# Olivia Montgomery | Capterra > Associate Principal Analyst Experience I’ve been an analyst at Capterra since November 2018, where my mission is to be a trusted thought leader in the project management software market. My passion lies in helping businesses maximize their technology investments, drawing from my practical experience and curious nature. I enjoy distilling complex information into engaging, accessible content that empowers businesses to make faster, better technology decisions. Before joining Capterra, I led the development of the IT Project Management Office at a national REIT and played a key role in guiding the business through an ERP replacement project to ensure SOX compliance in preparation for a public offering. My prior experience also includes roles as a Scrum Master, project business analyst, and technical writer. I’m particularly passionate about integrating the social sciences with technology, as I believe the fusion of humanities and STEM leads to more effective and strategic solutions. Expertise My research and analysis are informed by over 200,000 authentic user reviews on Capterra and more than 18,000 interactions between Capterra software advisors and project management software buyers. I regularly conduct surveys with project managers and PMO leaders to track market sentiment, sharing the most current and relevant insights for business leaders purchasing software. I specialize in primary survey research, focusing on the latest trends in project management. My work breaks down complex topics into easily digestible content that helps project managers be stronger leaders and problem-solvers. Notable research areas include the impact of AI-enhanced tools on project manager productivity and the role of emotional intelligence in improving team management and decision-making. These insights help IT, operations, and senior leadership collaborate more effectively to drive business value. I’ve presented my research at international conferences, thought leadership panels, and on industry podcasts, including those organized by the Project Management Institute (PMI) and The Digital Project Manager (DPM). My work has also been featured in PMI’s annual Pulse of the Profession reports. My insights have been featured in publications such as: Bloomberg Forbes The Economic Times ZDNet CIO Dive TechRepublic Education I hold a Master of Arts in English from the University of Nevada, Las Vegas, in language and literature, and a project management professional (PMP) certification from PMI. Source: https://www.capterra.com/resources/author/omontgomery --- # /Articles by Olivia Montgomery Olivia Montgomery Follow on[](https://www.linkedin.com/in/olivia-montgomery/)[](https://twitter.com/AnalystOlivia) **Associate Principal Analyst** **Experience** I’ve been an analyst at Capterra since November 2018, where my mission is to be a trusted thought leader in the project management software market. My passion lies in helping businesses maximize their technology investments, drawing from my practical experience and curious nature. I enjoy distilling complex information into engaging, accessible content that empowers businesses to make faster, better technology decisions. Before joining Capterra, I led the development of the IT Project Management Office at a national REIT and played a key role in guiding the business through an ERP replacement project to ensure SOX compliance in preparation for a public offering. My prior experience also includes roles as a Scrum Master, project business analyst, and technical writer. I’m particularly passionate about integrating the social sciences with technology, as I believe the fusion of humanities and STEM leads to more effective and strategic solutions. **Expertise** My research and analysis are informed by over 200,000 authentic user reviews on Capterra and more than 18,000 interactions between Capterra software advisors and project management software buyers. I regularly conduct surveys with project managers and PMO leaders to track market sentiment, sharing the most current and relevant insights for business leaders purchasing software. I specialize in primary survey research, focusing on the latest trends in project management. My work breaks down complex topics into easily digestible content that helps project managers be stronger leaders and problem-solvers. Notable research areas include the impact of AI-enhanced tools on project manager productivity and the role of emotional intelligence in improving team management and decision-making. These insights help IT, operations, and senior leadership collaborate more effectively to drive business value. I’ve presented my research at international conferences, thought leadership panels, and on industry podcasts, including those organized by the Project Management Institute (PMI) and The Digital Project Manager (DPM). My work has also been featured in PMI’s annual _Pulse of the Profession_ reports. My insights have been featured in publications such as: - Bloomberg - Forbes - The Economic Times - ZDNet - CIO Dive - TechRepublic **Education** I hold a Master of Arts in English from the University of Nevada, Las Vegas, in language and literature, and a project