---
title: 'Customer Marketing & Community Manager at Letter AI'
canonical: 'https://feeny.ai/job/customer-marketing-community-manager-letter-ai-chicago-yaggms7mmr65'
type: 'job'
last_seen: '2026-09-18'
---

# Customer Marketing & Community Manager at Letter AI

- **Company:** Letter AI
- **Location:** Chicago, IL
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-09-17
- **Last confirmed live:** 2026-09-18
- **Apply:** https://jobs.gem.com/letter-ai/am9icG9zdDo0p8XWqa1HqsbjbsZHcPKA

## Job description

## About Letter AI

[Letter AI](https://www.letter.ai/) is the world's first unified revenue acceleration platform powered natively by generative AI. Our platform empowers sales teams at customers like Adobe, Lenovo, and Figma to ramp up faster with AI-powered training and coaching, instantly find and personalize collateral for customers, and engage their buyers with the industry's first AI Sales Room. We recently raised a $40M Series B led by Battery Ventures, with participation from existing investors including Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital, and Formus. The round comes just four months after announcing our Series A, indicating a shift we're seeing in real time: revenue teams aren’t asking for more content or tools. They’re asking for better outcomes, and Letter AI is bringing those outcomes to life! We 10Xed our revenue last year and are looking for the best of the best in Chicago to join us on the adventure 📈.

## The Role

We are looking for a Customer Marketing & Community Manager to build and scale the programs that turn our enthusiastic customer base into a powerful engine for growth. We have an incredible group of happy, engaged customers, and there’s a huge opportunity to amplify their stories, bring them together, and create more ways for them to learn from and connect with one another. In this role, you’ll own the execution and evolution of our customer marketing strategy while building a thriving Letter customer community. You’ll create repeatable programs that showcase customer success, generate advocacy, and strengthen relationships, while making our community a valuable destination for customers to connect, share best practices, learn, and engage with Letter.

- Own Letter AI’s customer marketing strategy, including how we identify, prioritize, and engage our most valuable customer relationships
- Build and manage the Letter customer community, developing the programming, content, and engagement strategy that keeps customers active, connected, and coming back
- Create opportunities for customers to connect and learn from one another through peer discussions, events, educational programming, and shared best practices
- Build a systematic approach to customer reviews and testimonials, in partnership with Customer Success and Sales, so advocacy is captured consistently
- Plan and produce customer proof points including case studies, video testimonials, and a reference pool that give Sales and Marketing credible, relevant stories to share with prospects
- Launch and run programs that deepen relationships with key customers, such as webinars, co-marketing partnerships, events, and community initiatives
- Identify and nurture champions within the community, recognizing their contributions and creating natural pathways to advocacy and deeper engagement
- Establish the tools, processes, and reporting needed to track community engagement, customer advocacy, and program impact, keeping efforts coordinated with Customer Success and Sales

Qualifications for the role include:

- 3+ years of experience in customer marketing, advocacy, or community, ideally at a B2B SaaS company
- Proven track record of turning customer relationships into tangible marketing assets, such as reviews, case studies, or testimonials
- Experience designing or running a customer advisory board, community, or similarly structured customer engagement program
- Strong cross-functional collaboration skills, with experience partnering closely with Customer Success, Sales, and Product Marketing
- Excellent communication and storytelling ability, with a knack for turning a customer's results into a compelling, specific narrative
- Ability to work in a fast-paced startup environment and manage multiple priorities
- Familiarity with the sales or revenue enablement space is a plus

## How We Operate

At Letter AI, we want you to be unapologetically you while operating with our core principles in mind:

- Customer-obsessed: Make your customers unreasonably happy and everything else will fall into place
- Ambitious yet practical: Set big goals, but stay grounded with disciplined execution and ruthless prioritization
- Direct yet kind: Never hold back from speaking your mind, but do so in a way that is kind to your colleagues
- Driven yet humble: Push for excellence and deliver fast, but keep your humility

What’s in it for you?

- Compensation: $100k–$160k base salary, depending on experience, expertise, and expected impact
- Ownership: Every full-time teammate receives Letter stock options, so you can share in the value you help create
- Benefits that have you covered: Comprehensive medical, dental, and vision coverage, plus a 401(k) with company match
- Benefits for the everyday: Company-supported commuter, connectivity, and wellness benefits, plus daily lunch in our Chicago and San Francisco offices
- Team events: Happy hours, dinners, events, and offsites with a team that genuinely enjoys spending time together
- Build with us: Join a fast-growing startup where you’ll have meaningful ownership and impact, working closely with top-notch teammates to help build and scale Letter

## About Letter AI

## Company Overview
- **One-liner**: Letter AI provides a generative AI-powered revenue enablement platform that unifies content creation, training, coaching, and buyer engagement to help sales teams execute faster and more effectively.
- **Entity Type**: Private (Series B, $40M raised in February 2026)
- **Headquarters**: Chicago, Illinois, United States (with an office in San Francisco)
- **Founded**: 2023
- **Founders**: Ali Akhtar (CEO) and Armen Forget (Co-Founder & CTO)

## Core Business
- **Primary industries**: Business/Productivity Software, Artificial Intelligence & Machine Learning, Sales Technology
- **Target customers**: B2B – enterprise and high-growth organizations (sales, revenue, and enablement teams)
- **Mission or purpose statement**: Not publicly stated, but the platform’s goal is to “supercharge enablement” by automating the creation of collateral, training, and coaching, allowing reps to spend more time selling.

