Collective

Lead and mentor engineering team while contributing technically and managing projects. | 8-10+ years software engineering with 2+ years management and deep full-stack technical proficiency. | About Collective: Collective is on a mission to redefine the way businesses-of-one work. Our technology and team of trusted advisors help members achieve financial independence by taking care of everything from business incorporation to accounting, bookkeeping, tax services, and access to a thriving community, all in one integrated platform. We believe in empowering self-employed people to enjoy the same tax savings that big companies get, so they can focus on their passion, not paperwork. Featured in Forbes, Business Insider, Yahoo, Bloomberg, Financial Times, TechCrunch, and more. We are backed by General Catalyst, Sound Ventures, QED Investors, Google’s Gradient Ventures, Expa, and other investors who have financed iconic companies like YouTube, Substack, Twitch, Box, Hims, Instacart, and Lyft. About the role: We’re hiring an Engineering Manager to build and evolve the core product experiences that power Collective’s member platform. This is an engineering leadership role with high ownership across Product, Design, and Operations to lead the teams to ship fast and iterate based on real customer needs. You’ll be expected to encourage the use of modern AI tools and agent-based workflows to accelerate development, improve code quality, and unlock new product capabilities. What you'll do: Act as a player-coach, balancing hands-on technical contribution and people leadership Lead, mentor, and grow IC’s, fostering a culture of high-performance and empathy. Work with teams of talented engineers, product managers, and designers to deliver a robust platform. Define, own, and ensure the timely delivery of complex, multi-disciplinary, and highly visible engineering projects. Drive clarity about architecture, design, and product decisions across teams, utilizing full-stack capability (e.g., Python/Django backend, React frontend). Manage team processes and interface effectively with non-technical stakeholders, including Operations teams. Contribute to engineering-wide initiatives and drive conversations from engineering teams to executive leadership. What you'll bring: 8-10+ years of software engineering experience, including at least 2+ years of management experience. Technical depth to drive end-to-end systems ownership, including architecture, design, and data modeling. Demonstrated success in operating as a player-coach, maintaining hands-on technical proficiency. Experience managing a team that has delivered a great product with solid foundations. Organizational leadership experience, including experience collaborating with non-technical stakeholders and weighing tradeoffs. A track record of encouraging a healthy work environment that is both supportive and challenging. What we offer: Hybrid Work Model: Based in San Francisco with a balance of in-office and remote flexibility. Fresh Lunch: Provided on in-office days. Commuter Support: $150 monthly reimbursement for transit expenses. Health & Wellness: $200 quarterly reimbursement to support your well-being. Time Off: Flexible PTO plus 14 company holidays. Comprehensive Coverage: 100% medical, dental, and vision for employees; 75% coverage for dependents. Parental Leave: 16 weeks fully paid. Retirement & Ownership: 401k plan plus an equity package. Team Connection: Quarterly virtual events and an annual in-person summit.

Build and scale accounting product systems focusing on transaction pipelines and member-facing bookkeeping experiences with AI-powered workflows. | 3–4 years production experience with Python, Django, React, SQL, AI developer tools, and handling complex financial data. | About Collective: Collective is on a mission to redefine the way businesses-of-one work. Our technology and team of trusted advisors help members achieve financial independence by taking care of everything from business incorporation to accounting, bookkeeping, tax services, and access to a thriving community, all in one integrated platform. We believe in empowering self-employed people to enjoy the same tax savings that big companies get, so they can focus on their passion, not paperwork. Featured in Forbes, Business Insider, Yahoo, Bloomberg, Financial Times, TechCrunch, and more. We are backed by General Catalyst, Sound Ventures (Ashton Kutcher and Guy Oseary), QED Investors, Google’s Gradient Ventures, Expa, and other investors who have financed iconic companies like YouTube, Substack, Twitch, Box, Hims, Instacart, and Lyft. About the role: We're hiring a Software Engineer to help build and scale the systems that power Collective's accounting product, the connection between our members' bank activity, bookkeeping, and tax outcomes. You'll work across the stack on the platform that automates reconciliation, ingests transaction data from our banking and accounting partners, and turns raw financial activity into clean, member-ready books. This is a product engineering role with real ownership, working closely with Product, Design, Operations, and our in-house accounting team to ship fast and iterate based on member and operator feedback. You'll be expected to use modern AI tools and agent-based workflows to accelerate development, improve code quality, and unlock new product capabilities. This role is ideal for engineers who are hungry to grow into broader ownership, think in terms of outcomes, and see AI as a core part of how software gets built today. What you'll do: Build and ship features across the accounting product - from member-facing reconciliation and bookkeeping experiences to internal tooling that powers our accounting and bookkeeping operators Work on the integration layer between Collective and our partners that includes extending APIs, handling edge cases, and improving data reliability Improve the transaction pipeline that flows from bank feeds through our accounting platform into