2+ years in Solutions Consulting, Solutions Engineering, or Technical Consulting roles
Experience with customer-facing B2B SaaS
Proven ability to conduct product demonstrations
Ability to build proof of concepts that advance deals
Foundational knowledge of software systems and design
Strong written and verbal communication skills
Willingness to travel 10-20% domestically
Responsibilities
Lead tailored product demonstrations for high-value prospects
Build proof of concepts that showcase Probook's capabilities
Partner with AEs on account strategy and objection management
Create and maintain demos and supporting materials in collaboration with teams
Develop trusted advisor relationships with prospects throughout the deal cycle
Benefits
Meaningful equity stake in the company
Comprehensive medical, dental, and vision coverage
$1,000 monthly stipend for personal expenses
Access to top-tier investors and advisors
Collaborative and innovative office environment
Full Job Description
The Role
Probook is at an inflection point. We have product-market fit, a clearly defined target market, and capital to scale. What we need now is someone who can walk into a room with a skeptical operator and walk out with a champion.
As a Solutions Consultant, you are the technical and commercial bridge between what our product does and what our prospects need it to do. You own the demo, the proof of concept, and the ROI narrative. You work directly with AEs to advance and close deals, embedded in the deal from first call to signature. You will become the most knowledgeable person in the room on both the prospect's operations and Probook's capabilities. This is not a support role. You are a deal-closer with a technical edge.
Who You Are
A storyteller with substance. You run demos that make prospects see their own business differently. You don't recite features - you build narratives that land.
Operationally curious. You read a business fast. You ask the right questions, map their workflows, and identify where the pain lives before a prospect has finished explaining it.
Technically grounded. You understand software and systems well enough to credibly handle CTO and COO conversations in the same day - without pretending to be an engineer.
A deal-team player. You operate in sync with AEs, product, and engineering. You share context freely, close loops fast, and never let a deal stall because of a coordination gap.
Biased toward doing. You don't wait for a perfect demo environment or a complete asset library. You build what the deal needs and figure out the rest.
What You Will Own
Product demonstrations: Lead tailored demos for Probook's highest-value prospects. Own the narrative, adapt in real time to the room, and make every demo feel built specifically for that operator.
Proof of concepts: Build POCs that give prospects a real look at how Probook performs in their workflows. Own the ROI story - quantify outcomes in terms that matter to the buyer.
Deal strategy: Partner with AEs on account strategy, stakeholder mapping, and objection handling. Be the technical authority on every deal you touch.
Asset building: Work with Product, Product Marketing, and Engineering to create and maintain demos, whitepapers, RFP responses, and an internal knowledge base of customer use cases.
Trusted advisor relationship: Become the person prospects want in the room. Build confidence in both you and the product at every stage of the deal cycle.
Requirements
NYC Based: Excited to work in-office 5 days/week in our high-collaboration culture
2+ years in a Solutions Consulting, Solutions Engineering, or Technical Consulting role - customer-facing, with a focus on B2B SaaS
Demonstrated ability to run product demos and build POCs that advance deals
Foundational understanding of software systems and system design - enough to hold technical conversations without being in the weeds
Strong written and verbal communication - you can simplify complexity without losing credibility
Comfortable with up to 10-20% domestic travel
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.
The Team: >30 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).
Compensation & Benefits
Equity: Meaningful equity
Salary: $140,000 - $160,000
Health: Comprehensive medical, dental, and vision
Perks: $1,000 Monthly stipend (food, gym, Uber, etc) and really good office snacks
Access: Direct access to world-class investors and advisors