## Products & Services
- **Letter AI Platform (core)**: A unified, AI-native revenue enablement platform that generates sales content, personalizes it by vertical/customer, provides a real-time AI co-pilot, and scales coaching with AI role-play simulations (including screen sharing for demo practice).
- **Letter Compass (new, August 2026)**: A module that brings conversational intelligence natively into the platform, adding deal intelligence (risk signals), AI-generated documents from calls, structured coaching, and an AI agent that drafts follow-ups and surfaces content automatically.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (private company)
- **Key Metric**: Total funding of **$53.9M** across 4 rounds (Pre-Seed $500K led by Y Combinator, Seed $2.7M led by Formus Capital, Series A $10.6M led by Stage 2 Capital, Series B $40M led by Battery Ventures)
- **Notable Investors/Partners**: Battery Ventures (lead Series B), Y Combinator, Stage 2 Capital, Lightbank, Mangusta Capital, SaaS Ventures
- **Growth Signals**: Headcount grew **278.6% YoY** to 39 employees; rapid product releases (Letter Compass launched August 2026); strong LinkedIn follower growth (+146% yearly); presence across US, UK, India, Brazil; customer logos and case studies indicate production deployments with recognizable brands.

## Competitive Advantages
- **AI-native architecture**: The platform is built from the ground up with generative AI, not bolted on, enabling rapid personalization and automation of content, coaching, and analytics.
- **Unified revenue enablement**: Combines content management, training, coaching, and buyer engagement in one system – reducing the need for multiple disconnected tools.
- **Enterprise security posture**: SOC 2 and GDPR compliant, making it suitable for regulated environments.
- **Speed of innovation**: Frequent product updates (e.g., Letter Compass, AI role-play) demonstrate a fast shipping cadence typical of well-funded startups.

## Strategic Focus
- **Deepening the deal cycle platform**: Integrating conversational intelligence, deal risk signals, and automated follow-ups to cover the entire selling motion.
- **Scaling go-to-market**: Growing the sales and customer success teams (active job postings for Account Executives, CSMs, SDRs) to capture market share in the revenue enablement category.
- **Expanding enterprise adoption**: With Series B funding ($40M) from Battery Ventures, the company is investing in product development and customer acquisition for larger organizations.

## Why Work Here
- **Culture**: High-impact, fast-paced environment typical of an early-stage scaling startup. Employees report high autonomy, close access to leadership, and a “founding” mentality. The trade-off is a demanding pace with evolving processes and potential for change fatigue.
- **Work policy**: Hybrid – Chicago office requires three in-office days per week; San Francisco office also available. Remote options exist for some roles.
- **Notable perks**: Not explicitly listed, but the combination of strong funding ($53.9M), rapid growth, and “founding” roles suggests significant ownership and career acceleration opportunities. The company emphasizes individual autonomy and direct impact on product and revenue.
- **Engineering culture**: Small technical team (10 people, 19% of workforce) with high ownership; likely strong focus on AI/ML and full-stack development. Recent job postings include Full Stack Engineer.

## Sources
1. [LinkedIn](https://linkedin.com/company/letter-ai)
2. [PitchBook](https://pitchbook.com/profiles/company/528122-17)
3. [Built In – Company Profile](https://builtin.com/company/letter-ai)
4. [Built In – Workplace Perception](https://builtin.com/company/letter-ai/faq/workplace-perception)
5. [Gem Careers](https://jobs.gem.com/letter-ai)

## Other roles at Letter AI

- [Marketing Coordinator](https://feeny.ai/job/marketing-coordinator-letter-ai-chicago-jkk82t3grjzn) — Chicago, IL
- [Sales Engineer](https://feeny.ai/job/sales-engineer-letter-ai-chicago-7w8hkw3z1rp1) — Chicago, IL
- [Sales Development Representative](https://feeny.ai/job/sales-development-representative-letter-ai-chicago-as0tgn9pzrag) — Chicago, IL
- [Support Engineer](https://feeny.ai/job/support-engineer-letter-ai-chicago-3bqqsd0j103c) — Chicago, IL
- [Enterprise Account Executive](https://feeny.ai/job/enterprise-account-executive-letter-ai-chicago-rpmeqj8feyfm) — Chicago, IL
- [Growth Account Executive](https://feeny.ai/job/growth-account-executive-letter-ai-chicago-vzt0z9hzjp1f) — Chicago, IL
- [Customer Success Manager](https://feeny.ai/job/customer-success-manager-letter-ai-chicago-vs1s7ym0a1fm) — Chicago, IL
- [Full Stack Engineer](https://feeny.ai/job/full-stack-engineer-letter-ai-san-francisco-57w0y0e9ccvn) — San Francisco, CA