Route

• Design and manage scalable compensation programs including base pay, commissions, bonuses, incentives, and SPIFs aligned to Route’s business goals. • Lead administration and optimization of sales and customer success compensation plans, including modeling, forecasting, payouts, and performance analysis. • Partner cross-functionally with Revenue Leadership, Finance, RevOps, HR, and Recruiting to support compensation strategy, budgeting, hiring, and retention initiatives. • Conduct compensation benchmarking, analytics, and reporting to evaluate program effectiveness, market competitiveness, and pay equity. • Own key compensation operations including merit cycles, bonus planning, commission rollouts, mid-year adjustments, and governance processes. • Improve compensation systems, automation, and processes while maintaining a high level of accuracy, confidentiality, and operational excellence.

Role Description Route is looking for a strategic and analytical Manager of Revenue Compensation to help design and scale compensation programs that support high-performing teams and drive business growth. - Design and manage scalable compensation programs including base pay, commissions, bonuses, incentives, and SPIFs aligned to Route’s business goals. - Lead administration and optimization of sales and customer success compensation plans, including modeling, forecasting, payouts, and performance analysis. - Partner cross-functionally with Revenue Leadership, Finance, RevOps, HR, and Recruiting to support compensation strategy, budgeting, hiring, and retention initiatives. - Conduct compensation benchmarking, analytics, and reporting to evaluate program effectiveness, market competitiveness, and pay equity. - Own key compensation operations including merit cycles, bonus planning, commission rollouts, mid-year adjustments, and governance processes. - Improve compensation systems, automation, and processes while maintaining a high level of accuracy, confidentiality, and operational excellence. Qualifications - 8+ years of experience in compensation, including sales compensation and incentive program administration. - Experience designing and managing commission structures, bonus programs, and SPIF initiatives in fast-paced environments. - Strong analytical, modeling, and forecasting skills with advanced Excel proficiency and experience using compensation or reporting tools. - Ability to partner cross-functionally with Finance, RevOps, HR, Recruiting, and business leadership to drive compensation strategy and operational execution. - Strong understanding of compensation benchmarking, market data, and scalable compensation frameworks. - Exceptional attention to detail, sound judgment, and ability to handle highly sensitive and confidential information. - Excellent communication, stakeholder management, and problem-solving skills. - Experience in SaaS, fintech, technology, or other high-growth environments preferred. - Familiarity with compensation systems, Salesforce, Tableau, AI tools, and workflow automation technologies preferred. Benefits - Pay 95% - 100% of your health insurance premiums for you and your family. - Remote or hybrid work arrangements. - Unlimited PTO. - 401k matching. - Formalized growth opportunities. - Learning & development. - DEI programs & events. - And so much more. Pay Transparency Salary for this role: $163,000 - 172,000. The cash compensation above includes base salary and is not reflective of potential commission for employees in eligible roles, or annual bonus targets under Route’s bonus plan for eligible roles. In addition to cash compensation, all Route employees are eligible to participate in Route's equity incentive plan to receive stock options per the terms of the agreement. Some roles may also be eligible for overtime pay. Individual compensation packages are based on a few different factors unique to each candidate, including their career level, skills, experience, specific geographic location qualifications, and other job-related reasons.

• Define and execute Route's Customer Success strategy, ensuring merchants realize long-term value from their partnership with Route • Lead, coach, and develop a high-performing team of Customer Success Managers, fostering a culture of accountability, growth, and customer obsession • Own key business metrics, including net revenue retention, renewals, expansion opportunities, and overall portfolio health • Build and scale customer success programs, playbooks, and engagement models that support merchants across a range of segments and needs • Partner with Revenue Operations to establish the processes, tools, and reporting needed to drive efficient execution and informed decision-making • Serve as the voice of the customer, translating merchant feedback into actionable insights for Product, Marketing, and Operations • Collaborate closely with Sales, Onboarding, Product, and Revenue leaders to create a seamless customer experience and identify growth opportunities • Represent Customer Success in strategic planning and leadership discussions, helping shape Route's broader revenue and retention strategy

• Own the team’s roadmap end-to-end across backend platform systems, APIs, and data infrastructure, balancing reliability, platform enablement, and new capability development. • Partner closely with engineering leadership to shape architectural direction, including API design, schema governance, and event-driven system patterns. • Drive prioritization across cross-functional platform requests, helping establish scalable, durable solutions rather than one-off implementations. • Collaborate with data and analytics teams to support warehouse and infrastructure needs, including decisions around event structures, identifiers, and data emission strategy. • Lead product coordination during incident response, helping drive prioritization and decision-making when critical systems are impacted. • Create clear technical documentation, including PRDs and architectural decision records, to support long-term system scalability and maintainability. • Translate complex technical concepts and platform investments into clear business impact for cross-functional and executive stakeholders. • Navigate complex tradeoffs across scalability, speed, reliability, and long-term platform health in a fast-moving environment. • Contribute to a collaborative team culture through thoughtful communication, strong technical judgment, and a long-term mindset focused on building sustainable systems.