our data layer, including reliability, observability, and drift detection between source and destination Own well-scoped features end-to-end with support from senior engineers to define the approach, build, deploy, instrument, and iterate Partner with Product, Design, and Operations to translate accounting workflows into clean software, and surface engineering tradeoffs early Use AI-powered development tools (copilots, code agents, agent workflows) day-to-day to move faster and cut manual overhead Clear communication and collaboration skills across technical and non-technical partners Demonstrated ability to integrate AI agents and automation into development workflows and product features What you'll bring: 3–4 years of experience building and shipping production software in a product-focused environment Solid fullstack engineering skills (e.g., Python, Django, React, or similar modern frameworks) Experience integrating with third-party APIs and working with messy, real-world data Hands-on use of AI developer tools (copilots, code agents) in your day-to-day workflow — not just experiments Ability to take a well-scoped problem and drive it to a shipped, instrumented solution with light guidance Good product and UX instincts to make sensible scope tradeoffs and ask the right clarifying questions before building Clear written and verbal communication, especially when explaining tradeoffs to non-engineering partners Familiarity with SQL and working with data warehouses (BigQuery a plus) Interest in the accounting / fintech / payroll domain, or a track record of getting up to speed quickly in a new domain What we offer: Hybrid Work Model: Based in San Francisco with a balance of in-office and remote flexibility. Fresh Lunch: Provided on in-office days. Commuter Support: $150 monthly reimbursement for transit expenses. Health & Wellness: $200 quarterly reimbursement to support your well-being. Time Off: Flexible PTO plus 14 company holidays. Comprehensive Coverage: 100% medical, dental, and vision for employees; 75% coverage for dependents. Parental Leave: 16 weeks fully paid. Retirement & Ownership: 401k plan plus an equity package. Team Connection: Quarterly virtual events and an annual in-person summit.

Lead vision, strategy, and roadmap for core platform and AI integration, ensuring adoption across product teams. | 7+ years in product management or technical roles with AI integration experience and ability to define technical standards. | About Collective: Collective is on a mission to redefine the way businesses-of-one work. Our technology and team of trusted advisors help members achieve financial independence by taking care of everything from business incorporation to accounting, bookkeeping, tax services, and access to a thriving community, all in one integrated platform. We believe in empowering self-employed people to enjoy the same tax savings that big companies get, so they can focus on their passion, not paperwork. Featured in Forbes, Business Insider, Yahoo, Bloomberg, Financial Times, TechCrunch, and more. We are backed by General Catalyst, Sound Ventures (Ashton Kutcher and Guy Oseary), QED Investors, Google’s Gradient Ventures, Expa, and other investors who have financed iconic companies like YouTube, Substack, Twitch, Box, Hims, Instacart, and Lyft. About the role: We're hiring a Product Lead for our Core Platform to architect the connective tissue of the entire Collective member experience. This role owns the horizontal infrastructure — the unified task system, dashboard, messaging layer, and core UI components — that every vertical product at Collective is built on top of. Reporting directly to the CEO, you'll define and build a function that doesn't yet exist, embedding AI into the platform layer from the ground up and setting the standards that every other product team adopts. What you'll do: Own the vision, strategy, and roadmap for Collective's Core Platform — the unified task system, dashboard, messaging infrastructure, and shared components that define every member's experience across the entire product ecosystem Define and mandate the System of Record for tasks and communications that all vertical product teams (Payroll, Accounting, Tax, etc.) must adopt to ensure a coherent, low-noise member experience Architect the AI integration layer and design how the AI support system connects to the task framework to proactively guide members, deflect support load, and reduce friction before members ever need to contact a human agent Set the technical standards for task schemas, notification logic, lifecycle states, component contracts, that make it possible for vertical teams to build on your platform without fragmenting the experience Partner with Internal Tools and Operations to ensure human-in-the-loop workflows have the visibility, automation, and tooling they need to support members efficiently and move toward automated resolution where AI can carry the load Drive the roadmap and make tradeoff decisions between platform integrity, vertical team speed, and immediate business priorities — with a clear point of view on each call Measure platform health through the right metrics — shared system adoption, task completion rates, AI deflection rates, ops efficiency — and use that data to drive prioritization Lead cross-functional alignment across product, engineering, design, and ops to ensure the platform layer gets built, adopted, and continuously improved What you'll bring: 7+ years of product management or technical experience, with meaningful time spent on platform, infrastructure, or horizontal systems products — you've owned the layer that other teams build on top of AI product experience — you've shipped products where AI is embedded in the core workflow, not bolted on as a feature. Ideally hands-on with LLMs, agentic systems, or AI support layers in a real product context; at minimum, deeply fluent in AI capabilities Platform builder instincts — you know the difference between a product for end users