Truewind

To apply, email your resume or LinkedIn profile to <hiring at trytruewind.com> with the subject line: Account Executive - [Your Name]. About Truewind Truewind is building the digital accountant for modern finance teams. We build AI agents for finance teams to close faster, reduce manual work, and deliver clean, investor-ready financials. Our product is built for the messy, high-volume accounting work that still creates spreadsheet chaos: Point of Sale tie-outs, payroll accruals, donations and revenue schedules, fixed assets and prepaid rollforwards, and field-services revenue recognition. Truewind is a YC company backed by a $13M Series A co-led by Rho Capital and Thomson Reuters Ventures, with Pathlight Ventures, Fin Capital, and Y Combinator participating. We have raised $17M+ to build AI agents for accounting teams. About The Role We are hiring an Account Executive to help build the sales engine for one of the most important shifts in finance: AI agents taking on the manual accounting work that slows teams down every month. This is not a seat inside a mature sales machine. You will be close to the founders, close to product decisions, close to customers, and close to the number. You will work inbound demand, generate your own pipeline, run discovery, manage evaluations, build business cases, and close deals with controllers, CFOs, heads of finance, and accounting firm leaders. The work will not always be neatly packaged. We are still early, and the way we sell will keep changing as we learn. Your calls, objections, follow-up, win/loss feedback, and customer conversations will help shape our messaging, qualification standards, sales process, account strategy, and eventually the sales team itself. This role is for someone who wants more than a quota-carrying AE seat. You want to grow into sales leadership over time. You want to help build the playbook, not just run it. You want upside tied to your own performance. You want to sell into a market that is being reshaped by AI, and you want your work to matter in how that future gets built. You should expect to work extremely hard here. The bar is high, the company moves fast, and the role will demand ownership, pace, and judgment. For the right person, the tradeoff is equally clear: meaningful responsibility early, direct influence on the GTM motion, performance-based cash upside, equity, and the chance to grow with a company building in a category that is still being defined. What You Will Do Own the full sales cycle across inbound, outbound, discovery, evaluation, negotiation, and close. Qualify inbound leads with urgency, judgment, and clear standards. Build self-generated pipeline through account research, thoughtful outbound, and disciplined follow-up. Sell to controllers, CFOs, heads of finance, and accounting firm leaders. Run discovery on close workflows, systems, pain points, urgency, controls, and implementation requirements. Translate manual accounting pain into a clear business case for adopting Truewind. Manage multi-stakeholder deals across finance, accounting, and firm leadership. Partner with our accounting and product teams to support evaluations and build implementation confidence. Maintain clean pipeline hygiene, forecasting, next steps, and follow-through from first meeting to close. Turn market feedback into sharper messaging, qualification criteria, objection handling, and sales process improvements. Help build the foundation for a sales organization that can scale beyond the first wave of customers. What We Are Looking For 3+ years of quota-carrying sales experience in B2B SaaS or another consultative sales environment. Experience owning deals end to end, not only one stage of the funnel. Comfort selling deals in the $40,000-$70,000 ACV range, with the ability to work $100,000+ opportunities. Strong discovery skills with buyers who expect substance, accuracy, and clear follow-through. Ability to manage multiple stakeholders and keep momentum through a c

