Job ID: 10170 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Winnipeg, MB; Calgary, AB; Toronto (North York), ON. Working Business Language: English Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan. The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $130,000 - $165,000. Candidates with salary expectations outside of the range are still encouraged to apply. About The Wawanesa Mutual Insurance Company Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada&#x2019;s largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance. In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy. Wawanesa proudly serves more than 1.8 million members and we are home to more than 3,000 employees across Canada. The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change. Learn more at wawanesa.com. We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team. Job Overview The Senior Architect &#x2013; Direct to Market Domain (D2M) partners with Wawanesa business leaders, product owners, and delivery teams to develop and steward the technology roadmap for the D2M domain. Working in close partnership with product owners, delivery leaders, and Technology Platform Architects, this role uses a combination of business and technology expertise to shape domain-level roadmaps, define technology solutions that enable business outcomes, develop high-level solution designs, and ensure D2M solutions are delivered in alignment with enterprise architecture standards and principles. This role reports to an Enterprise Architect within the centralized architecture team and collaborates with peer Domain Architects, Technology Platform Architects, and Enterprise Architects to translate business outcomes into cohesive, standards-aligned technology solutions for Wawanesa. Job Responsibilities <ul><li>Work closely with Wawanesa business and delivery owners to develop the D2M roadmap.</li><li>Collaborate with Enterprise Architecture to define, maintain, and evolve the D2M Technology Strategy, ensuring the domain roadmap aligns with enterprise direction.</li><li>Align technology capabilities, applications, and roadmaps to business capabilities and processes, showing how technology enables the domain.</li><li>Act as a focal point for architecture decisions and product selection across D2M</li><li>Gather solution architecture requirements from business and IT stakeholders, standards, principles, and reference architectures.</li><li>Develop and maintain current-state architecture models across business, application, data, and technology domains.</li><li>Identify business and technology drivers affecting application architecture, including user needs, legacy systems, and non-functional requirements.</li><li>Evaluate options and define target-state architecture based on project objectives and architecture requirements.</li><li>Provide architecture guidance for prototypes, proofs of concept, and models of complex or new designs.</li><li>Collaboration Across the Architecture Team</li><li>Consult Technology Platform Architects to reuse appropriate services, patterns, frameworks, tools, and templates in D2M solutions.</li><li>Collaborate with Technology Platform Architects on external system interfaces using SOA, APIs, and event-driven patterns.</li><li>Work with Enterprise Architecture to align D2M priorities, cross-domain impacts, and roadmap decisions with enterprise direction.</li><li>Mentor architects and aspiring architects to strengthen team capability and consistency.</li><li>Guide D2M delivery teams to align designs and implementations with the target architecture, adapting where solution needs require.</li><li>Ensure D2M solutions comply with enterprise standards and help evolve standards through architecture governance.</li><li>Validate solution designs against best practices and business requirements through reviews and design approvals. </li></ul>Qualifications <ul><li>5+ years of information systems architecture experience.</li><li>10+ years of experience designing and delivering enterprise solutions.</li><li>Bachelor&#x2019;s degree in computer science, an analytical discipline, or equivalent experience.</li><li>Experience in insurance or related platforms is an asset, particularly in digital engagement, distribution, customer, product, policy, or claims domains.</li><li>Solid understanding of architecture frameworks.</li><li>Experience modeling applications, services, systems, and data using modern architecture approaches.</li><li>Experience with enterprise integration, including event-driven architecture, ESB/message brokers, APIs, and web services.</li><li>Expertise designing scalable, usable, cost-effective, multi-domain solutions.</li><li>Experience implementing, configuring, and integrating enterprise commercial off-the-shelf software or SaaS.</li><li>Understanding of AI-enabled solution design for business outcomes.</li><li>Experience with CRM architecture integration is preferred.</li><li>Experience with customer-facing agentic AI solutions is strongly preferred.</li><li>Experience with enterprise business applications, including policy, billing, claims, case management, and workflow, is an asset.</li><li>Ability to translate complex business needs into practical technology direction.</li><li>Ability to balance short-term delivery needs with long-term architecture goals.</li><li>Ability to work effectively in high-trust, fast-moving environments focused on experimentation, accountability, and learning.</li><li>Ability to make sound decisions in complex or ambiguous situations and coach others.</li><li>Expert analytical and problem-solving skills, with the ability to prioritize multiple large initiatives.</li><li>Ability to influence stakeholders and adapt quickly to change.</li><li>Strong stakeholder engagement and negotiation skills.</li><li>Clear and persuasive written and verbal communication skills. </li></ul>Diversity Equity, Inclusion&#x202F;&amp; Belonging At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people &#x2013; this is supported by having a representative workforce. We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas. We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to jobs@wawanesa.com. All Wawanesa job applicants are subject to Wawanesa&apos;s Privacy Policy. Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.

