Founding Forward Deployed Engineer

Hyperscale Systems, Inc.; San Francisco, Northern (CA, KY); Hybrid; USD 180,000 - 240,000; Full time

Job summary

Hyperscale Systems, Inc. seeks a Founding Forward Deployed Engineer for SF in-person work. You’ll own the technical side of enterprise sales, run technical discovery, design POCs, and travel to customer locations to support implementation through go-live.

You’ll blend pre-sales and post-sales work, collaborating with founders, GTM, and engineering. You’ll translate complex integration challenges into business value, shaping product direction from the field.

Qualifications

• 2–5 years of software or full‑stack engineering experience at a high-growth B2B company.
• Built and shipped real products end to end, not just scripts or one-off integrations.
• Strong foundation in full-stack development, APIs, webhooks, and system architecture.
• Engineer who wants to talk to customers and is curious about sales/product, able to flex across areas.
• High agency with proactive problem solving and comfort with ambiguity.

Responsibilities

• Technical Discovery and Solution Design: lead discovery calls with carrier IT/ops/executives and map customer workflows to integration requirements.
• Demos, Pilots, and Proof of Value: run tailored product demos, scope pilots, build ROI models, and resolve pilot issues with engineering.
• On-Site Customer Engagement: travel to customer sites ~25% and embed with operations to scope integrations.
• Technical Sales Support: answer RFPs and security docs, lead technical deep-dives, build integration timelines.
• Onboarding and Post-Sales: scope integrations, support initial deployment, train customers on configuration and tuning.

Skills

Full-stack development

APIs

Webhooks

Customer communication

Tools

TMS

ELD

Dispatch software

Job description

Founding Forward Deployed Engineer (SF In-Person Preferred)

About Hyperscale

Hyperscale is building AGI for physical operations. We're a team of ex-Samsara engineers and operators deploying frontier agentic systems in the real world.

The result is a superagent that autonomously handles the highest-volume, most complex back-office workflows physical operations depend on: load coordination, scheduling, support, finance and billing, and more. We're live with some of the largest fleets in the US, running millions of autonomous tasks each week, with strong customer satisfaction. We're backed by top investors and moving fast.

The Role

We are looking for a Founding Forward Deployed Engineer to own the technical side of our enterprise sales process. You will work directly with the founders, GTM, and engineering teams: running technical discovery, designing POCs, traveling on-site to customer locations, and supporting implementation through go-live. This role blends pre-sales and post-sales, and the ideal person can flex across product, engineering, and sales depending on what the moment requires.

If you like solving complex integration challenges, translating technical capabilities into business value, and shaping product direction from the field, this role is for you.

You’ll be working on the frontier of applied AI deployment: taking sophisticated agentic systems from demo to production in complex operational environments. This means understanding customer workflows deeply, configuring AI agents to handle their specific use cases, and solving technical integration challenges in real-time - all while the technology itself is rapidly evolving.

This is a highly technical, customer-facing role where you'll split time between customer sites and working with our product team. If you like being in the field, solving hard problems on the fly, and seeing immediate impact from your work, this role is for you.

What You’ll Do

Technical Discovery and Solution Design

• Lead technical discovery calls with carrier IT, operations, and executive teams

• Understand customer workflows, systems (TMS, ELD, dispatch software), and integration requirements

• Design proof-of-concept configurations that map our AI agents to specific customer use cases

• Document edge cases and requirements to inform the product roadmap

Demos, Pilots, and Proof of Value

• Run tailored product demos tied to each prospect's workflows and pain points

• Scope and execute pilot programs with clear success metrics (call resolution rate, time savings, CSAT)

• Build ROI models showing cost savings and efficiency gains

• Troubleshoot issues during pilots and coordinate with engineering to resolve them quickly

On-Site Customer Engagement

• Travel to customer sites roughly once a month for one to two days at a time (up to 25% travel in steady state)

• Embed with customer operations teams to conduct workflow discovery and scope integrations

• Write code or prototype solutions on-site when needed to unblock deals or accelerate implementation

Technical Sales Support

• Answer RFPs, security questionnaires, and compliance documentation (SOC 2, data handling, etc.)

• Lead technical deep-dives with buyer IT and security teams on architecture, data flows, and integrations

• Build proposals, integration plans, and implementation timelines

• Address technical objections early and build internal champions

Onboarding and Post-Sales

• Scope integrations (APIs, webhooks, data pipelines) with engineering for new customers

• Support initial deployment: data mapping, workflow configuration, testing, and go-live

• Train customer teams on configuration, agent tuning, and performance monitoring
  

What Success Looks Like (First 90 Days)

• 3+ pilots launched with clear metrics showing product value

• Technical close plan established for every active enterprise opportunity

• Core sales collateral built: demo script, ROI calculator, integration overview, security FAQ

• Strong working relationship with engineering and a clear process for escalating customer needs

• At least 2 deals closed where your technical work was critical to winning
  

Who You Are

• 2 to 5 years of experience as a software engineer or full stack engineer, ideally at a high-growth B2B company

• You have built and shipped real products end to end, not just scripts or one-off integrations

• Strong foundation in full stack development, APIs, webhooks, and system architecture

• You are an engineer who actually wants to talk to customers and are curious about sales and product, excited to flex into those areas over time

• High agency, you proactively identify problems and figure out solutions without being told how

• Comfortable with ambiguity and moving fast in an environment where the playbook does not exist yet

• Willing to experiment with new ways of working as AI rapidly changes how companies operate, you do not cling to a fixed process

• Excited about traveling on-site to customer locations and being embedded in their world

• Scrappy and gritty, you have had to figure things out from scratch before and thrived doing it
  

Nice to Have

• Experience deploying AI/ML products or other complex technical systems in production

• Background in logistics, trucking, fleet operations, or adjacent industries

• Prior work as a solutions engineer, implementation engineer, or forward deployed engineer

• Experience with enterprise integrations, ETL pipelines, or middleware platforms

• Startup experience or comfort operating in fast-moving, high-autonomy environments

• Scripting and automation skills (Python, SQL, etc.)
  

Location

San Francisco preferred (in-person when not traveling). We move quickly and value tight feedback loops across deployment, product, engineering, and customers.

Why Hyperscale

• Real product in production with major US fleets

• Clear ROI and strong metrics already working in the wild

• Work hands-on with cutting-edge agentic AI technology in high-stakes production environments

• Direct customer exposure and immediate feedback loops - see your work drive real operational outcomes

• Build the deployment playbook and forward deployed function from day one, with a path to leadership as we scale

• Backed by top VCs and growing quickly - doubling the team in the first half of the year