B copy looks like and can write ads, emails, and landing pages that actually convert - Creative and self-sufficient - you can develop, test, and refine campaign creative without being blocked by design or production resources - Comfortable owning both strategy and execution - you can zoom out to see what’s working and zoom in to fix what’s not - Experienced across paid acquisition, lifecycle marketing, and campaign execution - You’ve managed paid budgets and understand how to improve CAC, conversion rates, and pipeline efficiency - Analytical, but not overly reliant on rigid attribution models - you understand the role of brand and demand creation alongside performance - Bias toward action - you don’t wait for perfect conditions to launch, test, and learn - Comfortable operating without a large team - you can figure things out and get things live - Strong understanding of B2B buying journeys, including both self-serve and sales-led motions - Collaborative and low-ego - you work effectively with marketing, sales, and operations to drive results Our Benefits Include · Competitive market based salaries · Company provided and paid health benefits from the day you start, paid entirely by Proposify · Virtual Health Care · RRSP matching program from the day you start with no vesting period · Generous Paid Time Off Policy including: 3 weeks of vacation to start; paid sick leave; personal days; birthday leave, company-wide end-of-year holiday break · Flexible working hours so you can do your best work when you are at your best · WFH Stipend setting you up for success! At Proposify, we value and celebrate the diversity of our team and welcome applications from racially visible persons, Indigenous peoples, women in non-traditional positions, persons with disabilities, and persons of the LGBTQ+ community.

Title: Customer Success Specialist Location: remote Remote, ., Canada . full-time Job Description: About Proposify At Proposify, we're revolutionizing the way businesses create and manage proposals. Our innovative platform streamlines the proposal process, helping teams craft compelling, professional proposals that close deals faster and with greater success. We pride ourselves on fostering a dynamic, inclusive, and collaborative work environment where creativity and innovation thrive. As we continue to grow and enhance our offerings, we are looking for talented individuals who are passionate about technology and driven by the challenge of making complex processes simple and efficient. Join us and be a part of shaping the future of proposal management! About the Role We, at Proposify, are passionate about helping sales teams win with better proposals. Our Customer Support Specialists are the frontline heroes, delivering first-class service experiences that help our customers thrive. As a core part of the Customer Success team, you’ll provide responsive, insightful support, assist with onboarding and technical troubleshooting, and collaborate cross-functionally to ensure seamless customer journeys. Your goal: help customers get the most out of Proposify by offering fast, friendly, and effective solutions. ***This is a remote position. To support collaboration with our team, candidates must be able to align their work hours with Pacific Time (PST).*** What You'll Do And Love Doing Customer Support & Ticket Management - Manage the daily support queue in Zendesk, responding to customer inquiries with fast, helpful solutions. - Resolve issues across billing, product, and technical topics with clarity and care. - Process billing-related items including refunds, credits, and invoicing nuances. - Participate in customer conversations as needed. Technical & Integration Support - Troubleshoot integration and API-related issues, including basic debugging using tools like Datadog. - Join customer, sales, or CSM calls to provide deeper technical insight when needed. - Support backend tasks such as ticket routing, SLA segmentation, and Zendesk reporting on a rotating basis. Customer & Internal Training - Deliver onboarding sessions to customers as part of sold training packages - Contribute to internal training, including onboarding new team members and educating on new systems or workflows. Process & Content Enablement - Maintain and contribute to the knowledge base with articles, videos, and helpful self-serve content. - Participate in workflow optimization projects to enhance both customer and team efficiency. - Help manage and enhance the CS Bot to improve self-service and ticket deflection. What We'll Love About You - You have 1–3 years in a customer support, technical support, or SaaS customer success environment. - Proficiency in Zendesk (or similar support platforms), and familiarity with CRM tools. - Clear, empathetic communicator with a knack for simplifying complex topics. - Technical curiosity—comfortable learning how integrations work and explaining them to others. - A team mindset—you thrive in a collaborative, fast-paced environment where everyone pitches in. What You'll Love About Us While Proposify world headquarters is in Halifax, Nova Scotia, we are a 100% remote company with employees working from all over the world. We’ve invested in all of the systems and tools that make remote work enjoyable, productive, and connected. People feel empowered to do their best work and test out ideas. They don’t just ask ‘Why?’ but try ‘Why not?’ We are a team that embraces the new, the maybe, the unknown because we know that’s where growth lies; just beyond our comfort zone, just beyond what the experts say, and way beyond the way- we’ve-always-done-things. Everyone is a leader in their role and has the autonomy and responsibility to contribute, to change, and to challenge. We don’t care how many hours people work, we care about the quality and impact of their work. We get shit done. We get shit done fast. We are not a static company; we are moving forward and continually evolving to make things better for our business and the businesses of our customers. We have flex hours so employees can design their day to work when they’re most productive, and allow for time each day to spend with family and friends, take advantage of nice weather, focus on wellness, and pursue their hobbies and passions. Some Of Our Benefits Include - Competitive market based salaries - Company provided and paid health benefits from the day you start, paid entirely by Proposify - Virtual Health Care - RRSP matching program from the day you start with no vesting period - Generous Paid Time Off Policy including: 3 weeks of vacation to start; paid sick leave; personal days; birthday leave, company-wide end-of-year holiday break - Skills Training Enrichment Program to grow your knowledge and skills within your role - Brightpass (free online fitness and wellness courses) - Flexible working hours so you can do your best work when you are at your best - WFH Stipend setting you up for success! At Proposify, we value and celebrate the diversity of our team and welcome applications from racially visible persons, Indigenous peoples, women in non-traditional positions, persons with disabilities, and persons of the LGBTQ+ community.

