Probook is the AI dispatching software for the $700B home services space (think plumbers, electricians, HVAC technicians, etc). Matching technicians to the right jobs can mean the difference between a $300 band-aid fix and a $20,000 system replacement yet this process is currently manual and rarely data-driven.

Probook changes that. We fully automate dispatching using AI, optimizing for outcomes that drive revenue and customer satisfaction.

Since emerging from stealth, we’ve grown rapidly—bootstrapping to $4M in ARR within 9 months and operating cash-flow positive from day one. Our growth has been driven by obsessive customer focus and relentless execution.

We’re an in-office team working six days a week (Sunday through Friday), and our culture is shaped by three core values:

🦺 Blue Collar – We serve tradespeople who’ve been ignored by software. Building trust with them means showing up, listening closely, and solving real problems with urgency and respect.

💵 3-Month Runway Mentality – We never take a customer for granted. We treat every account like it’s at risk, do whatever it takes to make them successful, and obsess over keeping them happy.

🔧 Low Maintenance – We keep our egos low and our standards high. That means taking feedback well, staying reliable, and always doing what’s best for the team—not just yourself.

We grow by delivering real value. Every customer is onboarded in person, and our product spreads through word of mouth—not a GTM team.

We’re a high-performance team, built for intensity and outcomes. Every member of Probook is an A-player—sharp, driven, and committed to excellence—with a track record of excelling in high stakes environments.

This isn't just a job; it's a proving ground for future founders. At Probook, you'll gain direct, hands-on experience in every aspect of building a hyper-growth company, from working intimately with customers to shape our product, to understanding the mechanics of our rapid revenue generation. Our intense environment and focus on extreme ownership mean you're not just a cog; you're actively contributing to the core business, making this the ideal place to learn what it truly takes to start and scale your own successful company. If you're looking for the real startup grind—the kind that demands everything and gives back even more—this is it.

WHAT WE’RE LOOKING FOR

We’re looking for hands-on, execution-focused Deployment Strategists to help us scale. This role is critical to ensuring every new customer sees value fast, stays long-term, and becomes a source of social proof.

You’ll be on the ground during onboarding, understanding customer workflows, ensuring smooth integrations, and working closely with our product team to translate real-world pain points into high-leverage product improvements.

If you believe that delighted customers are the most powerful growth engine—and you’re ready to help build something enduring from the inside—let’s talk.

In this role, you will:

• Travel and be onsite with customers 2-4 days per week to lead onboardings and ensure a successful implementation.

• Spend remaining days in-office, managing customer relationships through calls,

• meetings, and proactive support to drive ongoing customer health.

• Take full ownership of your assigned customers’ success—both during onboarding

• and throughout the post-implementation (aftercare) phase.

• Monitor usage, engagement, and ROI to ensure customers are getting value and staying retained.

• Grow into leading other deployment strategists

Your background looks something like this:

• 0-3 years of experience, graduated with 3.9+ GPA from a top 20 university. New grads are also encouraged to apply!

• Time spent in investment banking, consulting, sales engineering, or similar fields where performance under sustained pressure is the norm

• Demonstrated ability to lead from the front—persuasive, assertive, and outcome-driven

• Experience working with complex technical products and the ability to quickly gain a deep understanding of how they work

Who you are:

• Selfless teammate who shows up for others, owns the hard stuff, and leads without needing the spotlight

• Comfortable giving and receiving hard feedback without ego or defensiveness

• Treats company resources like their own—budget-conscious and thoughtful with spending. You’re internally driven to go the extra mile, not because anyone’s watching, but because that’s who you are.

Benefits:

• Medical, dental, and vision benefits

• Take what you need vacation policy

• All work-related travel expenses covered

• Monthly food stipend for lunches and dinners

• Unlimited office snacks and beverages