• Design and manage scalable compensation programs including base pay, commissions, bonuses, incentives, and SPIFs aligned to Route’s business goals. • Lead administration and optimization of sales and customer success compensation plans, including modeling, forecasting, payouts, and performance analysis. • Partner cross-functionally with Revenue Leadership, Finance, RevOps, HR, and Recruiting to support compensation strategy, budgeting, hiring, and retention initiatives. • Conduct compensation benchmarking, analytics, and reporting to evaluate program effectiveness, market competitiveness, and pay equity. • Own key compensation operations including merit cycles, bonus planning, commission rollouts, mid-year adjustments, and governance processes. • Improve compensation systems, automation, and processes while maintaining a high level of accuracy, confidentiality, and operational excellence.

• Operational Partnership: Act as the dedicated finance partner for department leads and business partners broadly across the organization, imparting financial intelligence to drive cost efficiency gains and manage their spend envelope. • Process Evolution: Act as the catalyst to mature and grow our FP&A muscle. Identify and implement tools to automate repetitive reporting, moving us toward a more real-time 'Continuous Accounting' environment. • The Backbone: Own, manage, and administer our internal financial reporting, modeling, and forecasting tools which provide the scaffolding over which our financial insights and reporting are communicated. • The Blueprint: Help facilitate the annual budgeting process and monthly rolling forecasts, ensuring alignment between departmental spend and our long-term strategic goals. • Financial Intelligence: Dig into our data, analyzing key financial performance indicators (customer profitability, CAC, LTV, retention, etc). Translate, interpret, and communicate the key takeaways behind massive datasets into narratives that tell the story behind the numbers. • Strategic Modeling: Build complex, dynamic financial models to evaluate new market entries, product launches, and capital allocation strategies.

• Design, build, and deploy AI-powered workflows and agentic systems that automate complex, multi-step internal processes • Identify high-impact opportunities for automation by partnering cross-functionally with teams across the organization • Develop scripts, integrations, and system-to-system connections that enable seamless data flow and task execution • Leverage LLMs and emerging AI tooling to create intelligent, scalable solutions that reduce manual work and increase efficiency • Own projects end-to-end from discovery and design through implementation, testing, and iteration • Deliver high-quality, production-ready code with the same rigor and standards as the broader engineering team • Collaborate with Product, Data, and Engineering partners to prioritize, build, and continuously improve solutions • Contribute to a culture of innovation, transparency, and direct feedback while exploring new ways AI can transform how we work

• Build and maintain ELT pipelines that ingest data from systems. • Co-own the mapping and migration of source data into the new 3NF EDW, ensuring data integrity, reducing redundancy, and maintaining automated unit and data tests. • Develop data observability processes and monitoring dashboards to track pipeline health, freshness, and data quality across Databricks. • Build new data and AI-powered tooling to improve the productivity of the data engineering team and broaden self-service data access for Route employees and external partners. • Help harden the Integration Pipeline by automating deployment of shared staging and production infrastructure for new pipelines and managing dependency updates for dbt and CI templates. • Support the full migration from Snowflake to Databricks, targeting completion by end of Q2 2027, including reporting services and ingest/egress jobs. • Coordinate with engineering, analytics, product, and business teams to define and prioritize data requirements and ensure end-to-end data lifecycle coverage for existing and new products. • Champion data democratization, help establish a company-wide data retention policy, and expand the foundation for a self-service Silver layer (EDW) that serves as a single source of truth.

• Own Route's external channel strategy end to end. Identify, prioritize, and execute across the channels that will drive the most awareness and qualified interest (owned, paid search, social, content, marketplace listings, and beyond). • Create high-quality content across formats, such as blog posts, product release notes, newsroom updates, ad copy, landing pages, and listing copy for platforms like the Shopify App Store and G2. • Plan, launch, and manage paid campaigns across Google Ads, LinkedIn, and other channels, optimizing toward MQLs and pipeline contribution. • Build and grow Route's organic social presence, starting with LinkedIn, with an eye toward testing new platforms. • Develop and maintain Route's presence on third-party review and marketplace platforms, ensuring our positioning is sharp and our listings drive consideration. • Collaborate with Product Marketing to turn product launches, customer wins, and company news into campaigns that generate real momentum. • Build a culture of measurement and learning into operational execution, running A/B tests across channels, landing pages, creative, and messaging. • Monitor, analyze, and report on campaign and channel performance. • Stay current on growth marketing trends, tools, and tactics while leveraging AI and new ideas to maximize effectiveness.

• Own the full enablement lifecycle — from new hire onboarding and ramp programs to ongoing training, certification, and skill development for Sales, Account Management, and other Revenue-facing teams. • You'll design, build, and personally deliver programs while simultaneously laying the foundation for a scalable enablement function that can grow with the team. • Develop and execute a Revenue Enablement strategy aligned to company goals, sales methodology, and key performance metrics, in close partnership with Revenue leadership. • Build and maintain a content library of playbooks, battle cards, competitive intelligence, objection handling guides, and onboarding curricula that equip sellers to perform at their best. • Partner cross-functionally with Sales, Marketing, Product, and RevOps to ensure the Revenue org has timely, accurate, and actionable information at every stage of the buyer journey. • Instrument and measure enablement effectiveness — tracking ramp time, productivity metrics, training completion, and revenue impact to continuously improve programs. • Leverage AI tools, including Anthropic's Claude, to accelerate content creation, personalize learning pathways, and automate routine enablement workflows. • Support readiness initiatives tied to company growth milestones, including potential M&A integration or IPO preparation, ensuring the Revenue team is aligned, informed, and performing. • Identify and implement enablement technology (LMS, sales readiness platforms, content management tools) that scale with the organization's needs.