How to Apply Please apply by emailing [alex at trytruewind.com] with the following: Subject line: Accounting Agents Solutions — [Your Name] Your resume / CV Your LinkedIn profile A little about yourself A loom video of a cool AI thing you’ve built What We Do Truewind is the digital accountant for modern accounting teams. We use AI agents to help startups, growing businesses, and accounting firms close faster, reduce manual work, and deliver clean, investor-ready financials. Truewind is built for the messy, high-volume parts of accounting—like Point of Sale tie-outs, payroll accruals, donations/revenue schedules, fixed assets & prepaids rollforwards, and field-services revenue recognition—and turns them into reliable workflows without spreadsheet chaos. We’re a YC company and have raised a $13M Series A co-led by Rho Capital and Thomson Reuters Ventures (with Pathlight Ventures, Fin Capital, and Y Combinator participating), bringing total funding to $17M+. !uploaded image Who We Are Truewind is a fast-moving, thoughtful team built around ownership, impact, and solving problems that matter. We collaborate closely in San Francisco (we have an office in Soma) while also working with teammates in multiple regions globally—what matters most is that we execute and deliver outcomes for customers. Who We Need We’re looking for an accountant who wants to build—someone who can take real-world accounting problems, translate them into repeatable workflows, and help customers see measurable improvements in their month-end close. You will: investigate the customers accounting process to identify pain points, support the AE in the sales process by facilitating the POC, own the long-term relationship with customers after onboarding, partnering with controllers, finance leads, and accounting teams to ensure they’re getting compounding value from Truewind. If you like: solving messy accounting + data problems, working directly with customers, configuring systems/workflows, and being accountable for outcomes— this role is for you. !uploaded image What You’ll Do Own customer relationships and outcomes Run success plans, lead recurring check-ins, and keep stakeholders aligned on business goals and close improvements. Turn accounting pain into AI-powered workflows Translate close, reconciliation, and supporting-doc requirements into Truewind processes customers can trust. Be the accounting-to-product bridge Connect GAAP reality to product capabilities, ensuring workflows are accurate, auditable, and scalable. Drive adoption and expansion Lead enablement (trainings, playbooks, best practices), surface new use cases, and help customers roll Truewind out more broadly. Work cross-functionally Deliver front-line feedback to Product/Engineering, help triage issues, and improve handoffs and playbooks. Become a Truewind product expert Stay current on platform capabilities and teach customers how to get the most out of the “digital accountant” experience. Become AI-native You’re bringing accountants into the AI era. You need to stay ahead of the curve and be AI-native yourself. You will build new AI solutions for this functions. Who We’re Looking For 2+ years of hands-on accounting experience (public accounting/audit or industry close/GL/revenue/AP). Prior client-facing work (implementation, advisory, consulting, solutions, etc.) Strong grasp of US GAAP and the end-to-end close process. Ability to translate requirements into systems + workflows (you don’t need to be a career CSM). Comfortable learning new tools and working with messy inputs (bank/CC activity, POS systems, payroll data, supporting docs). High ownership, strong follow-through, and clear written + verbal communication. Nice to have CPA (active or inactive) Experience at a tech startup Sage Intacct and Quickbooks Online experience Location & Working Style San Francisco preferred (depending on role needs and team fit). We value in-person collaboration and hav

Please apply by emailing your resume/CV to <hiring at trytruewind.com> with the subject line: [Role Title] - [Your Name]. What We Do Truewind is the digital accountant for modern accounting teams. We use AI agents to help startups, growing businesses, and accounting firms close faster, reduce manual work, and deliver clean, investor-ready financials. Truewind is built for the messy, high-volume parts of accounting - like Point of Sale tie-outs, payroll accruals, donations/revenue schedules, fixed assets & prepaids rollforwards, and field-services revenue recognition - and turns them into reliable workflows without spreadsheet chaos. We're a YC company and have raised a $13M Series A co-led by Rho Capital and Thomson Reuters Ventures (with Pathlight Ventures, Fin Capital, and Y Combinator participating), bringing total funding to $17M+. Who We Are Truewind is a fast-moving, thoughtful team built around ownership, impact, and solving problems that matter. We collaborate closely in San Francisco from our office at 577 2nd St, and what matters most is that we execute and deliver outcomes for customers. We are looking for... We're hiring someone in Field Marketing to help shape how Truewind shows up in the market. This role sits across go-to-market, events, partnerships, and execution, with broad scope and direct visibility into what is actually driving pipeline. This person will help build how we create in-person demand and trust