Title: Senior Product Designer Location: remote Remote, Canada, Canada . full-time full-time Job Description: About Proposify At Proposify, we're revolutionizing the way businesses create and manage proposals. Our innovative platform streamlines the proposal process, helping teams craft compelling, professional proposals that close deals faster and with greater success. We pride ourselves on fostering a dynamic, inclusive, and collaborative work environment where creativity and innovation thrive. As we continue to grow and enhance our offerings, we are looking for talented individuals who are passionate about technology and driven by the challenge of making complex processes simple and efficient. Join us and be a part of shaping the future of proposal management! About The Role Proposify is looking for a Senior Product Designer to lead the evolution of our habit formation experiences. In this role, you’ll design intuitive, engaging journeys that translate user intent into clear actions, helping new users achieve their desired results and understand where Proposify provides value and how it fits into their work. Collaborating closely with cross-functional partners, you’ll shape and iterate on experiences that guide users from their first interaction through to confident, sustained product usage. This role is ideal for a designer who thrives in fast-paced, ambiguous environments, values user-centered design, and is excited by product-led growth challenges. We’re looking for someone who combines strong product thinking with user research and data insights to identify opportunities across onboarding, adoption, and retention. Focused on helping new users move seamlessly from initial setup to meaningful, value-driven engagement. What You’ll Do (and love doing): - Own initiatives in all aspects of the design process from conception to completion. - Perform thorough research, user testing, and analysis to acquire insights into user behaviors, preferences, and pain points. Use these findings to inform and shape the creation of user-centered design solutions. - Use insights to drive the product strategy and connect design initiatives with business outcomes. - Create deliverables (flows, wireframes, mockups, prototypes, etc) to communicate ideas to users, stakeholders, and developers. - Design elegant solutions that fit within the larger experience and flows, balancing long-term vision with short term execution. - Work independently with developers and product managers to ensure the successful implementation of design solutions, providing guidance and support throughout the development process. - Support design across Proposify through active participation in design critiques, contributing to knowledge sharing within the design team, working sessions, and establishing guidelines. - Level up others on the team through regular coaching, taking the time to educate others, and by suggesting process improvements - Push product level code, review PRs, and prototype in code sandboxes. What We’ll Love About You: - Proficient knowledge of product design, including common interaction patterns and trade-offs, and best practices for responsive web applications. - 7+ years of relevant industry experience. - Background in HCI, Graphic Design, Computer Science preferred. - Experience designing editing software for business users. - Demonstrated experience conducting research as part of a team, interacting with users, synthesizing and presenting findings (Case Studies preferred). - Proven record of designing delightful, thoughtful experiences (Portfolio Walkthrough). - Proficient in UI and using tools such as Figma or similar (Sketch, Adobe XD etc.). - Working knowledge of HTML and CSS, and React. - Have design systems knowledge, understanding, and practice. - Must have the flexibility to adapt to growing technology and market demands. - Strong planning and organizational abilities, including the ability to manage multiple tasks and projects concurrently. - Experience designing for web accessibility that meets WCAG 2.2 level AA compliance. - Competence with software tools such as Figma, Jira, Storybook, and Datadog. What You'll Love About Us While Proposify world headquarters is in Halifax, Nova Scotia, we are a 100% remote company with employees working from all over the world. We’ve invested in all of the systems and tools that make remote work enjoyable, productive, and connected. People feel empowered to do their best work and test out ideas. They don’t just ask ‘Why?’ but try ‘Why not?’ We are a team that embraces the new, the maybe, the unknown because we know that’s where growth lies; just beyond our comfort zone, just beyond what the experts say, and way beyond the way- we’ve-always-done-things. Everyone is a leader in their role and has the autonomy and responsibility to contribute, to change, and to challenge. We don’t care how many hours people work, we care about the quality and impact of their work. We get shit done. We get shit done fast. We are not a static company; we are moving forward and continually evolving to make things better for our business and the businesses of our customers. We have flex hours so employees can design their day to work when they’re most productive, and allow for time each day to spend with family and friends, take advantage of nice weather, focus on wellness, and pursue their hobbies and passions. Our Benefits Include - Competitive market based salaries - Company provided and paid health benefits from the day you start, paid entirely by Proposify - Virtual Health Care - RRSP matching program from the day you start with no vesting period - Generous Paid Time Off Policy including: 3 weeks of vacation to start; paid sick leave; personal days; birthday leave, company-wide end-of-year holiday break - Skills Training Enrichment Program to grow your knowledge and skills within your role - Brightpass (free online fitness and wellness courses) - Flexible working hours so you can do your best work when you are at your best - WFH Stipend setting you up for success! At Proposify, we value and celebrate the diversity of our team and welcome applications from racially visible persons, Indigenous peoples, women in non-traditional positions, persons with disabilities, and persons of the LGBTQ+ community.