and infrastructure for a product organization, and how to implement both. First-principles thinking under ambiguity — this role is being invented. You won't inherit a roadmap; you'll write one from scratch Strong cross-functional credibility — you can hold a platform standard without burning peer relationships, and you know when to enforce versus when to flex based on legitimate edge cases Data fluency — comfortable diagnosing platform health, measuring system adoption, and making prioritization decisions from data without needing a translation layer Comfort operating in fast-paced, high-growth environments where the product and the org are being built simultaneously What we offer: Hybrid Work Model: Based in San Francisco with a balance of in-office and remote flexibility Fresh Lunch: Provided on in-office days Commuter Support: $200 monthly reimbursement for transit expenses Health & Wellness: $200 quarterly reimbursement to support your well-being Time Off: Flexible PTO plus 14 company holidays Comprehensive Coverage: 100% medical, dental, and vision for employees; 75% coverage for dependents Parental Leave: 16 weeks fully paid Retirement & Ownership: 401k plan plus an equity package Team Connection: Quarterly virtual events and an annual in-person summit

Conduct video discovery calls, manage sales pipeline, provide value-based guidance to prospects, collaborate cross-functionally, and report on sales results. | 2-3+ years FinTech or SaaS sales experience with consistent quota overachievement, high emotional intelligence, excellent communication skills, and strong organizational abilities. | About Collective: Collective is on a mission to redefine the way businesses-of-one work. Our technology and team of trusted advisors help members achieve financial independence by taking care of everything from business incorporation to accounting, bookkeeping, tax services, and access to a thriving community, all in one integrated platform. We believe in empowering self-employed people to enjoy the same tax savings that big companies get, so they can focus on their passion, not paperwork. Featured in Forbes, Business Insider, Yahoo, Bloomberg, Financial Times, TechCrunch, and more. We are backed by General Catalyst, Sound Ventures (Ashton Kutcher and Guy Oseary), QED Investors, Google's Gradient Ventures, Expa, and other investors who have financed iconic companies like YouTube, Substack, Twitch, Box, Hims, Instacart, and Lyft. About the role: Our ideal team member is an experienced sales professional with a consultative, value-based sales approach. You're exceptionally comfortable being on video and have an innate ability to connect with small business owners from all walks of life and professions. You love talking with people and have experience running a high-velocity pipeline (<7 days from call to close). You have a knack for translating complex business and financial constructs, naturally communicating them clearly and accurately. You thrive in fast-paced sales cycles, can handle multiple requests, and believe in driving toward solutions for your prospects - you love that no two calls will be the same. What you'll do: • Conduct video discovery with prospective members to determine qualification, initiate an exceptional relationship-building experience, and secure the prospect's commitment to join. • Provide value and guidance to prospective members based on their unique business attributes and financial needs. • Own and manage a pipeline of both self-generated and pre-qualified leads through value-based, diligent follow-up. This includes calling, SMS, and email touchpoints. • Partner with Marketing and Enablement on outbound targeting and cold outreach. • Work collaboratively with Marketing and our Member Services Team on cross-functional projects to ensure the delivery of an exceptional member experience. (Setting client expectations, driving an amazing member experience) • Ambitiously develop and execute new ideas for outbound prospecting, pipeline management, and networking strategies. • Prepare and deliver weekly reports to explain business results (conversion, feedback, lead source, etc.). What you'll bring: • 2-3+ years experience at a FinTech company (or related SaaS experience), Client Acquisition, and Business Development Experience. • Consistent track record of overachieving sales quotas and targets. You're really competitive and consistently need to be at the top of your team. • High EQ, passion for our mission, highly-engaged self-starter, proactive & independent learner • Empathic understanding of the challenges of being a small business owner. • Excellent verbal and written communication skills via phone, SMS, email, and video. • Exceptional organizational skills, data-centric approach, and attention to detail. • Proven ability to launch successful outreach or other prospecting campaigns. What we offer: • Remote-Friendly Environment: Flexibility to work from home while staying connected to the team • Health & Wellness: $200 quarterly reimbursement to support your well-being • Time Off: Flexible PTO plus 14 company holidays • Comprehensive Coverage: 100% medical, dental, and vision for employees; 75% coverage for dependents • Parental Leave: 16 weeks fully paid • Retirement & Ownership: 401k plan plus an equity package • Team Connection: Quarterly virtual events and an annual in-person summit • Compensation Range: $80,000 + commission We provide salary ranges for each role to give you a transparent view of potential compensation. Final offers are determined based on the skills, experience, and qualifications, as demonstrated throughout the interview process. Equal Employment Opportunity At Collective, we celebrate and support differences, knowing they make us stronger as a team and community. We are committed to building a workplace that values diverse backgrounds, perspectives, and skills. Inclusivity helps us do our best work and create the greatest impact. Collective is proud to be an equal opportunity employer.