in the accounting ecosystem, not just execute inside a narrow lane. You'll work alongside leadership, sales, and growth to turn market presence into qualified opportunities. The right person for this role is high-agency, detail-oriented, and comfortable operating close to decisions and close to outcomes. The work will not always be neatly packaged, but it will matter. Being a Field Marketing Manager at Truewind means you... This role sits at the intersection of field marketing and execution. That means the scope will shift as the company evolves, but it will likely include: Planning and running events, dinners, roundtables, and other in-person programs Helping decide where Truewind should show up and how we should show up Working with sales to turn events and market presence into qualified pipeline Supporting partner and ecosystem programs across the accounting and finance landscape Managing event logistics end-to-end, from concept through follow-up Building repeatable playbooks so strong programs become a system, not a one-off Identifying what is working, what is not, and iterating quickly What we need... 2+ years of experience in field marketing, events marketing, partnerships, demand generation, or a related go-to-market role Thrive in ambiguity and instinctively bring structure to messy problems Prefer owning outcomes over waiting for perfectly defined tasks Move fluidly between strategy and execution Have strong attention to detail and follow-through Communicate with polish and good judgment Use AI and modern tools as leverage, not novelties Operate faster than average because you automate, ship, and iterate Care about impact more than titles or perfectly defined swim lanes Want a steep growth curve and meaningful responsibility Ultimately aspire to build, lead, or start something significant Experience marketing to accountants, controllers, CFOs, or finance teams is a plus. Experience running executive dinners, roundtables, customer events, or partner programs is also helpful, but not required. If you don't meet every qualification above but believe you'll succeed in this role, we encourage you to apply anyway. What we offer $70,000-$90,000 target cash compensation, inclusive of base salary and target bonus Equity in a fast-growing startup Bonus tied to broader company goals In-office collaboration in San Francisco Actual compensation will depend on experience, qualifications, and scope of the role. In exceptional cases, offers may fall outside this range. This role is designed for someone who

Please apply by emailing your resume/CV to <hiring at trytruewind.com> with the subject line: [Role Title] - [Your Name]. Growth Business Development Representative (BDR) Location: Remote Experience Level: 6–12 months in sales (entry-level) Who we are: Truewind is building the future of accounting with AI. We partner with startups and growing companies to simplify financial operations, reduce manual work, and deliver clean, investor-ready financials. Our founding team includes two-time Y Combinator founders, experienced operators, and a world-class engineering team. We’re growing quickly, and 2026 is shaping up to be a big year. That’s where you come in. About the Role: As a BDR at Truewind, you’ll be the first point of contact for many of our future customers. Your mission: turn cold leads and warm inbound interest into qualified pipeline for our GTM team. This is a chance to learn how modern B2B sales is done - directly alongside our CEO and GTM team. This role is perfect for someone early in their sales career who’s excited about startups, technology, and accounting. What you’ll do: Build and run outbound campaigns (emails, LinkedIn, cold calls) to engage accountants, finance leaders, and founders Research target accounts and craft personalized outreach that actually gets replies (no spray and pray here) Qualify inbound leads and book meetings for AEs with mid-market firms and startup CFOs Experiment with new sales tactics - personalized video, creative gifting, event invites, and more Collaborate closely with sales leadership to refine our outbound playbook Become fluent in how accounting workflows operate and where AI can save hours of manual work Who we’re looking for: 3–12 months of prior sales experience (SDR/BDR, inside sales, or similar) Comfortable with cold calls and outbound prospecting - you don’t shy away from the chase Interest in accounting/finance - ideally, you’ve taken 1–3 accounting classes in undergrad Curious, resilient, and scrappy - you like to figure things out rather than wait for instructions Strong communicator with a balance of professionalism and creativity in outreach Excited about startups and the chance to grow into an AE role within 12–18 months Why Truewind? Be part of a fast-growing YC-backed startup redefining how accounting is done Work directly with experienced founders and a high growth trajectory team - real mentorship, not “sink or swim” 100% remote - work from anywhere in the U.S. Clear growth path into AE roles and beyond Competitive compensation + commission + equity OTE & Pay: $60-$80K OTE (On-Target Earnings) Uncapped commission Equity in a fast-growing YC-backed startup In-person OR 100% remote option

