Strategy

24 articles in this category.

Featured Article
Group of founders in a roundtable advisory session
Business Consulting

Cohort Drop-Ins: When Group Advisory Beats 1-on-1 (and When It Doesn't)

The 1:1 advisory call is the default. It's also expensive, slow to schedule, and lonely. A different format is quietly producing better outcomes for a specific set of founder questions: the cohort drop-in. Here's where it works, where it fails, and how to tell the difference.

Leslie Alexander
7 min read
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Founder shaking hands with a customer after closing a deal

Founder-Led Sales: Knowing When to Stop Closing Your Own Deals

Founder-led sales is the right model in year one and the wrong model in year three. The transition kills more SaaS companies than churn does. Here's the framework for spotting the inflection — and what to build before you cross it.

Sticky notes and a planning board signaling careful evaluation of consultant proposals

The 7 Red Flags When Hiring a Strategy Consultant

By the time you notice the engagement is going sideways, you're three months in and twice over budget. These seven red flags are the early-warning signals worth catching at the RFP stage.

Open notebook with content strategy planning notes and visuals

Content Marketing in 2026: What's Actually Working

The 'publish three posts a week' content treadmill is dead. The new playbook is programmatic SEO, executive bylines, original research, and distribution that doesn't depend on Google. Here's what's moving pipeline now.

Cloud computing infrastructure visualization with server architecture

Cloud Migration: When and Why It Actually Makes Sense in 2026

The 'all-in on cloud by default' era ended around 2023. Today the question is which workloads belong in cloud, which belong on-prem or at the edge, and how to make that decision with honest unit economics.

Workspace with planning notes representing OKR and KPI strategy work

OKRs vs KPIs in Practice: The Difference That Actually Matters

OKRs and KPIs are not the same thing dressed up differently. They answer different questions, on different cadences, with different consequences. Mixing them up — which most companies do — is why neither system works.

Showing 1 to 12 of 24 articles

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