Director of Marketing, Enterprise AI

$196K - $245K San Francisco, CA, US Mid Level AI/ML Engineer

Interested in this AI/ML Engineer role at Handshake?

Apply Now →

Skills & Technologies

Salesforce

About This Role

AI job market dashboard showing open roles by category

Location

------------

San Francisco, CA

Employment Type

-------------------

Full time

Location Type

-----------------

On\-site

Department

--------------

Marketing

Compensation

----------------

  • $196K – $245K • Offers Equity

*For cash compensation, we set standard ranges for all U.S.\-based roles based on function, level, and geographic location, benchmarked against similar stage growth companies. In order to be compliant with local legislation, as well as to provide greater transparency to candidates, we share salary ranges on all job postings regardless of desired hiring location. Final offer amounts are determined by multiple factors, including geographic location as well as candidate experience and expertise, and may vary from the amounts listed above.*

About Handshake

===================

Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million\+ employers, and 1,600 educational institutions.

In 2025, we started Handshake AI and built the fastest\-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We’ve grown from $0 to \~$1B run rate and pay \~$60M to over 30K individuals every month.

Why join Handshake now:

  • Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel
  • Partner hand\-in\-hand with world\-class AI labs, Fortune 500 partners and the world’s top educational institutions
  • Work together with engineers, scientists, operators, and more from Palantir, Meta, Scale AI, and former YC founders
  • Build a massive, fast\-growing business with billions in revenue

About Handshake AI

Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data\-intensive post\-training techniques. We believe that data spend for AI training will increase by 3\-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs, working on their most complex data at the largest scale.

The Role

============

Handshake built the eval and human\-data infrastructure that frontier AI labs rely on to make their models and agents better. We deliver capabilities from RL environments to expert\-in\-the\-loop eval construction, and post\-training systems. Now, we are pointing that same infrastructure at the enterprise: helping Fortune 500 companies in banking, insurance, retail, and legal build the eval and improvement loops their AI agents need to work safely and well in production.

This is the founding marketing role for this new line of business — and at its core, a product marketing role: positioning, technical narrative, and sales partnership come first. You will be working with company leadership directly and you'll have the full weight of Handshake's marketing org, brand, and infrastructure behind you, with the autonomy to build the Enterprise AI motion from the ground up. You'll lead and build the positioning, technical content, a lighthouse\-account ABM motion, and sales enablement all while working directly with the Enterprise AI founding team. You'll have high visibility and close proximity to CEO Garrett. It's a high\-ownership opportunity inside a larger $250M\+ company build\-out. If this line of business becomes what we expect it to, this founding role grows into a team you build and lead.

  • Own positioning and messaging end\-to\-end — define the ICP, build the competitive narrative, and stand up the messaging architecture everything else runs on
  • Translate technical proof points (evals, RL environments, model behavior) into content that credibly reaches technical buyers: POVs, case studies, executive bylines, sales narrative
  • Build sales enablement from scratch — pitch decks, battlecards, objection handling — for a sales team currently working without a CRM or existing collateral
  • Partner on the front line with sales and a deployment strategist/solutions architect — joining demos and discovery calls to close knowledge gaps in real time as the team ramps
  • Shape account\-based, vertical\-specific motions (banking, insurance, retail, legal) in partnership with field and growth marketing, who will already be staffed and running events by fall
  • Stand up a minimum\-viable digital presence (microsite/landing pages) with support from web dev
  • Use AI tooling aggressively to operate above your weight class — this function doesn't have the headcount yet for a traditional team structure

You Have

------------

  • 7\+ years in B2B marketing with a strong product marketing foundation — this is a PMM\-first role, not a generalist growth or demand gen seat
  • Experience partnering with enterprise sales in a high\-ACV, complex technical sales motion — comfortable joining live demos and discovery calls, not just producing materials from a distance
  • Gone zero\-to\-one before: launched a product, built a function, or served as a founding/solo marketer at an early\-stage company
  • Sold complex technical solutions into traditional, non\-tech Fortune 500 enterprises (banking, insurance, retail) rather than exclusively tech buyers
  • Strong writer and storyteller who gets fluent in genuinely technical material fast
  • Operates independently with real agency in ambiguous, fast\-moving environments — this team is early and self\-directed, without a lot of hand\-holding infrastructure yet

Bonus points:

  • Came up at a large, structured company (Salesforce, Google, etc.) before making the jump to a founding marketing role at an AI or technical B2B startup
  • Fluent in AI tooling as a way of multiplying personal output across content, research, and competitive intel, rather than just a topic you market

We Offer

------------

Handshake delivers benefits that help you feel supported — and thrive at work and in life.

