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The Enterprise Journey: 8 Keys to Going Upmarket Successfully with Workiva’s CEO Julie Iskow

SaaStr

Moving upmarket isn’t just a nice-to-have for most SaaS companies – it’s often the difference between building a sustainable $100M+ ARR business and getting stuck in the mid-market quicksand. Just look at the numbers: Enterprise customers bring 95%+ best-in-class retention vs. 85% in mid-market.

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Dear SaaStr: What Are The Most Common Mistakes First-Time Founders Make Building Enterprise Sales Teams?

SaaStr

Dear SaaStr: What are the most common mistakes first-time founders make when building enterprise sales teams? The most common mistakes first-time founders make when building enterprise sales teams are surprisingly consistent. Not Building a Competitive Sales Culture : Enterprise sales is tough.

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The #1 Event for SaaS and Business Software: SaaStr Annual

SaaStr

Offers workshops, networking, and investor matchmaking for startups and enterprises. Key points about SaaStr Annual : Focus on SaaS: Primarily focused on all aspects of SaaS business including sales, marketing, product development, and customer success. Held annually in the San Francisco Bay Area (usually in September).

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One Thing is Clear: AI Makes a Lot of Business Software Look Awfully Expensive Today. Is Deflation Coming?

SaaStr

Even leaders like Canva that were always cheap raised prices dramatically for their enterprise edition. X: You can just roll your own Workday or Salesforce in a day using AI why would anyone pay anything 95% of Businesses: What — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) January 27, 2025 Today, AI feels inflationary for SaaS.

AWS 294
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The Forrester Wave™: AI/ML Platforms: Vendor Strategy, Market Presence, and Capabilities Overview

As enterprises evolve their AI from pilot programs to an integral part of their tech strategy, the scope of AI expands from core data science teams to business, software development, enterprise architecture, and IT ops teams.

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Clouded Judgement 1.24.25 - The Year of Enterprise AI

Clouded Judgement

Subscribe now The Year of “Enterprise AI” One of the biggest challenges facing AI systems in enterprises today is the “last mile” problem: how do you make AI both reliable and accurate for specific enterprise use cases? This is what I’m calling “Enterprise AI.”

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The 250,000 Customer Club: How HubSpot and Monday.com Both Created SMB+ Empires

SaaStr

Both started SMB (Monday even more so), and Both have now gone more enterprise (Monday even more) But still with the vast majority of their customers SMB. Enterprise Expansion : While maintaining strong SMB growth, Monday.com has successfully moved upmarket. Let’s look at where both companies stand today: HubSpot ARR : $2.7B

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AI in Manufacturing

In our AI in Manufacturing eBook, you can learn how to solve your most urgent manufacturing and business needs with an enterprise AI platform. Their problems and needs don’t change, but the technology and solutions do. Get this eBook to learn about: Achieving ROI with AI and delivering valuable results with urgency.

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Democratizing AI for All: Transforming Your Operating Model to Support AI Adoption

With the emergence of enterprise AI platforms that automate and accelerate the lifecycle of an AI project, businesses can build, deploy, and manage AI applications to transform their products, services, and operations. Aligning AI to your business objectives. Identifying good use cases. Building trust in AI.

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5 Things a Data Scientist Can Do to Stay Current

With the number of available data science roles increasing by a staggering 650% since 2012, organizations are clearly looking for professionals who have the right combination of computer science, modeling, mathematics, and business skills. Fostering collaboration between DevOps and machine learning operations (MLOps) teams.

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15 Modern Use Cases for Enterprise Business Intelligence

Large enterprises face unique challenges in optimizing their Business Intelligence (BI) output due to the sheer scale and complexity of their operations. Unlike smaller organizations, where basic BI features and simple dashboards might suffice, enterprises must manage vast amounts of data from diverse sources.

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The Business Value of MLOps

As machine learning models are put into production and used to make critical business decisions, the primary challenge becomes operation and management of multiple models. Download the report to find out: How enterprises in various industries are using MLOps capabilities. Which organizational challenges affect MLOps implementations.

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PayFac vs. ISO: What Is the Optimal Integrated Payment Strategy in SaaS?

Understand the nuances of speedy onboarding with PayFacs and the enterprise value advantages of ISOs. Equip your business with the knowledge to choose the right payment strategy. Our comprehensive article delves into the merits and challenges of Payment Facilitators (PayFac) versus Independent Sales Organization (ISO) registration.