Olivia Montgomery is an associate principal analyst at Software Advice, covering program and project management with a focus on the strategic alignment of IT and operations to optimize digital transformation. Drawing from her experience as a former IT PMO leader and her background in humanities studies, Olivia delivers data-driven insights that empower business leaders to drive business growth through projects.
Olivia’s research and analysis is informed by nearly 200,000 authentic user reviews on Software Advice and over 10,000 interactions between Software Advice software advisors and project management software buyers. Olivia also regularly analyzes market sentiment by conducting surveys of project managers and PMO leaders so she can provide the most up-to-date and helpful information to small and midsize businesses purchasing software or services.
Her expertise is featured in Forbes, Bloomberg, CIO Dive, and TechRepublic, as well as in podcasts, such as The Digital Project Manager. Recently, she presented her research on emotional intelligence (EQ) and decision-making at PMI's Global Summit conference, shedding light on the crucial role of EQ in driving project success. When she's not analyzing tech trends, you can find Olivia horseback riding or re-watching Jurassic Park.
Economic Concerns, Talent Shortages, and Cybersecurity Are Top Challenges for SMB Supply Chains
Apr 24, 2024
Learn what you can do to address the top challenges SMB supply chain leaders face in 2024, from economic concerns to talent shortages to cybersecurity attacks.
Smart Sustainability: Many Businesses Recoup Over Half of Return Costs with Reverse Logistics Strategies
Nov 6, 2023
Learn SMB-focused strategies for improving your returns processing and increasing sustainability with our research-backed actionable recommendations.
Returned Items Are Hurting Sustainability Efforts for SMBs—Here's How to Align Your Practices and Messaging
Jun 16, 2022
Learn what SMB retailers are doing with returned products and how it affects their sustainability efforts; get tips on how to improve your reverse logistics process.
Small Businesses Are Being Left Behind in the Retail Supply Chain Crisis
Apr 27, 2022
91% of SMB retailers feel that larger companies have an advantage over them in their ability to procure inventory. Learn what your SMB retail business can do to help mitigate this and other supply chain challenges.
How SMBs Are Creating More Sustainable Supply Chains in 2021
Oct 6, 2021
Before the pandemic, 86% of SMBs had some type of sustainability effort in place, and environmental sustainability efforts were the most common type of undertaken measure.
3 Supply Chain Certifications That Will Help You Land a Job
Jul 21, 2021
Learn about three popular certifications and get advice from industry professionals here.
Your Project Status Report Checklist: What to Include When You Report to Stakeholders
Jul 15, 2021
Learn how to create a project status report like a pro: what to include when you report to stakeholders.
5 Construction Trends in the New Normal
Jul 9, 2021
Learn the 5 trends shaping the small construction business industry today and tomorrow. We share our insights and analysis of what your peers and competitors are doing.
4 Project Management KPIs Important For Performance Management
Feb 26, 2021
Learn the key metrics you should be managing for project success. We’ll give you the calculation formulas and explain why they’re important.
What Is a PERT Chart? Learn How This Tool Can Keep Your Projects On Track
Oct 16, 2020
Learn what a PERT chart is, how it benefits project managers, and the best practices for using one.

