Lead, GTM Analytics & Applied AI

Company shown to members 🔒 · Remote · US, Canada only

US, Canada onlySenior$190K–210K/yrPublished 8 October 2026Looks fresh

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
US, Canada only
Skills and tools
hubspot, sql, python, shopify, machine learning, crm
Job type
Full-time

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States, Canada
Employment type
Full-time
Advertised pay
$190K–210K/yr
Experience
Senior
Employer publication date
8 October 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

About the company

The company is the AI-native system local business owners use to succeed, starting with restaurants.

We’re building the system that replaces the many tools owners use to run their business.

It powers everything from the restaurant’s website, online ordering, CRM, POS, and more.

Product philosophy

Most small business software makes owners do the work to get what they want: sales growth and profit growth. Owner does the work for them agentically.

Our system drives demand, converts it, and helps operators run their business day to day. As it improves, the business improves with it.

Using the company should feel like having a team of great operators, engineers, and marketers working for you.

Our vision

We’re starting by helping independent restaurants succeed online.

But it’s not just restaurants that need our help. Most local businesses are struggling with these same problems. Huge technology corporations are taking their customers, bleeding their profits, and making it hard for them to survive.

Once we nail the solution for restaurants – we’ll scale it into every other local business type.

In the future we envision, tens of millions of local business owners will use our technology to succeed in the digital age.

Our traction

Since 2020, we've generated tens of millions in revenue and processed over a billion dollars of online orders. 1 in 5 Americans have used the company [link for members] website.

More importantly, we’ve helped over 20,000 restaurant owners, and saved them nearly $200 million in fees.

Our team

Our team is now in the low hundreds. We’ve got top talent from the most successful companies in SMB software, including: Shopify, HubSpot, DoorDash, ServiceTitan, Rappi, Faire and Stripe.

We’ll be scaling even faster in 2026 to keep pace with our customer growth.

Where we work

The company is a remote-first, global company headquartered in San Francisco, with a sales hub in Toronto. For a few of our roles we prioritize in-person collaboration at one of our office locations. Most of our teammates are distributed throughout the globe. Please review the role description and discuss with your recruiter for more details on location!

WHY WE ARE LOOKING FOR YOU

We're building the most data-driven GTM organization in SMB technology space, and we need dedicated analytics and applied AI leads to support our Sales and Marketing engines.

At the company, the Business Operations team doesn't just analyze the business. We build products and systems that drive it. Our GTM analytics team has already built ML-powered lead scoring that 2x'd our LTV:CAC ratio, automated account research that doubled rep output, and intelligent routing systems that optimize pipeline for hundreds of reps. And we're just getting started.

Sales and Marketing are at an inflection point. We're expanding into new product verticals and AI-led offerings, scaling new acquisition channels, and standing up entirely new GTM motions. This role will be at the center of designing, measuring, and optimizing them.

As a Lead, GTM Analytics & Applied AI, you'll be a senior contributor who drives analytics and strategy end-to-end for either our Sales or Marketing org. You'll work directly with the CRO or CMO and their leadership team to identify the highest-impact opportunities, then build the analyses, tools, and AI-powered systems that turn them into results.

This role is 100% remote and can be based anywhere in the US or Canada.

YOU SHOULD DEFINITELY APPLY IF YOU…

  • Have felt torn about whether to pursue a business vs. technical/analytical career path (at the company we believe these must merge)
  • Get more energy from building and shipping than from analyzing and presenting
  • Are excited about applied AI: building AI-powered products, and using AI to change how analytics and building gets done
  • Get energized by new frontiers — defining the next version of our GTM strategy, not just optimizing existing playbooks
  • When solving problems, dive deep to understand root causes and become a subject matter expert. You don't stop at surface-level insights
  • Aren't afraid to pick up new tools and skills, from Claude Code to custom machine learning pipelines, whatever the problem requires
  • Want to build lasting systems and products, not one-off analyses
  • Thrive in ambiguity and don't need a playbook to figure out what to work on next

THE IMPACT YOU WILL HAVE

  • Own GTM analytics for your function: Build the visibility into performance metrics across the funnel that Sales or Marketing run on. Power the weekly, monthly, and quarterly reviews with the analyses and metrics that matter
  • Strategize across the funnel: Work directly with the CRO or CMO to support spend allocation decisions, shape our GTM motion, and bring rigor and a point of view to the biggest strategic questions
  • Direct the pod: Set the priorities and direction for the analytics and applied AI work supporting your function. Guide the work happening in your pod, partnering with Associates to shape analyses and recommendations
  • Build AI-powered tools that drive incremental value: Ship things like automated outbound campaigns, intelligent engagement cadences, and other AI-powered workflows to engage customers more efficiently and effectively
  • Experiment with new channels: Stand up new channels and motions, then build playbooks for repeatable experimentation so wins compound over time
  • Accelerate impact with AI: Establish how your function and the broader BizOps team uses AI to multiply output across analytics and operating workflows

WHO YOU'LL WORK WITH

Reporting Structure: This role reports to Meera Singh, Director of GTM Analytics and Applied AI

Cross-functional Partners: You'll partner most closely with leadership in your function — either Sales (CRO, Sales leadership, RevOps) or Marketing (CMO, Growth, Lifecycle, Brand) — and collaborate across the broader GTM org on shared initiatives.

Technical Collaboration: You will collaborate with Analytics Engineers on all technical aspects, including data modeling, data quality, and the use of tools like DBT and Snowflake.

Executive Visibility: This work directly drives GTM strategy, which means regular exposure to senior and executive leadership, including the CRO and CMO.

WHAT WE'RE LOOKING FOR

  • 4+ years in analytics, strategy, or ops - whether that's management consulting, startup ops & analytics, or a hybrid path that's hard to label
  • You've personally shipped data products, models, or AI-powered systems into production — not just delivered insights
  • Excellent numerical skills, with additional technical background or education strongly preferred. Claude is a must and SQL/Python skills are a plus!
  • Familiarity with how Sales or Marketing teams actually operate. Deep functional pedigree not required, but you should be able to come up to speed quickly
  • You've worked in the messy middle between business strategy and technical execution. Consulting, startup analytics, BizOps, or a hybrid path that's hard to label
  • Self-sufficient operator. You can run an end-to-end workstream without needing scaffolding
  • Have managed a team of analysts before, or are excited about the opportunity to do so — you take satisfaction in helping others do their best work
  • Comfortable with ambiguity — you don't need a playbook to figure out what to work on next
  • Experience with marketplaces, AI software, and/or high-growth startups preferred
  • Restaurant industry experience is a plus!

COMPENSATION & BENEFITS

The estimated starting base salary range for this role is $190,000 - $210,000 USD per year, plus a generous pre-IPO equity package.

Other benefits include comprehensive health coverage, remote-first workplace, unlimited PTO, plus extra fun perks!

NOTICE - EMPLOYMENT SCAMS

Communication from our team regarding job opportunities will only be made by the company team member with an [link for members] [link for members] email address.

We do not conduct interviews over email or chat platforms, and we will never ask you to provide personal or financial information such as your mailing address, social security number, credit card numbers or banking information. If you believe you are being contacted by a scammer, please mark the communication as "phishing" or "spam" and do not respond.

Notice - Employment Scams

Communication from our team regarding job opportunities will only be made by the company team member with an [link for members] email address.

We do not conduct interviews over email or chat platforms, and we will never ask you to provide personal or financial information such as your mailing address, social security number, credit card numbers or banking information. If you believe you are being contacted by a scammer, please mark the communication as "phishing" or “spam” and do not respond.

#LI-AB1

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