Please apply by emailing your resume/CV to <hiring at trytruewind.com> with the subject line: [Role Title] - [Your Name]. We're hiring a Growth Generalist to work across go-to-market, operations, and experimentation. The role is intentionally broad. This person will help shape how we grow, not just execute inside a narrow lane. This is a seat close to decisions and close to outcomes. You'll see how a world-class team builds in real time: fast, iterative, and accountable. The work won't always be neatly packaged, but it will matter. What you will do This role sits at the intersection of growth and execution. That means the scope will shift as the company evolves, but it will likely include: Launching and refining GTM motions Strengthening operational systems so the team moves faster Designing and running experiments tied to clear outcomes Identifying bottlenecks and fixing them Turning ambiguous problems into structured plans Who are we looking for Thrive in ambiguity and instinctively bring structure to messy problems Prefer owning outcomes over waiting for perfectly defined tasks Move fluidly between strategy and execution Use AI and modern tools as leverage, not novelties Operate faster than average because you automate, ship, and iterate Care about impact more than titles or perfectly defined swim lanes Want a steep growth curve and meaningful responsibility Ultimately aspire to build, lead, or start something significant The base salary range for this role is $100,000-$140,000. Actual compensation will depend on experience, qualifications, and scope of the role. In exceptional cases, offers may fall outside this range. This role is designed for someone who wants real responsibility early, accelerated growth, and a front-row seat to excellent execution. If that excites you more than anything, please apply.

About Truewind Truewind is building AI agents that help accounting teams close books faster and more accurately. Our agents read documents, prepare workpapers, reconcile transactions, draft structured outputs, and operate across ERP and financial systems. To make this reliable in production, we need a strong product infrastructure engineer who can build the data foundation and execution systems underneath the product. This is a backend-leaning infrastructure role for someone who can work across production data models, correctness-sensitive workflows, and agent execution systems. It is data-first in the near term: the primary focus is migrating Truewind from legacy data models into cleaner, more durable domain models while keeping live customer workflows working. As that foundation gets stronger, the role also expands into the execution infrastructure that lets AI agents safely complete real work. This is not a prompt engineering role, a pure analytics data role, or a pure DevOps/SRE role. It is a product infrastructure role for someone who has lived through messy production systems and can move between backend services, data correctness, workflow reliability, and product-facing infrastructure. Why this role matters Truewind is in the middle of a major platform transition. We are migrating from legacy schemas into cleaner domain models. These systems need to run side by side while we move product modules, preserve customer behavior, validate correctness, and avoid breaking production workflows. Financial data has very little margin for silent error. A missing transaction, duplicated record, stale sync, or incorrect mapping can cascade into a wrong close. You will work with data from ERPs, banks, spreadsheets, PDFs, file uploads, and customer-provided documents that arrives in inconsistent formats and needs to be normalized, validated, audited, and made useful before humans or agents act on it. At the same time, our agents are becoming more capable. They need reliable execution infrastructure: long-running jobs, retries, workspaces, artifacts, review flows, logs, traces, and failure recovery. In a larger company, this might be split across data platform, product infrastructure, and agent runtime teams. At our stage, we need someone who can work across these layers without losing sight of