10170: Senior Architect - Direct to Market (D2M)

Information Technology Full-time- Permanent | Hybrid | Winnipeg, MB Does this sound like the right fit for you? To apply, start here:https://canada.gethired.com/a/a55bf088-2521-4142-b5c8-3df9c644e5b1 Doing business to business, person to person. Payworks is a leading workforce management solutions provider and multi-year winner of the Canada&#x2019;s Best Managed Companies program. We are proudly Canadian and committed to developing world-class products and providing a progressive workplace culture where Doing Right by People is our purpose. With clients of all sizes and more than 600 employees, we currently have an exciting opportunity on our Product Management team for the right candidate. Because when it comes to great people, there&#x2019;s always room for one more. Doing Right By People &#x2013; It&#x2019;s What We Do Reporting to the Senior Manager, Product, the Team Lead, Product guides and develops a team of high-performing Associate Product Managers (APMs) working within Payworks&#x2019; AI Product Development Lifecycle (AI PDLC), the operating model that reflects Payworks&#x2019; commitment to building AI-enabled products. This is a player-coach position that combines hands-on product management expertise with people leadership. The Team Lead is responsible for developing each APM along a clear path toward the Product Manager role, building the capabilities it requires: running discovery, creating working prototypes, sequencing delivery into valuable increments, and shipping each release with the telemetry to prove it changed a user outcome.. They support the team&#x2019;s professional growth, ensure high-quality output, and work closely with Product Managers, Designers, Developers, Business Analysts, Product Operations, and other cross-functional partners to enable strategic, AI-embedded, and outcome-driven product decisions. WHY YOU SHOULD CHOOSE PAYWORKS <ul><li>Comprehensive employer paid benefits, including a Health Spending Account, for you and your family and excellent pension plan with employer contributions.</li><li>Plenty of professional development opportunities.</li><li>Community-minded culture &#x2013; Receive two paid days per year to volunteer and lots of opportunity to &#x201C;Pay it Forward&#x201D;.</li><li>Time and flexibility to meet your needs &#x2013; Hybrid work model with flexible work options, plus 3 weeks vacation to start, flex time and parental leave benefits.</li><li>Cool perks &#x2013; Annual Lifestyle Spending Account, fun office environment and events, and more! </li></ul>BUILDING PRODUCT, GROWING PEOPLE &#x2013; IT&#x2019;S WHAT YOU&#x2019;LL DO <ul><li>Coach and grow the team &#x2013; Own the day-to-day coaching, feedback and development of a team of Associate Product Managers. Set growth plans, give stretch assignments that let them run an initiative end to end, and own each person&apos;s path toward the Product Manager role. </li></ul>+ Set the standard for AI-assisted product work &#x2013; This is a player-coach role, so you stay hands-on. You&apos;ll model fluency in AI-assisted prototyping tools and coach your APMs to work directly from prototypes and shared context rather than requirement documents, promoting the tools, templates and frameworks that make the AI PDLC work at scale. <ul><li>Raise the quality bar &#x2013; Review and guide your team&apos;s discovery, prototypes, dev-ready bundles and telemetry plans for data accuracy, relevant insight, sound trust design and clear storytelling. Coach them to sequence by riskiest assumption and keep a live micro-job pipeline running ahead of engineering.</li><li>Shape what gets built &#x2013; Work with Product Managers and the wider product team to re-imagine the client&apos;s workflow, identify and prioritize the client and user problems worth solving, and make sure that prioritization lines up with Payworks&apos; business goals.