Engagement Manager

Field sales powers the economy — but most teams are struggling. Reps are buried in admin work, managers are stretched thin, and leaders can’t see what’s really happening in the field.

Siro is redefining how field sales teams learn, perform, and win.

We started as an AI-powered coaching platform that helped reps improve their outcomes in the field.

Today, we’re something much bigger — an intelligent companion that automates sales reps’ tedious admin work, gives managers real-time visibility, and helps executives see around corners.

Our platform integrates with systems like Salesforce, analyzing thousands of in-person sales conversations to surface insights, automate workflows, and drive better outcomes across the org. Think Iron Man’s Jarvis for sales — proactive, personalized, and built directly into the tools teams already use.

Siro has raised $75M and is backed by world-class investors like Index, Fika, CRV, and SignalFire. We are trusted by leading home-improvement, retail, hospitality, and automotive brands, and powered by a lean team from Meta, McKinsey, Doordash, and Uber.

We’re building the future of human-AI collaboration in sales — and we’re just getting started.

As an Engagement Manager, you'll own Siro deployments with the Enterprise field sales teams we serve. You will plan and execute our large customer pilots, engagements that typically last 60-90 days, alongside an Account Executive.

We see this function as a competitive differentiator: the deployments you’ll run will be Enterprise pilots, and often times are head-to-head against competitors. To be successful, you will be a true internal cross-functional owner, coordinating across Sales, Data Science, Solutions Eng, and more. You will be exceptional at managing external and internal stakeholder relationships. And you will be exceptional at ensuring that all levels of the customers we serve get value from Siro.

This is a full-time role in New York City.

• Bring AI-first software to enterprises and help them use it the right way across their Sales and Leadership teams

• Train and coach users, from end user to executive, through the change management

• Develop technical expertise in real-world, ultra-practical and impactful applications of LLMs

• Explore and deepen enterprise value, partnering internally with Solutions Eng and Data Science

• Think critically about the data we’re receiving from customers and the impact we’re having on their business

• Run established EM plays, and ideally bring your own unique and creative ways to improve what we currently do

• Be the internal hub and cross-functional driving force that represents the best interests of our customers and business

• Directly partner with Enterprise Account Executives for each engagement

• Travel ~10-15% of the time to customer sites

• Open to various backgrounds, but most interested in ~2+ years of customer-facing experience where you’ve had full ownership of customer or partner outcomes. Ex: B2B SaaS Customer Success, Consulting, or Account Management roles

• Top-tier communication skills with internal and external audiences. You are dynamic enough to seamlessly adjust your style to a daily user to a Fortune 1000 exec.

  • You are able to synthesize and clearly articulate — visually and verbally — data that matters to our customers and internal peers

  • You simplify vs complicate

  • You speak in a high content:word ratio

  • You are an excellent storyteller

• Must love winning as a team player

• Track record of exceptional performance managing deployments of software or other change management across multiple teams and stakeholders, while meeting project deadlines, resulting in successful adoption and results for the customer

• High agency — you develop POVs and jump into action. You are ambitious, proactive, love working with customers, and bring an owner mentality to everything you do. You build.

• You feel at home in uncertain, fast-moving, ambiguous environments. You are creative and unbothered when you need to solve problems on the fly.

• Experience at a fast-growing startup

At Siro, we are committed to creating a diverse and inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We provide equal employment opportunities to all applicants without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.