# From $187M Ecommerce to $5M ARR SaaS: Spresso's Post-Bankruptcy Pivot to Enterprise Software | Jared Yaman

Page: https://stenobird.com/podcast/saas-interviews-with-ceos-startups-founders-46902/from-187m-ecommerce-to-5m-arr-saas-spresso-s-post-bankruptcy-pivot-to-enterprise-software-jared-yaman
Text version: https://stenobird.com/podcast/saas-interviews-with-ceos-startups-founders-46902/from-187m-ecommerce-to-5m-arr-saas-spresso-s-post-bankruptcy-pivot-to-enterprise-software-jared-yaman.md
Podcast: [SaaS Interviews with CEOs, Startups, Founders](https://stenobird.com/podcast/saas-interviews-with-ceos-startups-founders-46902)
Published: 2026-02-26T16:43:00+00:00
Episode link: https://nathanlatkathetop.libsyn.com/from-187m-ecommerce-to-5m-arr-saas-spressos-post-bankruptcy-pivot-to-enterprise-software-jared-yaman
Audio file: https://podtrac.com/pts/redirect.mp3/traffic.libsyn.com/secure/nathanlatkathetop/From_0_to_170M_But_It_Wasnt_What_It_Seemed.mp3?dest-id=284781
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Duration seconds: 1691

## Resource

How do you turn a failed public ecommerce company into a $5M ARR enterprise SaaS platform serving ~$2M+ contracts — while rebuilding with capital efficiency after bankruptcy and avoiding the growth-at-all-costs playbook? In this episode, Nathan sits down with Jared Yaman, co-founder of Spresso and former founder of Boxed, the bulk ecommerce company that scaled to $187M in revenue before its IPO and eventual Chapter 11 restructuring. Today, Jared leads Spresso, the enterprise ecommerce software platform spun out of Boxed, now serving roughly 15 enterprise customers worldwide and growing ARR from $2.5M at spinout in 2023 to about $5M in 2025 through large ACV enterprise contracts. What makes this story interesting is the transition from low-margin ecommerce operations to high-margin enterprise SaaS. Boxed generated hundreds of millions in revenue but operated on ~4–5% contribution margins. Spresso keeps the infrastructure, data, and enterprise relationships — but monetizes them through implementation fees and modular SaaS subscriptions, fundamentally changing the economics. You'll learn: - Why scaling revenue without contribution margin destroys optionality, even at $100M+ revenue - How enterprise implementation fees subsidize onboarding costs and accelerate payback periods - The pricing structure behind $2M+ enterprise contracts in ecommerce infrastructure - Why founder-led sales and existing network relationships became the primary GTM channel post-spinout - How to reposition operational technology into a standalone SaaS category buyers understand - The debt strategy Spresso uses to keep leverage under 10% of ARR - Lessons from raising $380M in venture capital and ending with low single-digit founder ownership - How reducing deployment timelines from 4 months to 4 week…

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