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§ Private Profile · 50 Stewart Ave, Huntington, NY 11743, United States
WorkRails is a technology company.
WorkRails develops a Services CPQ (Configure, Price, Quote) platform designed to streamline the sales process for professional services. The core product enables companies to generate accurate service quotes and automate Statements of Work (SOWs) with efficiency. Key capabilities include a comprehensive content management system for service offerings, an e-commerce style service catalog, a guided selling decision tree, and robust SOW document generation, all integrated to accelerate the sales cycle and ensure consistency.
The company was co-founded in late 2015 or early 2016 by Jeffrey Leventhal, Brooke Dixon, James Droskoski, Jamie Proctor, and Steven Schneider. Leventhal, previously a co-founder of Work Market Inc., brought an understanding of the complexities inherent in the professional services industry. The founders identified a critical need for software solutions that simplify how organizations scope, price, and sell professional services, leading to the development of WorkRails.
WorkRails serves organizations that sell professional services, including SaaS companies, aiming to make services a strategic pillar rather than an afterthought. The platform empowers sales and professional services teams to sell more quickly, accurately, and intelligently by standardizing and automating the sales motion. WorkRails' long-term vision is to transform the buying and selling of professional services into a process as straightforward as e-commerce, fostering stronger alignment across departments.
WorkRails has raised $2.0M across 1 funding round.
WorkRails has raised $2.0M in total across 1 funding round.
WorkRails has raised $2.0M across 1 funding round. Most recently, it raised $2.0M Seed in October 2016.
| Date | Round | Lead Investors | Other Investors | Status |
|---|---|---|---|---|
| Oct 1, 2016 | $2M Seed | Eliot Durbin | BoxGroup, Browder Capital, Curie.bio, Dopamine Ventures, Aniq Kassam, First Round Capital, Founder Collective, NOT Boring Capital, Operator Partners, Pareto Holdings, Seven Seven SIX, Trajectory Ventures, Vibe Capital, XFactor Ventures, Adam Guild, Adrian Aoun, Anthony Pompliano, Balaji Srinivasan, Cory Levy, Mark Gerson, Matteo Franceschetti, Shane Curran, Expert Dojo, Incisive Ventures, Lattice Ventures, Taylor Greene | Announced |
WorkRails has raised $2.0M in total across 1 funding round.
WorkRails's investors include Eliot Durbin, BoxGroup, Browder Capital, Curie.Bio, Dopamine Ventures, Aniq Kassam, First Round Capital, Founder Collective, Not Boring Capital, Operator Partners, Pareto Holdings, Seven Seven Six.
WorkRails is a SaaS company that builds a Services Configure, Price, and Quote (CPQ) platform designed to streamline the sales process for professional services.[1][3][4][5] It serves enterprise technology companies, particularly SaaS firms, by enabling teams to generate accurate service quotes, manage workflows, and sell services faster—addressing pain points like silos, miscommunication, and lengthy sales cycles.[1][3][4] The platform claims to close deals 9x faster, boost services attach rates, improve win rates, and reduce churn by automating eCommerce-like service sales.[4] Founded in 2016 (with roots in late 2015), WorkRails raised $4.44M total, achieved record sales in 2022, and was acquired by BigTime Software in November 2024, signaling strong growth momentum in the professional services automation space.[1][2]
WorkRails was co-founded by Jeff Leventhal, a serial entrepreneur with prior experience as co-founder of Work Market (a freelancer marketplace) and OnForce (a digital work intermediation platform).[2] Launched in late 2015 in Huntington, New York (initially as InAppPro), the company emerged amid the rise of heterogeneous digital work platforms, targeting the underserved professional services sales niche.[1][2] Early traction came via a $2.3M seed round in 2016 led by Boldstart Ventures, with participation from Lerer Hippeau, BoxGroup, and Lattice Ventures, validating its unique positioning.[2] Pivotal moments included record sales performance announced in October 2022 and its acquisition by BigTime Software in November 2024, marking a successful exit after scaling to serve top tech firms.[1][2]
WorkRails rides the professional services automation trend in SaaS, where services often drive 80-90% of revenue but lag in tooling compared to products.[4] Its timing aligns with post-pandemic shifts toward streamlined B2B sales, remote workflows, and recurring revenue focus amid economic pressures—making services a key differentiator for enterprise tech retention and upsell.[3][4] Market forces like rising SaaS competition and churn sensitivity favor it, as competitors (e.g., general ERP/CPQ like Acumatica, Model N) lack services depth.[1] By empowering services teams, WorkRails influences the ecosystem, elevating "underdog" functions to strategic assets and enabling faster, more profitable deals in a landscape dominated by product-centric sales tools.[3]
Post-acquisition by BigTime Software, WorkRails is poised for accelerated scaling, likely integrating deeper into PSA ecosystems to dominate services CPQ.[1] Trends like AI-driven quoting, zero-touch workflows, and services-led growth in SaaS will shape its path, potentially expanding to adjacent verticals like manufacturing or medtech.[1][4] Its influence may evolve from niche innovator to standard-setter, as BigTime leverages it to challenge incumbents—ultimately proving services sales can be as frictionless as online shopping, tying back to its mission of making professional services a revenue powerhouse.[3][4]