Guild

Financial Planning and Analysis

• Collaborate with leadership and cross-functional partners to develop long range strategy, annual operating plans, and KPIs across the business.
• Lead cross-functional initiatives to improve our systems, processes, and reporting.
• Structure Guild’s Rhythm of Business (RoB) for the leadership team, including monthly and quarterly business reviews.
• Support preparation for our Quarterly Business Reviews and Board of Directors meetings.
• Analyze business and performance trends to provide actionable insights and decision support to Guild’s leadership team, and translate strategy into effective execution.

Strategic Planning Manager

Business Development Rep

• Drive Pre-Opportunity Outreach: Develop and execute outreach strategies for net new priority accounts within your territory.
• Conduct a Multithreading Approach: Through different channels, you’ll support the active (already in pipeline) opportunities in your territory by finding new decision makers, influencers and key intel stemming from detailed persona and account research that can drive velocity in the sales cycle. This is a critical part of your role with strong expectations of driving a consistent and creative approach that can be scaled across the business.
• Collaborate Across Teams: Partner with sales, marketing, and product teams to make informed decisions and drive territory success. This role is the top insight driver for our cross functional partners and has high expectations to share knowledge and findings in a consistent manner.
• Execute Targeted Outreach: Use phone, email, LinkedIn, event follow-ups, and additional creative methods to secure discovery meetings and perform qualification efforts.
• Perform and Document Persona & Extensive Account Research: Deliver competitive intelligence, priority insights and strategic information/analysis to contribute to the overall GTM strategy. Create extensive account plans and identify detailed strategy for priority accounts.
• Leverage Pre-Sales Tools: Utilize tools such as Outreach.io, Highspot, LinkedIn Sales Navigator, ZoomInfo, Salesforce, Gong and Vidyard to optimize your work.
• Collaborate with Marketing: Position marketing content and resources to drive engagement and interest, while driving registration and performing follow up for in person and virtual events. Address inbound engagements within your territory and share trends with the team.
• Manage Seller Relationships: Support 2-4 sellers, opening doors and scheduling meetings to grow their books of business. Consistently document, share and present critical findings and progress for your territory, informing decisions for your account team, and the overall business. Extensive account management and planning is a top expectation for this role.

Business Development Representative

Product Marketing

• Lead ongoing customer, market, and competitive research within your assigned vertical—translating insights into actionable recommendations that shape messaging, GTM strategy, and sales enablement. Bring sharp perspective on buyer pain points, industry dynamics, and emerging opportunities that Guild can uniquely address.
• Own the creation, refinement, and articulation of Guild’s industry positioning—ensuring clarity, differentiation, and resonance with HR, L&D, and executive buyers. Build narrative-driven assets that bring this story to life, from messaging frameworks and executive guides to external-facing decks. Extend Guild’s voice through high-impact channels such as events, webinars, and thought leadership platforms to drive demand and shape the market.
• Partner with Sales, Enablement, Customer Success, Product, and Brand to activate industry messaging across all GTM motions. Ensure a unified, powerful story across campaigns, pitches, events, and webinars—directly supporting pipeline growth and sales momentum.
• Serve as a trusted partner to Sales, Customer Success and Product leaders. Surface industry insights that inform product roadmap decisions, identify vertical use cases, and guide long-term go-to-market strategy. Measure and optimize messaging effectiveness to ensure impact on pipeline and revenue.

Senior Product Marketing Manager

Product Manager

• Principal Product Manager for Guild Grow, serving as a strategic and influential product leader for Guild’s premier product line.
• Orchestrate highly cross-functional initiatives, manage complex dependencies across multiple teams, and shape how employers and employees engage with education benefits globally.
• Report to a member of Guild’s product leadership team; craft vision, align stakeholders, and ensure flawless execution at scale.
• Shape organizational strategy by establishing trusted relationships with executives, senior leaders, and key external partners; synthesize insights to inform strategic direction and build alignment.
• Define and articulate long-term vision for the Professional Grow product; lead quarterly product roadmaps; drive complex discovery and solution design; use experimentation and data insights to sharpen product-market fit.
• Orchestrate execution across multiple product teams and initiatives; implement systems for tracking dependencies, risks, and progress; oversee strategic resource allocation and resolve critical execution challenges.
• Engage in technical architecture discussions; apply advanced data analysis techniques; identify areas for technical optimization.
• Mentor and coach product managers and cross-functional leaders; empower teams to take ownership of learning and encourage experimentation.

Principal Product Manager

Marketing Operations

• Own marketing technology, analytics, and data governance to power the marketing engine
• Lead reporting and analytics across the full marketing and revenue funnel, delivering dashboards, campaign performance reports, and actionable insights
• Monitor SLAs, conversion rates, and pipeline metrics to identify opportunities for growth and efficiency
• Build and evolve multi-touch attribution models to measure impact across the GTM journey
• Establish and oversee marketing data governance policies to ensure data accuracy, consistency, and compliance
• Address issues related to deliverability, automation reliability, and data quality
• Architect and manage Guild’s marketing technology stack, including marketing automation platforms, CRM integrations, and personalization tools
• Drive system selection, implementation, integration, and budgeting to optimize performance and scalability
• Optimize lead scoring, lead flow, and routing to maximize sales team efficiency and conversion rates
• Partner with demand generation and digital marketing teams to enable campaign execution through audience segmentation, automation, and reporting best practices
• Manage, mentor, and grow a team of marketing operations professionals across B2B and B2C
• Act as a strategic advisor to cross-functional stakeholders, driving data-driven decision making and marketing best practices
• Report to the VP of Performance Marketing and provide hands-on leadership for a small team building scalable infrastructure and ensuring seamless marketing execution

Director, Marketing Operations

DevOps Engineer

Guild is hiring a Senior DevOps Engineer. As a Senior DevOps Engineer, you will lead and optimize Guild’s centralized cloud infrastructure, automation frameworks, and operational reliability.
Collaborate with engineering squads to improve DevOps adoption and own the core infrastructure and operational platforms that power Guild’s AWS environments, CI/CD pipelines, monitoring systems, and security frameworks.
Partner with development teams to enhance deployment workflows and reduce operational friction.

Senior DevOps Engineer

Account Executive

• Guild is hiring a dynamic and strategic Strategic Account Director (Healthcare) to drive new business acquisition by advocating for the strategic value of education benefits to enterprise healthcare organizations
• Initiate and maintain senior-level client relationships, understand their unique business goals, and close net new business
• Navigate complex sales structures end-to-end, utilizing strategies such as prospecting, call planning, account planning, and organizational mapping to drive positive outcomes
• Build relationships with C-suite executives and senior level leaders at enterprise healthcare organizations to identify opportunities and drive revenue growth
• Partner with internal teams (e.g., BDR, ABM) to prospect and maintain a robust pipeline of opportunities
• Use data-driven insights to craft tailored solutions that address operational, clinical, or administrative challenges in the healthcare sector
• Design and deliver customer-facing presentations and proposals focused on tangible outcomes and value
• Cultivate internal champions within accounts to ensure broad support and alignment on decision-making processes
• Work cross-functionally with internal partners to design tailored programs, deliver executive presentations, and scope projects aligned with healthcare organizations’ needs
• Lead contract negotiations for sophisticated, high-value deals
• Develop detailed account plans and executive briefing documents to guide account strategy and pipeline management
• Adapt strategies based on evolving offerings and market conditions