Freehand

Role Description As a Backend Engineer at Freehand, you will build the distributed systems, APIs, and AI agent infrastructure that power AI-driven enterprise execution. You will design and scale backend services that orchestrate agents, enforce business rules, integrate deeply with ERPs and financial systems, and ensure that every action taken by AI is secure, traceable, and reliable. This is not CRUD SaaS work. You will be building the backend for autonomous systems handling real money and real risk—and the observability and testing infrastructure to keep those systems trustworthy at scale. What You Will Build - High-throughput, low-latency backend services that power AI agent execution - Workflow orchestration systems for complex, multi-step enterprise processes - Rule engines and policy enforcement layers for enterprise compliance - APIs and integrations with ERPs, procurement tools, payment rails, and data providers - Observability, audit, and traceability systems for AI-driven decisions - Secure data pipelines handling sensitive financial and operational data - Agent execution runtimes, multi-agent coordination, and observability pipelines for AI-driven workflows - Evaluation and testing harnesses to validate agent behaviour, reliability, and output quality Key Responsibilities - Backend & Systems Engineering - Design and build scalable backend services using modern system design principles - Own critical services that manage procurement, invoice, contract, and payment workflows - Implement orchestration logic that coordinates AI agents, humans, and enterprise systems - Build resilient systems with strong guarantees around idempotency, retries, and failure handling - API & Integration Development - Build and maintain robust APIs consumed by AI services, frontend apps, and external systems - Integrate deeply with ERP systems, procurement platforms, and payment gateways and financial rails - Handle complex data normalisation and transformation across enterprise systems - AI Agent Building, Observability & Testing - Build agent execution runtimes: tool calling, context management, memory, and multi-step reasoning loops - Implement multi-agent coordination—parallel and sequential workflows with human-in-the-loop escalation - Instrument agent execution with full trace capture: tool calls, LLM I/O, latency, token usage, and cost - Design evaluation frameworks for agent output quality, task success rate, and regression detection - Build automated test harnesses for agent pipelines—unit, integration, and replay-based regression tests - Define and track agent reliability metrics: task completion rate, escalation rate, cost per workflow, and SLA adherence - Reliability, Security & Compliance - Design systems with enterprise-grade reliability, monitoring, and alerting - Implement fine-grained access controls, audit logs, and data security best practices - Ensure backend systems meet compliance requirements for financial and regulated data - Performance & Scale - Optimize backend systems for latency, throughput, and cost efficiency - Design services that scale across global customers and billions of transactions - Proactively identify and fix bottlenecks in distributed systems Qualifications - Strong experience building production backend systems - Strong proficiency in Python, NodeJS, Go, or similar backend languages - Deep understanding of distributed systems, APIs and microservices, databases (SQL and NoSQL), and message queues / event-driven architectures - Proven experience designing scalable, fault-tolerant systems - Strong grasp of consistency, concurrency, and data integrity trade-offs - Experience working with financial systems, enterprise SaaS platforms, or sensitive/regulated data Bonus (Nice to Have) - Experience with multi-agent orchestration and agent-to-agent communication protocols - Familiarity with event sourcing, rule engines, or policy systems - Knowledge of production debugging at scale and observability tooling - Contributions to or experience with open-source LLM tooling ecosystems - Experience with agent observability tooling (LangSmith, Arize, Helicone, or custom trace pipelines) and eval design - Experience building LLM-powered systems in production; familiarity with agent frameworks (LangChain, CrewAI, or custom) Benefits - Be at the leading edge of the gen AI-native wave—replacing traditional software with intelligent agents. - Work with a team that's shipping AI into production at some of the world's most demanding enterprises. This is not a small pilot—it's global scale in production. - Take ownership of a vertical that will redefine how enterprises operate—replacing entire human teams and displacing entire categories of SaaS. - Join a culture that prizes clarity, velocity, and ambition.

