Fri.Jun 13, 2025

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The VP of AI Trap: Why Hiring One Exec Won’t Transform Your Company. In Fact, It May Make It Worse.

SaaStr

I see it happening everywhere. Board meetings where someone inevitably asks, “Don’t we need a VP of AI?” I saw a term sheet the other day where a leading VC firm reserved $1m of the round … for hiring a “VP of AI” Leadership teams scrambling to post job descriptions for “Head of Artificial Intelligence.” Recruiters cold-calling anyone with “machine learning” on their LinkedIn.

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Clouded Judgement 6.13.25 - The Battle for Data Ownership

Clouded Judgement

Every week I’ll provide updates on the latest trends in cloud software companies. Follow along to stay up to date! Subscribe now You Own Your Data…Or Do you? Something I’ve written a fair bit about, and something I deeply believe, is this: you don’t have an AI strategy without a data strategy. But what if the data you think you have… you actually don’t?

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A16Z: The Median Enterprise AI Startup now Hits $2.1M ARR by Month 12

SaaStr

Andreesen Horowitz recently pulled some great data from the deals its invested in and looked at. Now this isn’t all start-ups, it’s many of the best ones. But the data is telling. What “Working” Means in the Era of AI Apps: The New Enterprise Benchmarks That Matter One of the most common refrains in the generative AI era is that “startups are growing faster than ever” — often with fewer resources.

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How ACH Payments Power Smarter Business Transactions

USIO

Writing checks or relying on clunky bank wires isn’t just slowing your business down—it’s leaving money on the table. ACH payments offer a secure, scalable, and cost-effective alternative that gives businesses better control over their cash flow. But the question is, how does ACH work, why does it matter, and how can it transform the way you manage payments?

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Struggling to Scale Test Coverage Under Pressure?

When test coverage falls behind release velocity, quality suffers, and your team feels the consequences. This guide outlines when it makes sense to outsource quality assurance (QA), the risks to watch for, and how to scale testing without increasing headcount or slowing down engineering. You will learn how leading teams are leveraging external QA partners to expand coverage, enhance defect detection, and remain aligned with CI/CD timelines.

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Dear SaaStr: What Are Some Interview Questions a CEO Can Ask an Account Executive?

SaaStr

Dear SaaStr: I am having my CEO interview an AE (final stage) what are your interviews guidelines? What Are Some Interview Questions a CEO Can Ask an Account Executive? When a CEO interviews an AE, a big part is about testing for culture fit, drive, and whether they truly understand the value your product delivers. The CEO in general is not there to grill them on the nitty-gritty of sales tactics—that’s for the VP of Sales or hiring manager.

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What Enterprises Really Need from Agile Billing—And Why Most Platforms Can’t Deliver, According to MGI Research

Blulogix

By BluLogix Team What Enterprises Really Need from Agile Billing—And Why Most Platforms Can’t Deliver, According to MGI Research For years, the billing software market has been flooded with tools that promise flexibility, automation, and ease of use. Most of them were built for startups, SMBs, or simple direct-to-consumer models. But as companies scale into the enterprise—whether in SaaS, UCaaS, IoT, or managed services—their billing needs evolve fast.

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How to redesign your customer journey for future scale

ChurnZero

ChurnZero guest article by Megan Beltran , Chief Customer Officer, Virtuous At some point in your company’s growth, the customer journey stops holding together. You’ve built processes, hired smart people, and refined onboarding, support, and renewals. But, from the customer’s perspective, it still feels fragmented. That’s where we were at Virtuous before we redesigned our customer journey map for the customers who use our responsive fundraising platform, and for our internal teams too.

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The Wake-Up Call

Blulogix

By BluLogix Team The Wake-Up Call Usage data ≠ revenue. It’s easy to fall into the trap of thinking that once you can meter usage, you can monetize it. But we’ve seen too many companies get tripped up by the missing middle. The usage data is there—but: There’s no mediation logic to clean and enrich it There’s no rating engine flexible enough to apply dynamic pricing Invoices go out late or wrong Finance can’t trust the numbers What’s missing isn’t the metering engine.

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The State of Venture in 2025

Sales Hacker

Hello and welcome to The GTM Newsletter by GTMnow – read by 50,000+ to scale their companies and careers. GTMnow shares insight around the go-to-market strategies responsible for explosive company growth. GTMnow highlights the strategies, along with the stories from the top 1% of GTM executives, VCs, and founders behind these strategies and companies.

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What’s New in Apache Airflow® 3.0—And How Will It Reshape Your Data Workflows?

Speaker: Tamara Fingerlin, Developer Advocate

Apache Airflow® 3.0, the most anticipated Airflow release yet, officially launched this April. As the de facto standard for data orchestration, Airflow is trusted by over 77,000 organizations to power everything from advanced analytics to production AI and MLOps. With the 3.0 release, the top-requested features from the community were delivered, including a revamped UI for easier navigation, stronger security, and greater flexibility to run tasks anywhere at any time.

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Reference Check Before Interview

TurnKey Labs

You’re racing to hire top offshore talent, but how do you separate the truly great from the merely average before you even jump on a call? When hiring developers remotely, especially offshore, you don’t have the luxury of hallway chats or local reputation.