</li><li>Champion the team and build the practice &#x2013; Act as the link between your APMs and the product and development teams, bring the team&apos;s voice into planning, and partner with Product Operations to codify what works into repeatable practice. Stay current on AI-enabled product management and the HCM industry, and bring what you learn back to the team. </li></ul>What You&#x2019;ll Need To Succeed <ul><li>5</li><li>years of B2B SaaS product management experience with a solid track record as a Product Manager, including products you shipped that changed a measurable user or business outcome. This hands-on experience is what lets you credibly develop APMs on their path to the PM role.</li><li>A genuine appetite for developing people: you build capability and confidence through regular coaching and feedback, and you create a team environment where it&apos;s safe to experiment and learn.</li><li>Fluency in at least one AI-assisted prototyping tool (Claude Code, Replit, Lovable, Cursor or equivalent), and comfort with data and telemetry tools such as SQL, Excel and BI platforms like Tableau or Power BI.</li><li>Telemetry literacy, plus experience designing human-in-the-loop trust into AI-assisted product surfaces: confidence scoring, shadow-run onboarding, progressive-trust unlocks.</li><li>Discovery and delivery fluency: JTBD, opportunity and solution thinking, outcome-based road mapping, and prioritization by risk rather than convenience.</li><li>Strong strategic, analytical and critical thinking, with the ability to turn data into insight people can act on.</li><li>Excellent written and verbal communication, and the storytelling to connect your team&apos;s work to what the business is trying to achieve.</li><li>Comfort in a fast-paced, agile environment with many stakeholders and an evolving operating model. </li></ul>Considered An Asset <ul><li>Prior experience in a formal leadership role.</li><li>Canadian payroll or HCM experience, or product work in another regulated space such as fintech, health, insurance, legal or security.</li><li>Hands-on experience shipping AI products to production, including conversational AI or AI agents. Knows how to work with data science and engineering teams to have real conversations about model trade-offs, capability boundaries, and what it takes to get something into production responsibly.</li><li>Experience shipping an AI- or ML-informed product in production, including hands-on work writing and running evals, assessing model quality, and contributing to trust design. Bonus if you have coached others on how to build and interpret evals as part of a team workflow.</li><li>Familiarity with product management tools such as Jira, Confluence and Figma. </li></ul>We are proud to support a Flexible Work Plan that recognizes the diverse needs and lifestyles of our people. The Team Lead, Product has the option to work fully from the Payworks office in Winnipeg or on a hybrid work model, working in the office at least three (3) days a week. Payworks is committed to providing an inclusive, accessible environment, and collaborating with employees, clients and guests to identify and effectively remove barriers, in a manner that respects the principles of independence, dignity, integration, reasonable accommodation and equal opportunity. Payworks welcomes and encourages applications from all persons. Individuals applying for employment with Payworks may request accommodations at all stages of recruitment and employment from Human Resources. Employees at Payworks&#x2019; come from different backgrounds, and we celebrate those differences. We are looking for the best candidate for this opportunity, but do not expect applicants to meet every qualification in order to be considered. Payworks does not use artificial intelligence (AI) technologies in the screening, assessment, or selection of applicants at any stage of the hiring process. This posting is for an existing vacancy within our team. Team Lead, Product Payworks Payroll Services <ul><li> 80 Payworks Way Winnipeg MB R3Y 2L5 </li><li>204 779-0537</li><li>Send Email</li><li>Visit Website </li></ul>Additional Postings available from Payworks Payroll Services Marketing Performance &amp; Analytics Specialist Digital Content &amp; Media Specialist Business Directory News Releases Events Calendar Hot Deals Member To Member Deals Marketspace Job Postings Contact Us Information &amp; Brochures Join The Chamber Share Print Email Facebook Twitter LinkedIn Tell a Friend