correctness or product impact. Team and stack You will work directly with the engineering and product team on infrastructure that is already in production with real customers. The work sits between backend engineering and data infrastructure, with a stack that includes TypeScript, PostgreSQL/Supabase, Drizzle, queue and workflow systems, cloud infrastructure, and Python or similar tools where they are the right fit for data and automation work. What you'll work on 1. Data infrastructure and model migration You will help move Truewind from legacy data models to cleaner, more durable domain models while the product stays live. This includes: Building and maintaining data pipelines that ingest, normalize, transform, and serve correctness-sensitive financial data Migrating customer-facing product modules from legacy schemas to new domain models Maintaining compatibility while legacy and new systems run side by side Designing schemas, repositories, services, APIs, and workflows around complex data models Writing migrations, backfills, validation checks, and test coverage Building data quality checks to catch missing, duplicate, stale, inconsistent, or incorrectly mapped records Improving observability around syncs, transformations, model transitions, and downstream product behavior Preserving tenant isolation, auditability, and correctness across data flows Creating internal tools that help engineers debug data pipeline and migration failures faster 2. Agent execution systems You will also help make our AI agents reliable enough for real production workflows. This includes: Building orchestration for long-running agent workflows

Calling all full-stack software engineers We’re looking for an exceptional full-stack engineer to join us as a early team member. Truewind is changing the way accountants and financial analysts work by building AI-native workflows. We’re developing cutting-edge AI technology that simplifies bookkeeping, financial reporting, and decision-making, providing finance teams and companies with the insights they need to succeed. The senior full-stack software engineer is multifaceted; you will be instrumental in shaping both the technical and culture foundations of our company. You’ll need to feel comfortable going outside your comfort zone and enjoy wearing many different hats. Strong experience building web applications is essential; if you've built them from scratch, that's even better. Lastly, we want you to join us in San Francisco. We believe building in-person is a 10x multiplier for the company and we hope you’ll join us here. Our HQ is the Financial District in San Francisco (more details on the home page). Responsibilities Architect and develop software solutions that leverages AI technology to reimagine traditional bookkeeping and finance processes. Collaborate with fellow team members to define our vision, strategy, and product roadmap. Build and manage the technical infrastructure required to support our services, including databases, servers, and APIs. Ensure the security, privacy, and compliance of our technology and data. Stay up-to-date on the latest advancements in AI, machine learning, and finance to continually improve our product offerings. Lead and mentor a team of engineers, data scientists, and developers as the startup grows. Collaborate with sales, marketing, and customer service teams to ensure a seamless customer experience and drive user adoption. Experience that will help Proven experience in software development and building work-class software products. 3+ years experience in building web applications using javascript/typescript and frameworks such as Express.js/Nest.js/Next.js. 3+ years experience in working with relational databases such as MySQL or Postgres. Strong experience in building data-intensive, distributed systems. Experience in building web front-end using React.js / Vue.js and Material UI. Excellent problem-solving, critical thinking, and communication skills. Strong ability to operate autonomously. Familiar with the rhythm and pace of early stage startups; OK with the level of ambiguity that often comes at this stage. A passion for innovation and a desire to make a meaningful impact on the lives of entrepreneurs. Previous founder experience is strongly preferred. Experience in building LLM applications using OpenAI API and vector databases is strongly preferred. Compensation and Benefits Learnings of how best to build a product from 0 to 1. Learnings of how to run an early-stage startup. Opportunity to grow your career together with the company. Competitive salary and significant equity. Health, dental and vision insurance. Off-site events in SF and NYC twice a year!

