GTM Jobs

Extend is building the most accurate document ingestion infrastructure to change how the world's most exciting companies work with unstructured data (e.g. PDFs, Excel, images, etc.). From payment processing to home closings to cancer research and more, AI teams at companies like Square, Zillow, Brex, Flatiron Health, Checkr, and Mercury use Extend to process their most complex documents. We're looking for someone to join our growth team. We have ambitious goals, a process that works, and a GTM organization across sales, marketing, and customer success that's built to support growth. Now we're looking to scale it even further. Why you should consider joining We've grown revenue 15x this year to several million ARR, with our growth continuing to accelerate We have a product loved by 250+ customers from the latest YC batches to some of Americaʼs oldest companies The market for document processing has expanded 1000x due to LLMs, and existing solutions are all low NPS We're punching well above our weight, supporting customer and revenue metrics with half the team size of other startups. Everyone joining at this stage will have outsized impact We have a very talent dense team (e.g. former founders, world record holders) operating in a high performance culture, in-person in NYC, with high equity ownership We're tackling novel, unsolved problems at the intersection of LLMs, complex data processing, and human ↔ AI interfaces We're backed by world class investors, including Y Combinator, Innovation Endeavors, Homebrew, and more Role & Impact Over the next 12 months, more documents will be ingested and processed than all of human history combined. Document processing is blowing up, and everyone is talking about it. We even closed six figures in ARR from a tweet that reached 500k impressions. You'll be the architect of our rocket ship. No growth channel is off limits, and no idea is too wild. Launch creative campaigns that break through the noise: from outbound messages, viral social posts, co-sponsored events & executive dinners, to billboards & subway ads, you will have the budget to bring ideas to life Target and nurture ideal prospect over their entire technical evaluation lifecycle 6 months+) Leverage partner relationships in the start-up space + customers that rave about us Design scalable foundations using cutting-edge tools for analytics, automation, and optimization Work directly with our founding team to define a market category and own the airwaves Ideal Candidate Credentials You've been at high-growth startups and know what "great" looks like. You've operated at a similar stage $120M ARR) before, and have grown a technical product to millions of users You have an affinity for using technical tools (ie Claude Code) in addition to the traditional GTM stack You own your work. Founder mentality and no task is beneath you Benefits Beyond the below, we care deeply about each of our candidates on a personal level. We take the time to understand your needs to craft a package designed for you: Insurance - 90% health insurance premium coverage Relocation - for candidates based outside of NYC Unlimited PTO policy - we trust everyone like owners, take what you need Daily lunch & snacks covered (plus dinner if you're in the office late) - you'll never go hungry and you help pick the snacks Unlimited token / tooling access - no handicaps on your productivity Learning and development investment - we invest heavily in our team and support your growth Extend is an Equal Opportunity Employer. We consider all qualified applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, genetic information, citizenship status, marital status, pregnancy, protected veteran status, or any other characteristic protected by applicable federal, state, or local law.

