Shopping for work management software? The choices can feel paralyzing. One platform promises structured task management, another champions simplicity, and a third...

Sean O'Connor | 10 min read

A marketing team launches what seems like a perfectly planned campaign. Three weeks later, the creative brief is missing, the budget is overspent due to untracked vendor...

Sean O'Connor | 17 min read

Juggling projects across departments means managing different stakeholders, shifting timelines, and competing deliverables. One team requests scope changes while...

Sean O'Connor | 16 min read

A product can be well built, solve real problems, and have full organizational backing — yet still struggle to gain traction after launch. The gap between “ready to...

Sean O'Connor | 9 min read

Marketing may launch a campaign targeting “millennials interested in fitness.” Sales may follow up with leads called “high-value prospects.” Customer success may...

Sean O'Connor | 8 min read

Imagine a whiteboard filled with brilliant ideas after a two-hour brainstorm, the energy in the room electric. Now, picture the team three weeks later, stuck in debate...

Sean O'Connor | 16 min read

You’ve built a solid team, secured the budget, and launched ambitious initiatives. But three months in, you’re fielding the same uncomfortable questions: Are...

Sean O'Connor | 20 min read

After months of demos, pricing debates, and feature comparisons, many teams still miss the real question. Choosing a work management platform is not about checking...

Sean O'Connor | 14 min read

As your team grows, the demands on your work management platform grow too. Tools that work well for small teams often struggle to handle hundreds of users, leading to...

Sean O'Connor | 13 min read

The work management market is crowded, with Trello offering simplicity, ClickUp focusing on feature density, and monday work management serving as a business operating...

Sean O'Connor | 19 min read

Teams often spend three months building workflows in one platform, only to discover they need a system designed for greater complexity. This scenario plays out...

Sean O'Connor | 3 min read

If you’re managing projects in 2026, you’re not just tracking deadlines. You’re juggling shifting priorities, fielding leadership questions mid-week, coordinating...

Sean O'Connor | 8 min read

Freelancing rewards strong delivery, but the operational work behind the scenes often goes unnoticed. After landing a client and completing the work, hours can disappear...

Sean O'Connor | 6 min read

Finance teams spend hours tracking down stuck invoices. Marketing campaigns are delayed because approval steps aren’t clear. HR manually chases onboarding paperwork...

Sean O'Connor | 9 min read

Organizations run dozens of projects simultaneously. Marketing launches campaigns while IT rolls out infrastructure upgrades and operations optimizes supply chains. Each...

Sean O'Connor | 24 min read

A major digital transformation initiative has been approved at the executive level. Marketing plans to enter three new markets, operations aims to automate the supply...

Sean O'Connor | 14 min read

In 2026, organizations are approving hundreds of projects simultaneously. Budgets are locked, teams are assigned, and leadership expects results. However, with so many...

Sean O'Connor | 12 min read

A novel outline lives in one app, a home renovation budget sits in a spreadsheet, and a fitness goal hides on a sticky note somewhere. Personal projects multiply across...

Sean O'Connor | 25 min read

Time data often lives in disconnected systems, detached from project plans, resource capacity, and long-term objectives. As a result, leadership teams still struggle to...

Sean O'Connor | 25 min read

Managing contractors effectively is a growing challenge as organizations increasingly rely on external talent to meet project goals. When onboarding, compliance, project...

Sean O'Connor | 21 min read