About Truewind Truewind (YC W23) is modernizing the financial back office — combining intelligent software with concierge service to automate bookkeeping, close, and financial reporting for startups and accounting firms. Our product is an AI agent that turns messy financial inputs into reviewed, posted accounting work. We're a small team putting real AI-native workflows in front of real accounting teams every day. The role We're hiring a senior backend engineer to help build and strengthen the platform behind our AI agent — the systems that run agent work reliably and connect it to customers' accounting tools. This is a backend- and systems-leaning role for someone who cares about building dependable infrastructure for an AI-native product, and who's energized by reliability and correctness, not just shipping screens. You'll join a small, high-ownership team where engineering sits close to the product. We work two-deep on every important system — no lone heroes, no undocumented black boxes — so you'll always have a partner, and we value people who document well and share what they know. Where you'll have impact We're intentionally not asking one person to carry everything. Depending on your strengths and interests, you'll grow into one or more of these areas over time, with a teammate alongside you: Backend services and APIs that power the product. Reliability and operations — helping our systems stay healthy and fast as we scale. Cloud infrastructure on AWS. Integrations with accounting platforms, where correctness really matters. Your first 30 / 60 / 90 days 30 days: get deep in our backend, ship your first meaningful improvement, and start carrying a piece of our systems with a teammate. 60 days: take real ownership of a core service — including its reliability and on-call — and stand up the monitoring you'd want behind it. 90 days: own a meaningful slice of the platform end-to-end, and be the kind of second set of hands that makes the rest of the team faster. You might be a great fit if you Have built and run backend services in production and care about keeping them reliable. Are strong in backend TypeScript/Node. Have worked with asynchronous, data-intensive, or distributed systems. Are comfortable with cloud infrastructure (AWS) and relational databases (PostgreSQL). Prefer simple, focused solutions over complexity, and communicate clearly. Bonus points for any of Experience building with LLMs / AI agents in production. Fintech or accounting domain exposure (ERP integrations, an auditability mindset). A track record at early-stage companies and comfort with ambiguity. Our stack TypeScript · Next.js · React · PostgreSQL · AWS — alongside modern AI tooling. Benefits Competitive salary and meaningful equity · health, dental, and vision insurance · twice-yearly off-sites in SF and NYC · a front-row seat on 0→1 AI product development.

Calling all full-stack software engineers We’re looking for an exceptional full-stack engineer to join us as a early team member. Truewind is changing the way accountants and financial analysts work by building AI-native workflows. We’re developing cutting-edge AI technology that simplifies bookkeeping, financial reporting, and decision-making, providing finance teams and companies with the insights they need to succeed. The senior full-stack software engineer is multifaceted; you will be instrumental in shaping both the technical and culture foundations of our company. You’ll need to feel comfortable going outside your comfort zone and enjoy wearing many different hats. Strong experience building web applications is essential; if you've built them from scratch, that's even better. Lastly, we want you to join us in San Francisco. We believe building in-person is a 10x multiplier for the company and we hope you’ll join us here. Our HQ is the Financial District in San Francisco (more details on the home page). Responsibilities Architect and develop software solutions that leverages AI technology to reimagine traditional bookkeeping and finance processes. Collaborate with fellow team members to define our vision, strategy, and product roadmap. Build and manage the technical infrastructure required to support our services, including databases, servers, and APIs. Ensure the security, privacy, and compliance of our technology and data. Stay up-to-date on the latest advancements in AI, machine learning, and finance to continually improve our product offerings. Lead and mentor a team of engineers, data scientists, and developers as the startup grows. Collaborate with sales, marketing, and customer service teams to ensure a seamless customer experience and drive user adoption. Experience that will help Proven experience in software development and building work-class software products. 11+ years experience in building web applications using javascript/typescript and frameworks such as Express.js/Nest.js/Next.js. 11+ years experience in working with relational databases such as MySQL or Postgres. Strong experience in building data-intensive, distributed systems. Experience in building web front-end using React.js / Vue.js and Material UI. Excellent problem-solving, critical thinking, and communication skills. Strong ability to operate autonomously. Familiar with the rhythm and pace of early stage startups; OK with the level of ambiguity that often comes at this stage. A passion for innovation and a desire to make a meaningful impact on the lives of entrepreneurs. Previous founder experience is strongly preferred. Experience in building LLM applications using OpenAI API and vector databases is strongly preferred. Compensation and Benefits Learnings of how best to build a product from 0 to 1. Learnings of how to run an early-stage startup. Opportunity to grow your career together with the company. Competitive salary and significant equity. Health, dental and vision insurance. Off-site events in SF and NYC twice a year!