What we do Adaptive is a vertical AI company of 50, building the agentic operating system for the $2 trillion U.S. construction industry. We work with over 1,000 customers, partner with over 50 accounting firms, and have raised $26m from Emergence, a16z, and other top funds. Why join us? Win a massive category that's up for grabs. Construction is among the least digitized industries left, and no AI king has been crowned. With our momentum, team, and backing, we are in position to be that company Build a moat that compounds. We orchestrate multi-stakeholder workflows across an industry that today runs on paper, email, and phone calls. Every process we manage generates data no one else has. That data makes each new use case easier to expand to, while building a compounding moat Work with the rare team that can pull this off. Winning here takes deep construction knowledge and deep AI fluency in the same room. That intersection is rare, and we have it with backgrounds across finance, technology, and construction Serve the people building the world around you. Your favorite local café. The new house on the corner. The massive new skyscraper at Central Park South. All built by our customers: skilled, creative people who have spent their lives bringing neighborhoods to life     Role Summary As a Customer Success Manager at Adaptive, you'll be the primary advocate, technical partner, and growth driver for our customers from Day 1 onward. Reporting to the Manager of Customer Success and collaborating closely with our existing team of CSMs, you'll own the end-to-end onboarding experience, drive ongoing adoption and value realization, and grow each account by expanding the team of AI agents running their accounting. Adaptive's Project Accounting Agents run construction accounting 24/7, and customers can start with a single agent or hire the full team. A core part of this role is knowing each customer's workflows well enough to spot where an additional agent — a Billings Clerk, an AP Clerk, a WIP and Forecasting Analyst, and beyond — will unlock more value, and then leading that expansion. You'll need to be technical enough to configure agents, guide integrations with customers' PM and ERP systems, and troubleshoot alongside our engineers. Above all, this role is for someone who builds with AI rather than just talks about it — you'll be hands-on with the agents every day, shaping how they map to real customer workflows. This is an individual contributor role with ample opportunity to shape our customer success practices and grow your career alongside a fast-growing team. Responsibilities Onboarding & Technical Implementation Lead kickoff calls, discovery sessions, and training to ensure a smooth, efficient product launch. Own the technical setup: configure agents, connect and validate integrations with customers' PM/ERP systems, and map each customer's accounting workflows to the right agents. Decompose each customer's messy, real-world accounting process into agent logic — defining triggers, tools, approval gates, override paths, and dry-run modes — and decide where automation is safe versus where a human stays in the loop. Customize implementation plans to align with each customer's workflows and objectives. Develop and maintain onboarding materials: guides, checklists, video tutorials, and FAQs. Customer Relationship Management Serve as the day-to-day point of contact and trusted technical advisor. Conduct regular business reviews to track adoption metrics, agent performance, usage patterns, and ROI. Identify at-risk customers early and execute retention strategies to maximize renewals. Adoption & Expansion Own expansion within your book of business: identify where additional agents will drive value and lead the upsell from initial agents to the full team. Analyze customer data and agent output to surface concrete upsell and cross-sell opportunities. Partner with Sales on expansion plays and with Product on feature requests, and carry expansion targets tied to net revenue retention. Champion customer feedback across the organization to inform roadmap priorities. Technical Enablement & Troubleshooting Partner with Engineering to diagnose and resolve agent behavior, output quality, and integration issues. Tune agent configurations, prompts, and workflows as customer needs evolve, and refine agent logic when edge cases surface. Exercise judgment about where automation is performing reliably versus where an output needs human review, and adjust approval gates and override paths accordingly. Translate between customer requirements and technical implementation, so customers always understand what their agents are doing and why. Process Improvement & Automation Continuously refine our success playbooks and workflows for scalability. Build with AI to automate repetitive parts of your own workflow, and partner with Engineering to standardize best practices across the team. Implement metrics and dashboards to monitor health scores, agent performance, and team performance. Cross-Functional Collaboration Work alongside Support and Engineering to resolve complex issues. Liaise with Marketing to develop case studies, testimonials, and referenceable success stories. Share customer insights in weekly leadership meetings to align on strategy. Qualifications AI fluency. You build with AI, not just talk about it. You have hands-on experience using LLMs as a working instrument — prompt engineering, agent architecture, and skill/workflow design. You know how to decompose a messy human process into agent logic (triggers, tools, approval gates, override paths, dry-run modes), and you have judgment about where automation is reliable versus where it needs a human in the loop. 3+ years of SaaS Customer Success, Onboarding, or Enablement experience. Demonstrated track record of managing full-lifecycle customer relationships and driving both retention and expansion revenue (upsell/cross-sell). Technical aptitude: comfortable configuring software, working with integrations and APIs, reading and interpreting data, and troubleshooting technical issues directly with customers and engineers. Exceptional verbal and written communication skills, with an ability to simplify complex technical concepts. Data-driven mindset; comfortable using CRMs, reporting tools, and customer health platforms. Highly organized, self-starter attitude; thrives in a fast-paced, evolving environment. Bonus: experience in construction, real estate, accounting, or related verticals; familiarity with PM/ERP systems (e.g., Procore, Sage, QuickBooks); or a background working with AI/automation products. What We Offer Competitive salary plus meaningful equity Comprehensive health, dental, and vision insurance 401(k) match and flexible PTO policy A seat at the table in a rapidly scaling fintech startup Unlimited opportunities for professional growth and leadership In-Office Mandate This role requires you to work Monday–Thursday in our Boston office located at 10 High Street.

