• Reporting into the VP & GM, Payments and Fintech you will establish Payments GTM Operations as a new function at Jobber • Identify opportunities, design programs, and run experiments to drive adoption and usage of Jobber's payments products • Mapping and rebuilding the end-to-end customer journey for payments • Experimenting with a range of actions (e.g., incentives) to drive payments adoption and usage • Defining the metrics that matter for payments GTM and holding yourself accountable to them • Building deep working relationships across GTM teams, Product, RevOps, Analytics, etc. • Using data and qualitative insights to find opportunities, size them, run experiments, and measure results • Staying close to what other vertical SaaS and embedded payments players are doing

• Acting as the HRBP to GTM leaders (Sales, CS, Marketing), deeply understanding revenue drivers, segment strategy, and regional expansion plans • Partnering with GTM leadership to translate business goals (quota attainment, pipeline growth, retention) into org design, talent, and performance strategies • Coaching frontline and second-line sales leaders on performance management, accountability, and building high-performing teams in a quota-driven environment • Supporting manager effectiveness in GTM, including inspection rigor, feedback culture, and consistent performance standards across segments (e.g., SDR, AE, CS) • Driving performance management processes (goal setting, reviews, calibration) with a focus on differentiating top vs. low performers in a revenue context • Identifying and addressing performance, retention, and engagement risks within GTM teams using data (attrition, ramp, productivity) • Advising on org structure and coverage models (territories, segments, pods) to support scale and efficiency • Partnering closely with RevOps and Finance to align headcount planning, productivity expectations, and compensation considerations • Leading talent reviews and succession planning for key GTM roles, ensuring strong bench and internal mobility • Supporting onboarding and ramp programs for new managers and leaders in GTM, with a focus on speed to productivity • Managing employee relations issues within GTM teams with sound judgment, balancing business needs, fairness, and risk • Partnering with People Ops on compensation questions, performance philosophy, and scalable programs tailored to GTM needs • Using data and insights to proactively guide decisions, not just respond to issues

• Drive business results by generating new unconventional ideas, testing hypotheses, and analyzing performance • Driving R&D by identifying, developing, and testing new marketing and product “angles” through competitor analysis, quantitative and qualitative research — directly influencing both marketing and product decisions • Building an A/B testing system together with analytics and engineering teams • Collaborating closely with marketing, creative, and product teams to continuously improve acquisition strategy • Conducting market research and constantly generating new ideas and hypotheses

• You’ll own the development and continuous refinement of Cresta’s positioning and messaging for the Insurance industry, translating our platform capabilities into clear, differentiated industry narratives that resonate with buyers, operators, and executives • You’ll help establish Cresta as a thought leader in the Insurance industry, shaping the market conversation around the future of AI-powered customer experience through strategic content, industry events, analyst engagement, and customer storytelling • You’ll develop and maintain deep buyer personas, advancing our internal understanding of Insurance-specific pain points, priorities, and decision dynamics to ensure our messaging drives relevance and confidence in deals • You’ll partner closely across product, sales, solutions, and marketing, serving as the connective tissue to build and execute Insurance-specific go-to-market strategies that accelerate pipeline and revenue growth • You’ll bring new product capabilities and innovations to market through an Insurance lens, leading vertical launches and creating the sales enablement and supporting materials needed to drive adoption and impact • Your deep understanding of what drives our wins and losses across the Insurance industry will help you provide a data-driven point of view to influence product roadmap priorities, sharpen our positioning, and optimize our vertical strategy over time • You love to move fast, get your hands dirty, and solve open-ended problems, balancing strategic thinking with hands-on execution to help Cresta win in the Insurance industry