PointOne

| About PointOne PointOne is reinventing how law firms operate. Our AI-powered timekeeper helps attorneys capture billable time automatically and provides rich insights that transform how legal work is managed. We’re a venture-backed startup (Y Combinator, Bessemer, 8VC, General Catalyst) made up of engineers (Google, Applied Intuition, Stanford) and ex-attorneys. Following an excellent seed round and rapid customer adoption, we’re expanding our customer success team to keep up with demand. Who you are You have: 3+ years of experience in enterprise or mid-market SaaS sales Proven success closing complex, multi-stakeholder deals Experience selling into professional services (legal, finance, consulting) or similarly complex verticals Strong communication skills that resonate with both C-level executives and hands-on operators A disciplined, data-driven approach to pipeline management and forecasting A builder’s mindset—you’re excited to design the sales motion as much as to execute it Comfort navigating ambiguity Why you should join Growth: Work directly with founders to design and scale our sales process. You’ll gain deep exposure to legal technology, enterprise sales strategy, and the business of law while owning revenue goals and customer relationships. Impact: You’ll be selling a product that delivers hard ROI and real adoption inside law firms. Early customers have become investors. You’ll shape how we engage firms and define our go-to-market motion. Support: We’re committed to building a supportive culture. Our team values openness, high feedback, and continuous learning. You’ll have direct access to founders and the product team to turn customer insights into action. What you’ll do Own the full sales cycle—from prospecting to close and expansion Run discovery to identify key customer pain points and craft tailored strategies Deliver compelling demos and ROI presentations that connect technical value to business outcomes Navigate complex procurement and legal processes with confidence Drive pilots and proofs of concept toward successful conversion Lead commercial negotiations, from pricing to contract signature Build and execute account plans for expansion within existing firms Partner with Product and Solutions Engineering to ensure smooth handoffs and fast time-to-value Refine and scale the playbooks and processes that are driving PointOne’s growth This is intense early-stage startup work; the person we hire is expected to step up as an owner, bring structure to ambiguity, and play a key role in forming the company’s vision and culture. The compensation for this position is determined by multiple factors, including prior experience and expertise. Total OTE for this role is expected to be between $180-200K. A competitive equity component will also be offered as part of the package. Benefits include comprehensive health, dental, and vision insurance, as well as meals in office, regular team events, and more!

| About PointOne We're building an AI system to automate the business of law. The business of law is rapidly evolving under the influence of AI. We’re using AI timekeeping—and the rich data stream it generates—to help firms transition businesses into the AI era. Our team is a mix of legal, AI, and startup backgrounds from Fenwick & West, Applied Intuition, and Google. We recently raised a seed round from Y Combinator, Bessemer, 8VC, General Catalyst, and several of our early customers (who asked to invest after using the product). We are getting strong pull from the market and can’t keep up with the volume of customers we need to onboard and support — this is where you come in. Who you are You have 3+ years of experience in customer success, account management, or client-facing roles in a fast-paced, high-growth tech company — ideally in legal tech or other vertical SaaS. You have: A passion for building deep, trusted relationships with customers Excellent communication and problem-solving skills Experience managing B2B customers with complex workflows or integrations A proactive mindset — you don’t wait for problems to be reported; you anticipate them Experience working with product and engineering teams to represent the voice of the customer The ability to distill and prioritize customer feedback into concrete action plans An interest in AI and the future of professional services You’re excited to work in-person at an early-stage company, help define the customer experience from the ground up, and be the connective tissue between users and product. What you’ll do You’ll join the founding team and be the primary point of contact for our law firm customers. You’ll work closely with the founders, engineers, and product team to ensure users are successful and delighted with PointOne. To accomplish this, you will: Build strong relationships with users — from paralegals to managing partners Manage our pilot process to ensure we convert prospective customers into closed contracts Lead onboarding and training sessions to ensure successful adoption Be the first line of support when issues arise — and coordinate resolution with engineering Proactively check in with accounts to uncover pain points, usage gaps, and upsell opportunities Document user feedback and partner with product/engineering to influence the roadmap Own customer metrics such as retention, engagement, and satisfaction Help turn our customers into champions This is going to be intense early-stage startup work; the person we hire is expected to become a leader and help form the company’s vision and culture. Day in the Life As our first Customer Success Manager, you’ll be constantly interfacing with customers and our team to ensure we’re delivering massive value. Here’s a typical day: 10:30 AM. Join a standing check-in call with one of our largest firms, where a billing manager shares that they’re confused about how categories are mapped in the reports. You share your screen, walk them through it, and identify a UI tweak that would help. 11:45 AM. Sync with an engineer to flag a billing export issue one firm ran into — and help them test a fix before it goes live. 1:15 PM. Draft a short email update to all customers about a new Slack integration. Include a quickstart video and links to help docs. 2:30 PM. Host a training for a new firm that’s just onboarded 20 associates. You run the group through a walkthrough of the desktop app and how it tracks billable time — and answer questions in real time. 4:15 PM. Look through usage analytics for a firm that’s been quiet lately. You spot a drop in adoption and set up a call with their admin. 5:45 PM. Join the founders and a few engineers to talk through a new account health dashboard you proposed. 6:30 PM. Add the final touches to a “Top 10 Tips” PDF for new users — it’ll go into your onboarding playbook for new admins.

