Route
Pick a job to read the details
Tap any role on the left — its description and apply link will open here.
We Are Route
When shoppers hit "buy," a great customer experience doesn’t end, it’s just getting started. For too long, everything after checkout has been the weakest link in ecommerce: confusing tracking, lost or damaged packages, clunky returns, and missed opportunities to turn first-time buyers into lifelong fans. That's why we built Route.
Our mission is simple: we create shopper confidence that fuels brand growth. Route is the leading post-purchase platform for modern ecommerce, trusted by thousands of brands and protecting more than $20 billion in gross merchandise value to date. From package protection and industry-leading order tracking to returns and exchanges, cash back loyalty, and engaging product recommendations, Route brings every moment after checkout into one powerful platform, empowering shoppers with visibility and peace of mind while giving merchants loyalty that lasts well beyond the first sale.
Since launching in 2018, Route has raised over $250 million from leading investors including Craft Ventures, Hedosophia, and Hanaco Ventures, and has grown into a complete post-purchase ecosystem loved by millions of shoppers and the brands they buy from. Throughout that growth, we've stayed committed to building innovative products that empower our customers and to fostering a people-first, values-driven culture that makes Route a place where great work and great people thrive.
We're looking for talented people across the ecommerce space to join us on the next chapter of this adventure. Don't just take our word for it, Discover what life at Route has to offer.
The team
Joining Route's RevOps team means joining a group of curious, driven operators who believe the future of revenue operations is being written right now, and we intend to write it. We pair a people first culture with a relentless commitment to AI innovation, using tools like Claude to eliminate friction, move faster, and make smarter decisions across the entire Revenue motion. We don't just adopt new technology; we find ways to make it work harder than anyone thought possible.
The opportunity
This is not a typical Revenue Enablement role. In this position, you will help shape how our Revenue teams learn, grow, and perform across the entire journey, from onboarding through ongoing skill development to strategic execution.
This is a player coach role where you will be both hands on and strategic. You will design and deliver enablement programs from day one, while also having the opportunity to grow and lead a team as the company scales.
We are looking for someone who has experience in high growth environments and understands how to build for speed while maintaining quality. This could include experience in a post Series growth stage or supporting an organization preparing for an IPO. We value a range of experiences and perspectives that contribute to building effective and scalable programs.
If you enjoy bringing structure to ambiguity, collaborating across teams, and making a direct impact on revenue outcomes, this could be a great fit.
What you’ll do
- 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.
What we’re looking for
- 5- 8 years of Revenue Enablement or Sales Enablement experience, with at least a portion of that time spent in a hands-on, individual contributor capacity — not just managing others.
- Demonstrated player-coach experience: someone who is equally comfortable building a program themselves as they are mentoring and eventually managing a team.
- Experience working at a high-growth startup at Series B stage or later, OR direct experience supporting a company through an IPO or M&A process.
- Proven ability to build enablement infrastructure largely from scratch in a fast-moving, resource-constrained environment.
- Strong command of sales methodologies (e.g., MEDDIC, Challenger, SPICED) and the ability to embed them practically into training and coaching programs.
- Hands-on experience using AI tools — including Anthropic's Claude — to develop content, streamline workflows, or enhance sales team productivity.
- Data-driven mindset with experience defining enablement KPIs and reporting on program impact to senior leadership.
- Exceptional communication and facilitation skills; able to engage, inspire, and hold the attention of a revenue audience.
- Comfort operating in ambiguity, managing competing priorities, and moving fast with incomplete information.
- Experience with enablement platforms (e.g., Highspot, Seismic, Showpad) and CRM tools, particularly Salesforce, is a strong plus.
- Familiarity with ecommerce, SaaS, or marketplace business models is a plus.
Equal opportunity for all
Route is an Equal Opportunity Employer. We embrace diversity and equal opportunity in a serious way. We are committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better our work will be.
Total Rewards
We know our team works best when everyone feels happy, healthy, and supported. We offer to 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: $132,000 - $140,000
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 Routes 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.
Ready to apply?
Apply to Route
We Are Route
When shoppers hit "buy," a great customer experience doesn’t end, it’s just getting started. For too long, everything after checkout has been the weakest link in ecommerce: confusing tracking, lost or damaged packages, clunky returns, and missed opportunities to turn first-time buyers into lifelong fans. That's why we built Route.
Our mission is simple: we create shopper confidence that fuels brand growth. Route is the leading post-purchase platform for modern ecommerce, trusted by thousands of brands and protecting more than $20 billion in gross merchandise value to date. From package protection and industry-leading order tracking to returns and exchanges, cash back loyalty, and engaging product recommendations, Route brings every moment after checkout into one powerful platform, empowering shoppers with visibility and peace of mind while giving merchants loyalty that lasts well beyond the first sale.
