---
title: 'Staff Software Engineer at Probook'
canonical: 'https://feeny.ai/job/staff-software-engineer-probook-manhattan-gdsj4f8frkm4'
type: 'job'
last_seen: '2026-09-09'
---

# Staff Software Engineer at Probook

- **Company:** Probook
- **Location:** Manhattan, NY
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-01-13
- **Last confirmed live:** 2026-09-09
- **Apply:** https://jobs.ashbyhq.com/probook/6b75ec3e-3156-405d-b79b-6e03dcd217cd

## Job description

## ABOUT PROBOOK

Probook is the AI Operating System for the home services industry, transforming how plumbing, HVAC, and electrical businesses operate.

Our impact is real. Dispatching the right technician to the right job can mean the difference between a $300 "band-aid" fix and a $20,000 system replacement. By automating previously high-touch workflows around-the-clock, Probook ensures a consistent customer experience without the need for 24/7 live staffing. We unify our customers' processes into a single, scalable platform, giving businesses one place to run their entire dispatch operation.

The Opportunity

This isn't a role where you'll optimize existing features—you'll define and ship the product capabilities that unlock our next phase of hypergrowth. The products you build in the next 12 months will serve tens of thousands of users and process hundreds of millions in transactions.

You'll own entire product surfaces end-to-end, set technical and product quality standards for the engineering org, and work directly with leadership to translate business strategy into shipped product.

Every feature you ship will directly impact our ability to capture market share at speed. You'll see your work drive millions in ARR in real-time, validated by direct customer feedback from our in-person onboarding process.

## What You'll Do

Product Ownership & Delivery

- Own complete product surfaces from conception to production—backend systems, frontend interfaces, AI integrations, and everything in between
- Ship production AI products that automate complex workflows for thousands of service businesses
- Build features at a pace that would take quarters elsewhere—expect to move at startup velocity while maintaining staff-level quality
- Make product and technical decisions that balance user needs, business impact, and technical excellence
- Drive multi-month initiatives that unlock major product capabilities and revenue opportunities

Technical Leadership

- Design systems and product architectures that scale to 100x current usage
- Set the bar for product quality, technical craftsmanship, and user experience across the engineering org
- Build robust, scalable systems that enable the team to iterate faster on top of your foundation
- Integrate cutting-edge AI frameworks into customer-facing products, staying ahead of the rapidly evolving AI landscape
- Make critical technical decisions about architecture, infrastructure, and tooling that impact company trajectory

Strategic Impact

- Work directly with customers to understand workflows, identify pain points, and translate needs into shipped product
- Partner with leadership to define product strategy and prioritize initiatives that drive ARR growth
- Act as a force multiplier—your work should enable multiple engineers to ship better products faster
- Mentor engineers and raise the bar through code reviews, product critiques, and technical leadership

## What We're Looking For

Technical Excellence

- 7+ years of product engineering experience shipping customer-facing products end-to-end
- Deep expertise in building complete product experiences—you're comfortable across the stack and can ship features independently
- Track record of building 0→1 products that reached meaningful scale, ideally as a founding or early engineer
- Expert-level coding fundamentals with sophisticated judgment about technical trade-offs and where to invest quality
- Battle-tested experience shipping production AI/ML products that customers depend on
- Strong product instincts—you know how to build features that users actually want and that drive business outcomes

Product Sense & Execution

- Exceptional product judgment—you understand what to build, how to build it, and when to ship it
- Proven ability to make high-stakes product and technical decisions with incomplete information
- Experience taking ambiguous customer problems and translating them into elegant, impactful solutions
- Strong technical communication—you can explain product decisions and technical trade-offs to both engineers and business stakeholders
- Extreme bias for action balanced with product quality—you ship fast without compromising user experience

Leadership & Impact

- Track record of setting product quality standards and raising the engineering bar at previous companies
- Experience as a product or technical leader who others look to for guidance on what "good" looks like
- History of building impressive products that demonstrate exceptional product sense and technical judgment (we actively evaluate for this)
- Ability to operate in high-growth, high-ambiguity environments where you define the playbook
- Comfort context-switching rapidly across multiple product areas and initiatives

Mission Alignment

- Genuine passion for building products that impact millions of working-class Americans
- Energized by the trades and home services industry—you want to modernize a massive, underserved market
- Willingness to engage directly with customers in the field—some of our best product insights come from on-site visits

Why Join Now?

This is the exact inflection point where legendary product leaders are made:

- Product greenfield: The features you ship will define the product for a greenfield space
- Direct impact: Small enough team that your product decisions ripple across the entire business
- Timing: In 12 months, the core product will be set. Right now, you can still define everything.

Why Join Probook?

- The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share.
- The Traction: $XXM ARR in 18 months. Product-market fit proven; now we're scaling.
- Funding: $40M raised from Sequoia and Andreessen Horowitz
- The Team: >60 people, our founding team comes from the space and has spent thousands of days onsite with our customers. We live the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir, ICPC world finalists, IMO Gold Medalists).

## Compensation & Benefits

- Equity: Meaningful early-stage equity
- Salary: $250K – $300K
- Health: Comprehensive medical, dental, and vision
- Perks: $500 monthly Ramp card for commuting, meals, gym, etc. (plus $25 in nightly meal delivery credit) and really good office snacks
- Access: Direct access to world-class investors and advisors

## About Probook

## Company Overview
- **One-liner**: Probook builds an AI-powered operating system for home services companies, automating dispatch, lead management, and customer communication to help trades businesses scale.
- **Entity Type**: Private (raised $40M Series A)
- **Headquarters**: New York, NY, United States
- **Founded**: 2022
- **Founders**: Ben Cervantez (Co-Founder), George Eliadis (Co-Founder & CEO), Lewis Zhang (Co-Founder & CTO)

## Core Business
- **Primary industry**: Home Services Software / AI / Vertical SaaS
- **Target customers**: Home services companies (HVAC, plumbing, electrical, pressure washing, etc.) — primarily mid-market and enterprise operators with multiple locations and large dispatch teams
- **Mission or purpose statement**: Built by the trades, for the trades — to solve the hardest operational problems in home services with AI.