management professional (PMP) certification from PMI. [6 Steps to Building a Business Case for Project Management Software Published November 14, 2023; Modified March 10, 2026 Project management (PM) software is now a strategic investment, but poor planning leads to wasted dollars and missed goals. Why are people investing in new-gen PM software? More than half of buyers (55%) say they purchased or upgraded their system to add AI features, according to Capterra’s 2025 Project Management Trends Report\*.](https://www.capterra.com/resources/6-steps-to-building-a-bulletproof-business-case-for-project-management-software-with-free-template/)[Securing Your Project Management Software in the age of AI Published February 24, 2026 Project management software has become one of the most sensitive systems that a small and midsize business (SMB) can use. It stores budgets, contracts, client deliverables, internal discussions, and now AI‑generated insights. It’s no longer “just a task tool.” It’s a sensitive data hub.](https://www.capterra.com/resources/project-management-software-security-ai/)[What is Project Risk Management? Here’s Everything you Need to Know Published February 26, 2024; Modified February 13, 2026 Projects fail more often than they should. Missed deadlines cascade into budget overruns. A single supplier issue derails an entire timeline. A key team member leaves, taking critical knowledge with them.](https://www.capterra.com/resources/what-is-project-risk-management/)[5 Ways to Configure Project Management Software Using Emotional Intelligence Published February 2, 2026 Project management is often thought of as Gannt charting and budget watching. In reality, it’s the discipline of guiding people through uncertainty, and the tools you choose either support or hurt your effectiveness. You can pair emotional intelligence (EI) with project management (PM) software to reduce friction, speed alignment, and improve outcomes, especially as AI features expand both capabilities and risks.](https://www.capterra.com/resources/configure-pm-with-software-emotional-intelligence/)[6 Top-Rated AI-Enabled Tools for Workflow Management Published March 11, 2024; Modified January 16, 2026 Capterra’s Project Management (PM) Software Trends\* report found that the number one reason why companies purchase new PM software is to add AI functionality.](https://www.capterra.com/resources/top-ai-workflow-tools/)[AI & Security Are Top Concerns in Capterra’s 2025 Project Management Software Trends Survey Published September 4, 2025 AI is transforming what project management (PM) software can do, but it’s also introducing new risks, reshaping buyer priorities, and accelerating decisions, sometimes without enough strategic planning.](https://www.capterra.com/resources/2025-pm-software-trends/)[Project Leaders Increasingly Rely on These EQ Strategies as Technology Progresses Published September 16, 2024 Project managers require a diverse set of skills in order to navigate their role successfully. While project management (PM) software is helpful for tracking the work, your soft skills can determine how well you lead people. Emotional intelligence (EQ) plays a pivotal role in this, empowering project managers to identify, understand, and respond effectively to both their own emotions and those of their team and stakeholders.](https://www.capterra.com/resources/project-managers-increasingly-rely-on-these-emotional-intelligence-strategies-as-technology-progresses/)[More Than Half of Project Managers Find AI-Powered Software Benefits in Three Key Ways Published July 8, 2024 PMs are seeing significant boosts to productivity and efficiency with artificial intelligence (AI), but it's easy to underestimate the complexity and run into problems. Our data shows that leveraging AI in risk management, task automation, and predictive analytics make the best path to early return on investment (ROI).](https://www.capterra.com/resources/more-than-half-of-project-managers-find-artificial-intelligence-powered-software-benefits-in-three-key-ways/)[Having a PMO Makes It Twice as Likely You'll Deliver Fully Successful Projects Published January 9, 2024 A structured project management office (PMO) is not merely an administrative entity—it also serves as a proactive force in addressing challenges and clearing roadblocks quicker than teams without one. In fact, 60% of surveyed project managers (PMs) say that having a formal PMO significantly improves the quality of project management at their company.](https://www.capterra.com/resources/a-pmo-project-management-office-helps-deliver-successful-projects/)[Capterra's 2024 Tech Trends Report: Manufacturers Are Increasing Tech Spend, But Selection Process is Complex Published December 13, 2022; Modified October 26, 2023 The stakes for software purchases are high as today’s businesses can't survive without technology. And while the number of different types of software, vendors, and the variety of available options is overwhelming, business leaders can use a thoughtful approach to avoid choosing the wrong software.](https://www.capterra.com/resources/state-of-manufacturing-software-adoption-report-manufacturers-are-increasing-tech-spend/) Page 1 of 4