Team Lead, Product

ACCOUNT MANAGER - Client Experience Team Build Trust. Deliver Results. Lead Delivery. The best Account Managers don&apos;t manage accounts.They lead relationships. At Direct Focus, Account Managers are trusted advisors, operational leaders, and problem solvers. They build strong client partnerships, guide projects from idea to execution, and ensure clients receive exceptional value from every engagement. You understand that great client service is about understanding what matters most, bringing clarity to complexity, and helping clients move forward with confidence. If you enjoy building relationships, solving problems, leading teams, and delivering meaningful results, this role may be for you. What We Mean By Great Client ServiceAt Direct Focus, great client service means more than being responsive. It means understanding our clients&apos; businesses, anticipating needs, communicating clearly, creating value proactively, and helping clients achieve meaningful business outcomes.We pride ourselves on being trusted partners&#x2014;not just service providers. We build long-term relationships by combining strategic thinking, operational excellence, and a genuine commitment to helping our clients succeed. What You&#x2019;ll DoLead Client Relationships<ul><li>Serve as the primary day-to-day contact for your clients, building trust and ensuring clients feel supported, informed, and understood.</li></ul>Lead Delivery<ul><li>Coordinate cross-functional teams to ensure projects are delivered accurately, efficiently, and on time.</li></ul>Protect Scope and Margins<ul><li>Own project scope, budget performance, and profitability. Work proactively with clients and internal teams to manage change, align expectations, and ensure engagements remain successful for both the client and Direct Focus.</li></ul>Lead Account Planning<ul><li>Develop annual account plans, lead quarterly business reviews, and help clients connect marketing activity to business objectives.</li></ul>Identify Opportunities<ul><li>Look beyond individual projects and help clients uncover opportunities to improve performance, simplify execution, and create greater business value.</li></ul>Support Team Success<ul><li>Guide Account Coordinators and foster strong collaboration across strategy, operations, creative, production, and client teams.</li></ul> What Success Looks Like<ul><li>Strong client relationships</li><li>Consistent project delivery</li><li>Healthy project margins</li><li>Accurate forecasting</li><li>Successful account planning</li><li>High client satisfaction and retention</li><li>Strong internal team alignment</li></ul> What You Bring<ul><li>4&#x2013;7 years of agency, marketing, client service, or project leadership experience</li><li>Strong communication and presentation skills</li><li>Excellent organizational abilities</li><li>Strong financial acumen and budget management experience</li><li>Ability to balance multiple stakeholders and priorities</li><li>Strong problem-solving skills</li><li>Experience working within collaborative, cross-functional teams</li></ul> Experience in B2B marketing, agency environments, or marketing operations is considered an asset. How You Live Our ValuesOwn It!<ul><li>You take ownership of client commitments, project outcomes, and follow-through.</li></ul>Better 2.0<ul><li>You look for ways to improve processes, strengthen delivery, and create better outcomes.</li></ul>Make Trust<ul><li>You build strong relationships through consistency, transparency, and reliability.</li></ul>Deliver Great<ul><li>You focus on quality, results, and helping clients achieve meaningful business outcomes.</li></ul>Be Human<ul><li>You communicate openly, collaborate effectively, and genuinely care about the success of your clients and teammates.</li></ul> The Kind of Person Who Thrives HereYou:<ul><li>Stay curious</li><li>Build trust quickly</li><li>Communicate proactively</li><li>Focus on solutions</li><li>Think beyond the immediate task</li><li>Connect work to business outcomes</li><li>Take ownership of results</li></ul> Why Direct Focus?For more than 30 years, we&apos;ve helped clients navigate change, solve complex marketing challenges, and achieve meaningful business results.We&apos;re proud of what we&apos;ve built, but we&apos;re always looking for ways to improve, evolve, and create more value for our clients.We combine strategic thinking, operational excellence, technology, and scalable marketing execution to help organizations do more with less.Most importantly, we believe great work starts with great people.You&apos;ll find:<ul><li>Amazing teammates</li><li>Coaching and mentorship</li><li>Training and professional development</li><li>Exposure to national and international brands</li><li>Modern tools and workflows</li><li>Opportunities for growth and advancement</li><li>A culture built on accountability, trust, and continuous improvement</li></ul> How to ApplySubmit your resume and cover letter through the link below.https://forms.monday.com/forms/421188ca7c71246fa71378dd545941ac?r=use1

Latest Remote Jobs inWinnipeg, Manitoba·Project Management

10170: Senior Architect - Direct to Market (D2M)

10170: Senior Architect - Direct to Market (D2M)

Team Lead, Product

Team Lead, Product

Account Manager

Account Manager

Latest Remote Jobs in
Winnipeg, Manitoba·Project Management