Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 217 days ago

Senior Prompt Engineering Engineer

Workable (global search)108,016 open roles

Where
San Francisco, CA, United States
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowSenior Prompt Engineering EngineerWorkable (global search) · San Francisco, CA, United States

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Workable (global search)'s own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

7.9% of postings close within 7 days. Measured by our own scanner across the market. Workable (global search) postings stay open a median of 7 days.

Share of postings closed within
  1. 1.6%1 day
  2. 3.6%3 days
  3. 7.9%7 days
  4. 14.9%14 days
  5. 34.0%30 days
This job: posted 217 days ago

Workable (global search) median: 7 days open

The posting

About Entbot

Entbot is building an autonomous operations copilot for enterprise teams. The company combines frontier LLMs with purpose-built retrieval, evaluation, and analytics pipelines, enabling GTM, ops, and support organizations to deploy AI workflows safely.

Role

Entbot is seeking a Senior Prompt Engineering Engineer who will own the full lifecycle of intelligent workflow design. This includes prompt research, automated evaluation, guardrail instrumentation, tool integration, and production rollout in collaboration with product and customer teams.

What you'll do

- Design, test, and ship multi-agent and multi-turn prompt strategies across core products such as ops copilot, auto-reply, research agents, and workflow builder. - Build automatic evaluation harnesses, red-teaming suites, and telemetry dashboards to quantify quality, safety, and latency metrics for every release. - Partner with product, solutions, and enterprise customers to translate ambiguous requirements into reliable AI behaviors, including tool/knowledge grounding strategies. - Productionize prompt/tooling bundles as reusable components in the internal SDK; document best practices and mentor other engineers and designers. - Track the frontier LLM/model ecosystem, benchmark new releases, and recommend adoption paths that balance capability, cost, and compliance.

What we're looking for

- 4+ years of experience shipping ML/AI or applied NLP systems, with at least 1–2 years focused on LLM prompt or agent engineering. - Deep familiarity with Claude, GPT, Gemini, or open-source families, as well as evaluation stacks such as Ragas, DeepEval, LangSmith, Weights & Biases, etc. - Strong software fundamentals in Python or TypeScript, plus experience orchestrating workflows via LangChain/LangGraph, LlamaIndex, custom eval harnesses, or similar tools. - Comfort collaborating directly with customers, product, and go-to-market partners; excellent written documentation habits. - A bias toward experimentation and measurable outcomes, with a default to instrumenting everything built.

Nice to have

- Experience deploying AI copilots into regulated industries, multilingual surfaces, or high-volume support funnels. - Background in retrieval (vector databases), structured reasoning, toolformer-style call planning, or synthetic data pipelines. - Contributions to open-source LLM tooling or published best-practice guides.

Why Entbot

- Early seat on a senior, product-minded team shipping into real Fortune 500 workflows. - Competitive cash and equity, full healthcare, stipends for learning and gear, unlimited PTO with two yearly company shutdown weeks. - Hybrid-friendly: HQ in San Francisco with remote flexibility across North America time zones.

How to apply

Send your LinkedIn or portfolio along with a short note about the hardest prompt/agent problem you've solved to [email protected]. Entbot will reply within 48 hours if it's a fit.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Workable (global search)'s own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Workable (global search)'s form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Workable (global search)'s answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.