About the Company Rain makes the next generation of payments possible across the globe. We’re a lean and mighty team of passionate builders and veteran founders. Our infrastructure makes stablecoins usable in the real-world by powering card transactions, cross-border payments, B2B purchases, remittances, and more. We partner with fintechs, neobanks, and institutions to help them launch solutions that are global, inclusive, and efficient. You will have the opportunity to deliver massive impact at a hypergrowth company that is funded by some of the top investors in fintech, crypto, and SaaS, including Sapphire Ventures, Norwest, Galaxy Ventures, Lightspeed, Khosla, and several more. If you’re curious, bold, and excited to help shape a borderless financial future, we’d love to talk. Our Ethos We believe in an open and flat structure. You will be able to grow into the role that most aligns with your goals. Our team members at all levels have the freedom to explore ideas and impact the roadmap and vision of our company. About the Role Rain is seeking a detail-oriented, passionate Implementation Manager to join our team. In this role, you will be a key player in integrating enterprise clients, leveling up our onboarding process across our platform, and helping train product analysts. You will work closely with cross-functional teams including operations, compliance, and sales to ensure that our partners have a seamless experience and are fully supported in leveraging our offerings. What You’ll Do Facilitate the integration of key company accounts into the platform, ensuring a smooth transition and troubleshooting any issues Collaborate with internal teams to understand customer needs and tailor solutions to ensure successful onboarding Analyze product performance and track metrics to identify opportunities for improvement during the onboarding process Train product analysts on onboarding best practices Support the design of onboarding workflows for new business customers Provide data-driven insights to enhance the user experience and ensure companies are making the most out of Rain's products Work with product managers to define business requirements for onboarding and create user stories Use analytics tools to track and measure the success of onboarding processes and report key findings to stakeholders What we're looking for Bachelor's degree in Business, Analytics, Economics, or a related field 4-8 years of experience in a product analyst or similar role, preferably at a Fintech or BaaS company Strong analytical and problem-solving skills, with the ability to work with complex data sets Experience with product analytics tools Excellent communication skills and ability to work cross-functionally with diverse teams Ability to work independently and take ownership of tasks while collaborating with team members Nice to have, but not mandatory Experience in the financial services or credit card industry Familiarity with SQL and other data query tools Knowledge of customer onboarding best practices in a tech-driven environment Things that enable a fulfilling, healthy, and happy experience at Rain: Unlimited time off 🌴 Unlimited vacation can be daunting, so we require Rainmakers to take at least 10 days off. Flexible working ☕ We support a flexible workplace. If you feel comfortable at home, please work from home. If you’d like to work with others in an office, feel free to come in. We want everyone to be able to work in the environment in which they are their most confident and productive selves. New Rainmakers will receive a stipend to create a comfortable home environment. Easy to access benefits 🧠For US Rainmakers, we offer comprehensive health, dental, and vision plans for you and your dependents, as well as a 100% company subsidized life insurance plan. Retirement goals 💡Plan for the future with confidence. We offer a 401(k) with a 4% company match. Equity plan 📦 We offer every Rainmaker an equity option plan so we can all benefit from our success. Rain Cards 🌧️ We want Rainmakers to be knowledgeable about our core products and services. To support this mission, we issue a card for our team to use for testing. Health and Wellness 📚 High performance begins from within. Rainmakers are welcome to use their card for eligible health and wellness spending like gym memberships/fitness classes, massages, acupuncture - whatever recharges you! Team summits ✨ Summits play an important role at Rain! Time spent together helps us get to know each other, strengthen our relationships, and build a common destiny. Expect team and company off-sites both domestically and internationally.