Since launching in 2018, Route has raised over $250 million from leading investors including Craft Ventures, Hedosophia, and Hanaco Ventures, and has grown into a complete post-purchase ecosystem loved by millions of shoppers and the brands they buy from. Throughout that growth, we've stayed committed to building innovative products that empower our customers and to fostering a people-first, values-driven culture that makes Route a place where great work and great people thrive.
We're looking for talented people across the ecommerce space to join us on the next chapter of this adventure. Don't just take our word for it, Discover what life at Route has to offer.
The team
Joining Route's RevOps team means joining a group of curious, driven operators who believe the future of revenue operations is being written right now, and we intend to write it. We pair a people first culture with a relentless commitment to AI innovation, using tools like Claude to eliminate friction, move faster, and make smarter decisions across the entire Revenue motion. We don't just adopt new technology; we find ways to make it work harder than anyone thought possible.
The opportunity
As a Revenue Operations Sr. Specialist, you'll own and operate critical GTM processes across systems, reporting, and sales compensation. You'll manage multi-step workflows that span multiple stakeholders, translate business needs into technical requirements, and deliver high-quality work with minimal oversight. This is a high-impact, high-visibility role where you'll proactively identify issues before they become business risks and help keep our revenue engine running smoothly.
What you’ll do
- Run multi-step, cross-functional workflows such as forecast hygiene, WBR prep, and compensation processing
- Own and administer sales compensation programs, including plan design support, attainment tracking, target management, and payout calculations in our compensation platform, such as Salesforce Spiff.
- Scope small-to-medium projects with clear requirements and timelines, from tool fixes and process changes to analytics updates
- Translate business needs into accurate technical requirements within our GTM tech stack and BI tools
- Design and maintain dashboards, reporting packages, and automated workflows with minimal oversight
- Proactively identify system or process issues before they escalate into business risks
- Partner with cross-functional stakeholders (Sales, Finance, CS, Marketing) to align on expectations and deliverables
- Communicate tradeoffs, risks, and timelines proactively to managers and stakeholders
- Partner with Enablement to create training materials and documentation that are adopted across teams
- Perform root-cause analysis across multiple components — data, process, and system logic
- Assist peers in systems outside your direct ownership when needed
What we’re looking for
-
Core Skills & Experience
- 3–5 years in Revenue Operations, Sales Operations, or a related GTM operations role, with a significant portion of that time spent in a hands-on compensation function
- Deep, day-to-day ownership of sales compensation — this means building and maintaining comp plans, managing quota cycles, calculating attainments, reconciling commissions, and resolving disputes at the rep level. Familiarity with comp theory is not enough; we need someone who has done the work
- Direct ownership or heavy administration of a compensation platform such as Spiff, CaptivateIQ, Xactly, or equivalent — you should be able to configure plans, build logic, and troubleshoot without relying on a vendor or another team
- Ability to partner closely with Finance, HR, and Sales Leadership to ensure comp plans are accurately modeled, documented, and paid on time
- Strong Salesforce experience, including object relationships, workflows, validation rules, and dashboards — compensation data lives in SFDC and you'll need to navigate it fluently
- Solid understanding of GTM workflows including routing, quote to cash, forecasting, renewals, and cross-functional handoffs
- Experience with BI tools such as Looker or Tableau for attainment reporting and operational insights
- Ability to identify operational gaps, connect data across systems, and anticipate downstream impacts — especially in compensation logic where errors have direct rep impact
- Clear, structured communicator who can translate complex comp mechanics to non-technical stakeholders and hold a high bar for accuracy and timeliness
GTM Knowledge
- Strong understanding of GTM workflows, routing, quote-to-cash, forecasting, attribution, renewal flows, and SDR → AE → CSM handoffs
- Able to anticipate operational dependencies across GTM teams and proactively address gaps
- Can speak in depth about how system or process changes impact downstream teams
- Understands Route's products and can articulate the value proposition at an advanced level
Communication & Leadership
- Clear, concise, professional and influential communicator who can lead cross-functional conversations to define requirements
- Provides structure and organization in complex discussions; facilitates meetings with clear agendas and outcomes
- Synthesizes information from multiple teams and communicates it effectively to stakeholders
- Offers feedback to peers and guides others through processes
- Treats everyone with respect
- Delivers high-quality work without requiring senior review
Equal opportunity for all
Route is an Equal Opportunity Employer. We embrace diversity and equal opportunity in a serious way. We are committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better our work will be.
Total Rewards
We know our team works best when everyone feels happy, healthy, and supported. We offer to 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: $132,000 - $140,000
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 Routes 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.
Ready to apply?
Apply to Route