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5 Interesting Learnings from Circle at $2.3 Billion in “ARR”

SaaStr

The “Regulatory Moat” Strategy: Compliance as a Competitive Advantage Circle was the first to receive a New York State BitLicense, which is famously difficult to obtain, in 2015. This early investment in regulatory compliance has become their key differentiator against Tether and newer entrants.

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Approaching Half a Million Customers: How to Win in SMB with BILL CEO and Founder René Lacerte

SaaStr

With a trillion in payment volume coming through BILL in the last five years, managing the payment and compliance engine has required an ongoing effort of a sizable team. From day one, they considered having a viable business model, so they didn’t wait to build it. People tend to stay for a long time.

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The Great IPO Awakening: What 2025’s Surprisingly Hot Market Means for B2B Companies

SaaStr

Learning #3: Security/Compliance Isn’t a Sure Thing SailPoint’s negative returns remind us that even “essential” categories like identity management can struggle if execution falters or competition intensifies. at $47-55 range, priced at $40 Current Performance : +250.4%

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Mastering Growth in the AI Era: How to Stand Out, Acquire Customers, and Raise VC Dollars with B Capital, Zetta, and Glasswing

SaaStr

This represents an under-recognized opportunity for B2B AI startups focusing on compliance, risk management, and administrative controls. Large enterprises have an immediate need for governance solutions to handle AI at scale. The bar has risen significantly from the “growth at all costs” mindset of 2021-2022.

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The Journey from Freemium to PLG to SLG: Key Learnings from Dropbox, Salesforce and Vimeo

SaaStr

It’s a business model, an organizational framework, and ultimately, a path to building a more efficient, customer-centric company. The $10M ARR Rule for Enterprise Here’s a controversial but important take: If you’re under $10M ARR, stay away from Enterprise.

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Billing System Migration: How to Nail It?

Subscription Flow

In this blog, we will explore why companies migrate to a new billing system, the pain points of billing system migration, the best practices to overcome these obstructions, and SubscriptionFlow’s tailored solutions that guarantee your business a seamless transition. Our platform, SubscriptionFlow, is a billing system migration expert.

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How to Scale a Platform and Ecosystem to $10B with Atlassian CRO Cameron Deatsch (Pod 611 + Video)

SaaStr

They demonstrate spectacular growth and expansion while revolutionizing and disrupting industries with new business models. How Atlassian does business . The Atlassian business model is unique. Scale-ups are exciting. This makes it easy for customers to expand their use cases.

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