## Products & Services
- **Probook AI Operating System**: An all-in-one platform that automates dispatch, lead capture, outbound booking, and customer communication. Key features include:
  - **AI Dispatch**: Automatically matches technicians to jobs based on skills, location, and history; forecasts ETAs.
  - **Lead Capture & Chat Automation**: Handles 90% of customer chats automatically, capturing every lead from voice calls and web.
  - **Outbound Booking**: Automatically fills the board by working unsold estimates and outbounding to past customers.
  - **Full Context CRM**: All customer interactions in one place, with full history checks before jobs hit the board.
  - **Integrations**: Works natively with ServiceTitan and other industry tools.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed (private company)
- **Key Metric**: Raised **$40M** in funding from Sequoia Capital and Andreessen Horowitz (a16z) — announced on their homepage.
- **Notable Investors/Partners**: Sequoia Capital, Andreessen Horowitz (a16z)
- **Growth Signals**:
  - 3,518 LinkedIn followers (+2.8% monthly growth)
  - Website traffic: ~10,906 monthly visits (+5.2% monthly, +202.9% yearly)
  - Customer results cited: 20%+ increase in average ticket, 82% true booking rate, 22 → 10 dispatchers, 15,000+ calls/month handled
  - Describes itself as "the fastest-growing AI startup in New York"
  - Backed by two of the most prestigious VC firms in the world

## Competitive Advantages
- **Domain expertise**: Founders grew up in the trades; CEO George Eliadis ran a pressure washing business for 6 years. The team "came up in the trades" and deploys in person, configuring alongside customers.
- **Talent density**: Engineering team includes multiple ICPC World Finalists and IMO Gold Medalists — described as "more talent-dense than early Ramp."
- **GTM/CS expertise**: Leadership from Procore, Zocdoc, and other vertical SaaS leaders.
- **Focus on dispatch as the core**: Unlike other AI vendors, Probook is built around dispatch — the operational heart of home services — making it uniquely sticky.

## Strategic Focus
- **Category creation**: Building the "AI operating system for home services" — a new category-defining product.
- **Vertical depth**: Deep integration with existing tools (ServiceTitan) and workflows, rather than a horizontal AI play.
- **Scaling the team**: Actively hiring across engineering, sales, customer success, and operations to fuel rapid growth.
- **In-person deployment**: Hands-on, high-touch implementation to ensure outcomes — "stay on the hook for the results we sell."

## Why Work Here
- **Culture**: Described as a "small, cracked team" with diverse professional backgrounds. The company emphasizes working on "harder and more real" problems than quant or big tech.
- **Talent density**: Opportunity to work alongside world-class engineers (ICPC finalists, IMO gold medalists) and operators from top vertical SaaS companies.
- **Impact**: Early-stage startup with a clear product-market fit and massive market opportunity — employees can have outsized influence.
- **Location**: Based in New York City (office in NYC). Roles are listed as full-time and in-office (New York).
- **Perks/Notable**: Backed by Sequoia and a16z; strong engineering culture; focus on solving real problems for real businesses.
- **Open roles** (as of latest data): Founding Design Engineer, Senior Software Engineer, Staff Software Engineer, Sales Development Representative, Head of Implementation, Enterprise Customer Success Manager, FDE, Founders Associate, Business Operations Lead, Founding GTM Recruiter, Enterprise Account Executive, Solutions Consultant, Executive Assistant, Head of Talent.

## Sources
1. [probook.ai](https://www.probook.ai/)
2. [probook.ai/company](https://www.probook.ai/company)
3. [probook.ai/careers](https://www.probook.ai/careers)
4. [jobs.ashbyhq.com/probook](https://jobs.ashbyhq.com/probook)
5. [linkedin.com/company/probook-ai](https://www.linkedin.com/company/probook-ai)

## Other roles at Probook

- [Deployment Strategist](https://feeny.ai/job/deployment-strategist-probook-manhattan-5cp16xgr8v3s) — Manhattan, NY
- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-probook-manhattan-h6kmde34y0qz) — Manhattan, NY
- [Events Marketing Specialist](https://feeny.ai/job/events-marketing-specialist-probook-manhattan-8sbbkwpw2g8k) — Manhattan, NY
- [Senior Product Marketing Manager](https://feeny.ai/job/senior-product-marketing-manager-probook-manhattan-4qab6c8d49gr) — Manhattan, NY
- [Enterprise Customer Success Manager](https://feeny.ai/job/enterprise-customer-success-manager-probook-manhattan-6zvabj1xgfzk) — Manhattan, NY
- [Strategic Account Executive](https://feeny.ai/job/strategic-account-executive-probook-manhattan-qbgpn949f7h9) — Manhattan, NY
- [Head of Talent](https://feeny.ai/job/head-of-talent-probook-manhattan-7hynck42xfdr) — Manhattan, NY
- [Solutions Consultant](https://feeny.ai/job/solutions-consultant-probook-manhattan-3emeceqwh1s4) — Manhattan, NY
- [Enterprise Account Executive](https://feeny.ai/job/enterprise-account-executive-probook-manhattan-ycz56n4vypyc) — Manhattan, NY
- [Founding Design Engineer](https://feeny.ai/job/founding-design-engineer-probook-manhattan-4rrs7zp1rdst) — Manhattan, NY