| About PointOne We're building an AI system to automate the business of law. The business of law is rapidly evolving under the influence of AI. We’re using AI timekeeping—and the rich data stream it generates—to help firms transition businesses into the AI era. Our team is a mix of legal, AI, and startup backgrounds—from Fenwick & West, Applied Intuition, and Google. We recently raised a seed round from Y Combinator, Bessemer, 8VC, General Catalyst, and several of our early customers who asked to invest after using the product. We’re growing fast and need someone to scale with us. This is your opportunity to help drive PointOne’s momentum—and build the systems to support it. Who You Are You bring 4-8 years of experience in high-intensity sectors—startups, consulting, strategy, or operations—where execution and ambiguity go hand-in-hand. You thrive in chaos, find order in complexity, and own outcomes from start to finish. You also have: A builder’s mindset: when there’s a gap, you fill it—whether that means owning a key hire, running a customer call, or executing a new marketing campaign Relentless ownership: if you’re on it, it happens. No details slip through the cracks The ease of toggling between big-picture strategy and hands-on execution Proven ability to drive cross-functional initiatives with multiple stakeholders Comfort with data, research, and structured thinking to drive clarity Clear, concise communication—written, verbal, and visual Excitement to be in the trenches with the founders, in-person, at a high-velocity early-stage company What You’ll Do You’ll be a force multiplier for the founding team—scaling their capacity by 2x. You’ll bridge big-picture goals with flawless execution. You’ll be responsible for the execution of critical projects ranging from talent acquisition to client-facing operations, and those priorities will change rapidly as the company grows. You will: Drive company-level initiatives to completion—OKRs, launch plans, and priority workstreams Own cross-functional projects end-to-end—from sales and ops to fundraising and product launches Serve as a thought partner to the founders—aligning strategy, goals, and resourcing Step into mission-critical gaps—from leading customer calls to refining fundraising materials Build minimal, high-leverage processes to keep teams aligned and operating at speed Track and surface key metrics and insights to drive accountability across the organization Manage relationships with investors, advisors, and partners, representing the founders when needed Support team growth by driving critical parts of hiring—from drafting JDs to coordinating candidate flow—so we attract and close top talent quickly Create leverage everywhere—write, synthesize, and structure so the team can scale without sacrificing clarity Day in the Life As our first Chief of Staff, your day will shift fluidly between strategy and hands-on execution. A day might look like this: 9:00 AM. Partner with a founder on a critical hire—drafting the JD, designing interview structure, and ensuring the candidate experience is seamless 11:00 AM. Jump into a sales expansion conversation, take notes on pain points, and immediately draft a memo with next steps for our product and ops teams 1:00 PM. Roll out a streamlined OKR tracking framework to align the team on the quarter's top priorities 2:30 PM. Work with Product to translate customer feedback into a prioritized roadmap for the next release 4:00 PM. Review and resolve redlines on a partnership agreement with outside counsel to keep the deal moving forward 6:30 PM. Over dinner with the team, debrief strategic initiatives and brainstorm how to systematize onboarding as new hires join in the coming months

| About PointOne We're building an AI system to automate the business of law. The business of law is rapidly evolving under the influence of AI. We’re using AI timekeeping—and the rich data stream it generates—to help firms transition businesses into the AI era. Our team is a mix of legal, AI, and startup backgrounds from Fenwick & West, Applied Intuition, and Google. We recently raised a seed round from Y Combinator, Bessemer, 8VC, General Catalyst, and several of our early customers (who asked to invest after using the product). We are getting strong pull from the market and can’t keep up with the volume of customer demands — this is where you come in. Who you are You have 2+ years of experience in full-stack engineering, building products in a fast-paced startup environment. You have: A CS degree from a top university Significant experience at venture-backed startups and/or big tech companies Strong product sense High degree of ownership and the ability to operate autonomously Demonstrated experience in growing, building, and scaling the codebase of high-growth startups You're excited to work in-person at an early-stage company, talk to customers and get your hands dirty across a variety of products and domains. What you'll do You will work with the founders and early employees to build a category-defining product, continue scaling it to massive enterprises, and become a leader in the organization. To accomplish this, you will own and ship products. You’ll talk to customers throughout the day over Teams, video and phone calls. You’ll listen to their needs and develop a plan based on the highest priority items. You’ll ship code to execute on the plan. We put new code into production multiple times per day. We’ll do this every day, together, in-person, because we understand that every minute counts in the early days of a startup. This is going to be intense early-stage startup work; the person we hire is expected to become a leader and help form the company’s vision and culture. Our tech We have a fully serverless backend built on top of AWS, consisting of a collection of Go microservices. We use React/Typescript to build client applications across web, desktop, and mobile. We create our own RAG pipelines. Day in the life As a founding engineer, every day you’ll need to build fast and well with a laser-focus on customer impact. Here’s a typical day: 9:30 AM. Join a call with a managing partner at a law firm (“KAJ Law”) that recently started using PointOne. They ask if our system integrates with Slack, but it does not. After the call, you draft a plan for the new feature—depending on the priority, you might target a same-day turnaround. 11:27 AM. As we’re working, we see that we’re running into a capacity issue causing a slowdown for some users. All hands on deck to figure out what’s going on and resolve the issue. 2:43 PM. Slack communication feature is complete. Deploy new code and email the team at KAJ Law to let them know about the new capability. 3:00 PM. Lead a new-customer onboarding call, taking note of the user’s reaction to the product. 5:45 PM. Team dinner. We chat about life, news, work, etc. 6:23 PM. With the big hurdles of the day overcome, time to go heads down see if we can incorporate vision models to improve the automated billing assistant.