*The below benefits are for full\-time US employees.*

Ownership: Equity in a fast\-growing company

Financial Wellness: 401(k) match, competitive compensation, financial coaching

Family Support: Paid parental leave, fertility benefits, parental coaching

Wellbeing: Medical, dental, and vision, mental health support, $500 wellness stipend

Growth: $2,000 learning stipend, ongoing development

Remote \& Office: Internet, commuting, and free lunch/gym in our SF office

Time Off: Flexible PTO, 15 holidays \+ 2 flex days

Connection: Team outings \& referral bonuses

Explore our mission, values, and comprehensive US benefits at joinhandshake.com/careers.

Compensation Range: $196K \- $245K

Salary Context

This $196K-$245K range is above the 75th percentile for AI/ML Engineer roles in our dataset (median: $180K across 1841 roles with salary data).

View full AI/ML Engineer salary data →

Role Details

Company Handshake
Title Director of Marketing, Enterprise AI
Location San Francisco, CA, US
Category AI/ML Engineer
Experience Mid Level
Salary $196K - $245K
Remote No

About This Role

AI/ML Engineers build and deploy machine learning models in production. They work across the full ML lifecycle: data pipelines, model training, evaluation, and serving infrastructure. The role has evolved significantly over the past two years. Where ML Engineers once spent most of their time on model architecture, the job now tilts heavily toward inference optimization, cost management, and integrating LLM capabilities into existing systems. Companies want engineers who can ship production systems, and the experimenter-only role is fading fast.

Day-to-day, you're writing training pipelines, debugging data quality issues, setting up evaluation frameworks, and figuring out why your model performs differently in staging than it did on your dev set. The best ML engineers are obsessive about reproducibility and measurement. They instrument everything. They know that a model is only as good as the data feeding it and the infrastructure serving it.

Across the 3,708 AI roles we're tracking, AI/ML Engineer positions make up 70% of the market. At Handshake, this role fits into their broader AI and engineering organization.

Demand for AI/ML Engineers has been strong and consistent. Unlike some AI roles that spike with hype cycles, ML engineering is a foundational need. Every company deploying AI models needs people who can keep them running, and the gap between research prototypes and production systems keeps growing.

What the Work Looks Like

A typical week might include: debugging a data pipeline that's silently dropping 3% of training examples, running A/B tests on a new model version, writing documentation for a feature flag system that lets you roll back model deployments, and reviewing a junior engineer's PR for a new evaluation metric. Meetings tend to be cross-functional since ML touches product, engineering, and data teams.

Demand for AI/ML Engineers has been strong and consistent. Unlike some AI roles that spike with hype cycles, ML engineering is a foundational need. Every company deploying AI models needs people who can keep them running, and the gap between research prototypes and production systems keeps growing.

Skills Required

Salesforce (4% of roles)

Python and PyTorch dominate the requirements. Most roles expect experience with cloud platforms (AWS, GCP, or Azure) and familiarity with ML frameworks like TensorFlow or JAX. RAG (Retrieval-Augmented Generation) has become a top-3 skill requirement as companies integrate LLMs into their products. Docker and Kubernetes show up in about a third of postings, reflecting the production focus of the role.

Beyond the core stack, employers increasingly want experience with experiment tracking tools (MLflow, Weights & Biases), feature stores, and vector databases. Fine-tuning experience is valuable but less common than you'd think from reading Twitter. Most production LLM work is RAG and prompt engineering, not fine-tuning. If you have both, you're in a strong position.

Companies that are serious about AI/ML hiring tend to post specific infrastructure details in the job description: the frameworks they use, their model serving stack, their data pipeline tools. Vague postings that just say 'ML experience required' without specifics are often companies that haven't figured out what they need yet.

Compensation Benchmarks

AI/ML Engineer roles pay a median of $218,750 based on 3,817 positions with disclosed compensation. Director-level AI roles across all categories have a median of $272,150. Disclosed range: $196K to $245K.

Across all AI roles, the market median is $217,500. Top-quartile compensation starts at $272,100. The 90th percentile reaches $325,000. For comparison, the highest-paying categories include AI Safety ($300,000) and Research Engineer ($280,000). By seniority level: Entry: $120,000; Mid: $200,000; Senior: $230,000; Director: $272,150; VP: $250,000.

Handshake AI Hiring

Handshake has 12 open AI roles right now. They're hiring across AI/ML Engineer, AI Product Manager, AI Software Engineer. Positions span San Francisco, CA, US, New York, NY, US. Compensation range: $170K - $416K.

Location Context

AI roles in San Francisco pay a median of $277,088 across 810 tracked positions. That's 27% above the national median.

Career Path

Common paths into AI/ML Engineer roles include Data Scientist, Software Engineer, Research Engineer.

From here, career progression typically leads toward ML Architect, AI Engineering Manager, Principal ML Engineer.

The fastest path into ML engineering is through software engineering with a self-directed ML education. A CS degree helps, but production engineering skills matter more than academic credentials. Build something that works, deploy it, and measure it. That portfolio project is worth more than a Coursera certificate. For career growth, the fork comes around the senior level: go deep on technical complexity (staff/principal track) or move into managing ML teams.

