New

Senior Prompt Engineer

Remote

Trusted by more than 18,000 Shopify and Shopify Plus stores—like Brooklinen, Ruggable, True Classic and Dr. Squatch—Postscript gives ecommerce brands the tools they need to run a world-class SMS marketing program. 

We’re on a mission to make SMS the number-one revenue channel for ecommerce merchants by delivering an easy-to-use platform where they can grow their subscriber list, develop and test their messaging strategy, deliver excellent customer service, and drive sales and loyalty—all in one place. We believe SMS is the most important marketing and sales channel of the decade, and that vision drives everything we do.

Postscript was founded in 2018 as a 100% remote organization. With more than 250 employees (and counting!), we’re backed by Greylock, Y Combinator, and other top investors.

Senior Prompt Engineer

Remote, Anywhere in North America

 

Trusted by more than 20,000 Shopify and Shopify Plus stores - like Brooklinen, Ruggable, True Classic and Dr. Squatch. Postscript gives ecommerce brands the tools they need to run a world-class SMS marketing program.

 

We're on a mission to make SMS the number-one revenue channel for ecommerce merchants by delivering an easy-to-use platform where they can grow their subscriber list, develop and test their messaging strategy, deliver excellent customer service, and drive sales and loyalty—all in one place. We believe SMS is the most important marketing and sales channel of the decade, and that vision drives everything we do.

 

Postscript was founded in 2018 as a 100% remote organization. With more than 250 employees (and counting!), we're backed by Greylock, Y Combinator, and other top investors.

 

Postscript Description

Postscript is redefining marketing for ecommerce companies. By introducing SMS as an entirely new channel for ecommerce stores to engage, retain, and convert their customer base, brands are seeing huge ROI with Postscript. Backed by Greylock, Y Combinator and other top investors, Postscript is growing fast and looking for remarkable people to help build a world class organization.

Job Description

Our AI teams are expanding our capabilities to deliver innovative, AI-powered features that help merchants succeed. As the Senior Prompt Engineer, you will both lead and contribute to the development of best-in-class prompt engineering practices across our AI-powered product suite. You will set standards, guide prompt development across teams, mentor other contributors, and be hands-on in crafting high-impact prompts. This is a player/coach role with a fast-growing scope, with the opportunity to grow into a formal people leadership position as our AI product footprint expands. You will report into the Associate Director / GPM of our Messaging AI teams to start.

Think of this role as similar to a UX leader for AI interactions. You will be designing, testing, refining, and extending prompts and interaction patterns that make our AI features truly exceptional across multiple products, models, and channels.

Primary Duties

  • Design, write, and optimize prompts for our LLM-powered products, ensuring high-quality, safe, and effective experiences
  • Ensure prompts perform consistently across multiple models and pass P0/P1 eval standards
  • Own the structure of our core agent and supervisor systems so they can extend to new channels, surfaces, and use cases
  • Define and improve prompt engineering standards, best practices, and review processes
  • Determine what contextual information needs to be injected into prompts and at what level of fidelity to optimize model performance across use cases - including working with engineering to design, test, and maintain structured context injection pipelines that enable high-quality outputs at scale
  • Use Freeplay for prompt evals, challenger/champion testing, and optimization
  • Set up and manage the process for testing challenger prompts against champion prompts in production (e.g., optimizing for revenue per subscriber while maintaining or improving unsubscribe rates and sentiment baselines)
  • Operate and communicate effectively across all teams leveraging AI, serving as a unifying voice for prompt quality
  • Mentor prompt engineers and cross-functional contributors (PM, design, engineering) on AI interaction design
  • Drive cross-team collaboration around AI behavior, safety, and user experience standards
  • Stay hands-on with product teams to ship and improve AI-powered features
  • Shape the roadmap for scaling prompt engineering across products and teams
  • Stay current with emerging LLM techniques, tools, and practices, and drive their adoption across the organization

 

What We’ll Love About You

  • Obsessive customer-first and animal mindset
  • 8-10 years of experience in marketing technology required, with a strong preference for the ecommerce sector, AI/ML, conversational commerce
  • Background in Martech Sales/Solutions Engineering, Customer Success, Marketing Strategy, or Product Management
  • Deep recent expertise in LLMs and prompt engineering, with hands-on experience writing prompts and executing evals
  • Proven track record of shipping 0-to-1 products
  • Entrepreneurial experience and/or technical background (engineering, data science, or similar) is a bonus
  • Experience defining standards, setting a bar for excellence, and mentoring others in AI interaction design, including eval creation and iteration
  • Ability to balance hands-on work with leadership responsibilities (player/coach)
  • Strong collaboration and communication skills, with the ability to influence across product, design, engineering, and AI teams
  • Analytical and user-centered, with a track record of using data to improve prompt effectiveness
  • Growth-oriented, eager to step into greater leadership as our AI footprint grows
  • Strong curiosity and learning mindset about the evolving LLM ecosystem and emerging best practices

 

What You'll Love About Us

  • Salary range of USD $135,000-$153,750 base plus equity (we do not have geo based salaries)
  • High growth startup - plenty of room for you to directly impact the company and grow your career!
  • Work from home (or wherever)
  • Fun - We're passionate and enjoy what we do
  • Competitive compensation and opportunity for equity
  • Flexible paid time off
  • Health, dental, vision insurance

 

What to expect from our hiring process:

  • Intro Call: You'll hop on a quick call with the Recruiter so we can get to know you better — and you can learn a little more about the role and Postscript.
  • Hiring Manager Intro: You'll hop on a quick call with the Hiring Manager so your future Manager can get to know you better — This is a great time to learn more about the team & position.
  • Virtual Onsite Interviews: You'll be meeting with 2-4 team members on a series of video calls. This is your chance to ask questions and see who this role interacts with on a daily basis.
  • Technical Assessment: We'll provide you with a prompt engineering challenge that mirrors real-world scenarios you'll encounter in the role.
  • Final FEACH Interview: This is our interview to assess your ability to represent how you work via our FEACH values. As we build the #1 team in E-commerce, we look for individuals who embody FEACH professionally and personally.
  • Reference Checks: We ask to speak with at least two references who have previously worked with you.
  • Offer: We send over an offer and you (hopefully) accept! Welcome to Postscript!

 

You are welcome here. Postscript is an ever-evolving place of equal employment for talented individuals.

You are welcome here. Postscript is an ever-evolving place of equal employment for talented individuals.

Create a Job Alert

Interested in building your career at Postscript? Get future opportunities sent straight to your email.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Select...
Select...
Select...
Select...
Select...
Select...
Select...

Postscript Demographic Questions and Categorizations

At Postscript, we are committed to creating an inclusive workplace that values diversity. We firmly believe that companies diverse in, for example, age, gender identity, race, sexual orientation, ethnicity, and perspective are better because of it. However, even beyond that belief, we simply want to strive for what's right.

For this reason, we are asking candidates to voluntarily self-identify through a few demographic questions. Our purpose in collecting this information is to help us assess our outreach efforts and diversity representation goals. Your responses will not be linked to your identity or your application, and neither recruiters nor hiring managers can see this information at an individual level. Your responses are stored in the aggregate and will not play any role in our hiring decision.  Your decision to participate or not participate in this survey will have no impact on your candidacy at Postscript.

Select...
Select...
Select...
Select...

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Postscript’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.