Role Description At Freehand, we believe Talent is a real moat for a startup. The People & Culture team has a key seat at the table in defining the future of the organization. In this role, you'll be the second person on the People team at a Series C AI company that's growing fast, operating across two geographies, and shaping global practices on what work can look like in the age of agentic AI. You'll work closely with the Head of People & Culture across the full people spectrum: - Hiring exceptional talent and building the culture and systems that retain them. What You'll Do - Own talent acquisition across functions — Tech, GTM, and Professional Services — from sourcing strategy through close. - Partner with hiring managers and leadership to build and move hiring pipelines without sacrificing bar. - Work closely with the Marketing team to drive global Employer Branding initiatives for Freehand. - Drive employee experience initiatives that make Freehand a place top talent chooses to stay. - Build and automate key HR processes — onboarding, performance management, engagement — using AI tools to do more with less. - Support people partnering across both geographies: handling employee relations, manager coaching, and org design questions as they come up. - Help navigate the operational and compliance complexity of a US-India setup, including our EOR infrastructure. - Work with the Head of People to define what the people function looks like at an AI-native company — org design, workforce planning, and the harder questions about human + agent collaboration. Qualifications - 6–9 years across HR and talent acquisition, ideally spanning both functions rather than just one. - Have supported employees in the US and are comfortable with US employment law and HR practice. - Genuinely fluent with AI — and have actually used it to automate or meaningfully improve an HR process, not just experimented with it. - Have worked across multiple functions: you're as comfortable hiring an enterprise AE as you are a Staff Engineer or a Customer Value Lead. - Exposure to EOR setups is a strong plus. - You operate well with ambiguity and a lean team; you don't need a ton of structure & resources to exist before you can move, and can set up reliable processes on a white canvas. - You're a strong enough generalist to stretch across people partnering and TA, but sharp enough that leaders trust your judgment on both. Benefits - Full Health coverage (accidental, life, vision, dental & health consultations). - Monthly home-internet costs. - Flexible working hours. - Complimentary food & snacks at the Chennai HQ. Equal Opportunity Freehand hires on merit — your thinking, your track record, your potential — without regard to race, gender, age, religion, sexual orientation, national origin, disability, or any other protected characteristic. If you meet most of the criteria above but not all of it, apply anyway. We care more about your willingness to learn & take initiative than whether your resume maps perfectly to every line.

Role Description As our first GTM Architect (aka Sales / Revenue Enablement) hire, you'll build the function from scratch — the playbook, the collateral, the training, the systems. You'll work shoulder-to-shoulder with our Founder CEO, CRO and sellers to understand what's winning, then turn that into infrastructure that scales. This is a commercial role: we want someone who thinks like a seller, uses AI as a reflex, and has opinions on where our next market segment is. What you'll own: - Seller onboarding, training programs, and certification frameworks - Sales collateral: decks, one-pagers, battle cards, objection guides - GTM narratives for new segments, verticals, and use cases - Enablement tooling and content systems, built with AI where it removes friction - Leading indicators that tie enablement activity to pipeline and revenue Qualifications - 3–5 years in field/ revenue/ sales enablement, ideally at an early-stage B2B AI or SaaS company - Designed, owned and run seller training programs end-to-end - Built collateral field teams actually use — you know why most decks fall short - Written GTM narratives: ICP, value prop, competitive positioning, the pitch itself - Native AI user — it's in how you draft, research, build, and find leverage - Thinks at the market level: spots adjacencies, new segments, brings ideas forward - Has genuine credibility with sellers, earned from time working alongside them Benefits - Take what you need Vacation Policy - Full health coverage (with multiple gold-standard carriers across medical, dental & vision) - Life Insurance and Disability benefits - HSA/FSA Access - 401(k) with a 4% Employer Match - Fully-paid Parental Leave