What to Expect in Interviews

Expect system design questions around ML pipelines: how you'd build a training pipeline for a specific use case, handle data drift, or design A/B testing infrastructure for model deployments. Coding rounds typically involve Python, with emphasis on data manipulation (pandas, numpy) and algorithm implementation. Take-home assignments often ask you to build an end-to-end ML pipeline from raw data to deployed model.

When evaluating opportunities: Companies that are serious about AI/ML hiring tend to post specific infrastructure details in the job description: the frameworks they use, their model serving stack, their data pipeline tools. Vague postings that just say 'ML experience required' without specifics are often companies that haven't figured out what they need yet.

AI Hiring Overview

The AI job market has 3,708 open positions tracked in our dataset. By seniority: 102 entry-level, 1,705 mid-level, 1,469 senior, and 432 leadership roles (Director, VP, C-Level). Remote roles make up 14% of the market (508 positions). The remaining 3,180 roles require on-site or hybrid attendance.

The market median for AI roles is $217,500. Top-quartile compensation starts at $272,100. The 90th percentile reaches $325,000. Highest-paying categories: AI Safety ($300,000 median, 21 roles); Research Engineer ($280,000 median, 147 roles); AI Architect ($254,798 median, 67 roles).

Demand for AI/ML Engineers has been strong and consistent. Unlike some AI roles that spike with hype cycles, ML engineering is a foundational need. Every company deploying AI models needs people who can keep them running, and the gap between research prototypes and production systems keeps growing.

The AI Job Market Today

The AI job market spans 3,708 open positions across 16 role categories. The largest categories by volume: AI/ML Engineer (2,605), Data Scientist (310), AI Software Engineer (259). These three account for the majority of open positions, though smaller categories often have higher per-role compensation because of specialized skill requirements.

The seniority mix tells a story about where AI teams are in their maturity. Entry-level roles (102) are outnumbered by mid-level (1,705) and senior (1,469) positions, reflecting that most companies are past the 'build a team from scratch' phase and need experienced engineers who can ship production systems. Leadership roles (Director, VP, C-Level) total 432 positions, representing the bottleneck between technical execution and organizational strategy.

Remote work availability sits at 14% of all AI roles (508 positions), with 3,180 requiring on-site or hybrid attendance. The remote share has stabilized after the post-pandemic correction. Senior and specialized roles (Research Scientist, ML Architect) are more likely to be remote-eligible than entry-level positions, partly because experienced hires have more negotiating power and partly because these roles require less hands-on mentorship.

AI compensation is structured in clear tiers. The market median sits at $217,500. Top-quartile roles start at $272,100, and the 90th percentile reaches $325,000. These figures include base salary with disclosed compensation. Total compensation (including equity, bonuses, and sign-on) runs 20-40% higher at companies that offer those components.

Category matters for compensation. AI Safety roles lead at $300,000 median, while Prompt Engineer roles sit at $140,000. The spread between highest and lowest-paying categories reflects the premium on specialized technical skills versus broader analytical roles.

The most in-demand skills across all AI postings: Python (1,890 postings), Aws (1,103 postings), Azure (877 postings), Rag (855 postings), Gcp (631 postings), Prompt Engineering (560 postings), Pytorch (545 postings), Claude (498 postings). Python dominates, appearing in the vast majority of role descriptions regardless of category. Cloud platform experience (AWS, GCP, Azure) is the second most common requirement. The newer entrants to the top skills list (RAG, vector databases, LLM APIs) reflect the shift from traditional ML toward generative AI applications.

Frequently Asked Questions

Based on 3,817 roles with disclosed compensation, the median salary for AI/ML Engineer positions is $218,750. Actual compensation varies by seniority, location, and company stage.
Python and PyTorch dominate the requirements. Most roles expect experience with cloud platforms (AWS, GCP, or Azure) and familiarity with ML frameworks like TensorFlow or JAX. RAG (Retrieval-Augmented Generation) has become a top-3 skill requirement as companies integrate LLMs into their products. Docker and Kubernetes show up in about a third of postings, reflecting the production focus of the role.
About 14% of the 3,708 AI roles we track offer remote work. Remote availability varies by company and seniority level, with senior and leadership roles more likely to offer location flexibility.
Handshake is among the companies actively hiring for AI and ML talent. Check our company profiles for detailed breakdowns of open roles, salary ranges, and hiring trends.
Common next steps from AI/ML Engineer positions include ML Architect, AI Engineering Manager, Principal ML Engineer. Progression depends on whether you lean toward technical depth, people management, or product strategy.

Get Weekly AI Career Intelligence

Salary data, skills demand, and market signals from 16,000+ AI job postings. Every Monday.