Role Description You'll own top-of-funnel for a set of AE territories — finding the right buyers inside complex organizations, earning enough credibility to get them on a call, and handing off pipeline that's genuinely qualified. The buyers we sell to are VP and C-suite supply chain, procurement, and ops finance leaders at global enterprises. They've seen every vendor pitch. What works is relevance — knowing their pain, their category, and why Freehand is worth 30 minutes of their time. You'll be the first person many of our future customers ever hear from. That matters. What You'll Do - Research and map target accounts — identifying procurement, supply chain, and ops finance leaders across F500 and large enterprise companies globally. - Build and execute multi-channel outbound sequences across email, LinkedIn, and phone — personalized to the account, the persona, and the business problem. - Partner with AEs on account planning, outreach narratives, and multi-stakeholder engagement. - Qualify inbound interest and route it so AEs spend time on conversations worth having. - Use AI tools to research accounts, personalize outreach, and move faster than a traditional BDR ever could — this is expected. Qualifications - 3–5 years in a BDR, SDR, or Outbound role in B2B SaaS or AI or enterprise technology. - You write well — sharp, specific, worth reading. It's the first signal buyers get about Freehand. - Genuinely curious about spend management or enterprise operations — you don't need the background, but you'll learn it fast. - Self-directed: this role sits in India supporting a US team, you manage your own time and metrics. - Comfortable in ambiguity — the playbook is still being written, partly by you. Benefits - Full Health coverage (accidental, life, vision, dental & health consultations). - Monthly home-internet costs. - Flexible working hours. - Complimentary food & snacks at the Chennai HQ. Equal Opportunity Freehand hires on merit — your thinking, your track record, your potential — without regard to race, gender, age, religion, sexual orientation, national origin, disability, or any other protected characteristic. If you meet most of the criteria above but not all of it, apply anyway. We care more about your willingness to learn & take initiative than whether your resume maps perfectly to every line.

Role Description This is a full-cycle, enterprise sales role. You will own a territory of F500 and large enterprise accounts, run deals from first call to close, and drive expansion inside the accounts you land. You will be selling to VP and C-suite supply chain, procurement, and ops finance leaders who have lived the problem firsthand. That context matters. You will need to speak their language fluently, not learn it on the job. Our top performers — Shawn (168% of plan), Aroop (131%), and Rey (122%) — share three things: - Deep supply chain domain knowledge - Relentless prospecting - A consultative discovery muscle that earns trust before pitching a solution That is the bar. We are looking for someone who can match it. What You'll Do: - Build and execute account plans for a defined territory of enterprise targets, running multi-threaded outreach across procurement, supply chain, and ops finance. - Run discovery that goes deep — understanding spend categories, organizational pain, data infrastructure, and decision-making dynamics — before you show a single slide. - Own live data demos. Freehand is not a deck product. The most compelling moments in our sales cycle happen when a prospect sees their own supply chain data processed in real time. - Manage complex, multi-stakeholder deals with $500K–$3M+ ACV potential, navigating procurement, legal, IT, and the business simultaneously. - Close, forecast accurately, and work closely with the Forward Deployed Product Engineering team to run structured pilots that convert. - Build the kind of relationships that drive expansion — across spend categories, geographies, and use cases within your accounts. Qualifications - 5+ years of enterprise SaaS sales experience, with at least 2 years carrying and consistently hitting a $1M+ quota. - Real supply chain or procurement domain experience — not surface-level familiarity. - Ability to sell through domain depth and business value, not relationships. - Technically comfortable, able to run a live data demo with confidence. - Experience using AI tools in your own workflow today. - Proactive in prospecting; does not wait for inbound to carry your number. Requirements - This is not a role for someone who needs a brand name to open doors or a large SDR team to fill their pipeline. - Self-directed, intellectually curious about the problem space. - Energetic about building in a category that is still being defined. Benefits - Competitive base salary - Uncapped commission - Equity - Full benefits - OTE range for this role is $280,000–$300,000, with no cap on upside for overachievers. Company Description Freehand is an equal opportunity employer. We are committed to building a team that reflects the diversity of the customers and industries we serve.