Revised 2/5/23
Here are some of my personal favorite and/or most popular posts over the years grouped by topic, with my all-time favorites in bold.
Boards
- Did Your Board Order a Proposal or Discussion?
- How to Present an Operating Plan to Your Board
- How To Present a Quarterly Sales Forecast to Your Board
- The First Three Slides of Your SaaS Board Deck
- How to Lead a Strategic Board Discussion
- The Triangle of Director Protections
- How to be a Good Independent Board Member
- The Board/Boss Delusion
Career
- The Key to Working with Execs: Answer the Question
- If Marc Benioff Carried a Rabbit’s Foot, Would You?
- Some High-Tech Career Counseling Tips
- What It Really Means to be a Manager, Director, or VP
- Simplifiers Go Far; Complexifiers Get Stuck
- Eight Words That Can Limit Your Career
- What to Look For in a Software Startup
CEO
- A CEO’s Guide to Marketing
- The Question that CEOs Too Often Don’t Discuss with the Board
- A Ten-Point Framework for Managing B2B SaaS Sales
- Five Questions SaaS CEOs Wrestle With
- Are We Growing Fast Enough?
- Reacting to Feedback as CEO
- Startup CEOs and the Three Doors
- Why Execution Matters
Culture (and People)
- A Short Missive on Culture
- Let’s Take the Cult out of Culture
- How to Know if you Have the Right Execs on Your Team
- Everything I’ve Learned About Recruiting
- The Three Golden Rules of Feedback
- On Hiring: Promote Stars, Not Strangers
- Eleven Words to Reduce Politics in Your Organization
Marketing
- Marketing Exists to Make Sales Easier
- How to Build a Marketing Machine
- How To Develop A Marketing Message
- Marketing Vision While Selling Product
- Managing the Fundamental Tension in Marketing
- Marketing is Too Important to be Left to the Marketing Department
- The Evolution of Marketing
- The Decomposition of Marketing
- Dear Marketing: Stop Putting the Template Ahead of the Story
- The Two Archetypal Marketing Messages
- If Rebranding’s the Answer, What Was the Question?
- The Sales/Marketing Expense Ratio
- ABM is Not B2B
- Branded Features: Resist the Temptation
Management
- Veterans vs. Up-and-Comers in Startups
- The Mythical World-Class Manager
- Sayings to Beware: The Future of the Company
- Management and Bill Walsh’s Three Types of Players
- Conflict Avoidance Causes Conflict
- I Don’t Want to Talk to You Anymore
- Whose Team is it Anyway? The 90 Day Rule
- Not in My Kitchen You Don’t: Leaders as Norm Setters
Podcasts
- Cash and Burn with Brendon Brandon Metcalf on CEO challenges
- SaaS Product Power Breakfast on category creation
- AI and the Future of Work 2023 Predictions with Dan Turchin
- Strategy in Hot and Cold Markets with Crispin Read
- SaaShimi on SaaS Metrics 101 with Aznaur Midov
- Metric Stack on cash conversion score and related metrics
- Demandgen Visionaries on making sales easier
- The Private Equity Funcast with Jim Milbery on PE vs. VC
- Twenty Minute VC with Harry Stebbings on metrics
- Metrics That Measure Up with Ray Rike
Pipeline
- The Pipeline Progression Chart
- The Four Sources of Pipeline and the Balance Across Them
- The Pipeline Chicken or Egg Problem
- What to do When You Need Pipeline in a Hurry
- Using Pipeline Conversation Rates as Triangulation Forecasts
- Using To-Go Coverage to Better Understand Pipeline
- The Self-Fulfilling 3x Pipeline Coverage Prophecy
SaaS (and Metrics)
- You Can’t Fix a CAC Payback Period
- Churn is Dead, Long Live Net Dollar Retention (NDR)
- The Customer Acquisition Cost Ratio: Another Subtle SaaS Metric
- SaaS Startup One-Slide Financials Dashboard
- You Can’t Analyze Churn by Analyzing Churn
- The Ultimate SaaS Metric: LTV/CAC
- CAC Payback Period: The Most Misunderstood SaaS Metric
- The Two Engines of SaaS: QCRs and DEVs
- Ten Non-Obvious Things About Scaling SaaS (SaaStr 2018 talk)
Sales
- The Founder’s Guide to B2B Sales
- How to Use a Steady-State Funnel to Fix a Broken GTM Motion
- How to Make and Use a Proper Bookings Capacity Model
- The Holy Grail of Enterprise Sales: The Repeatable Sales Process
- The Two High-Level Questions About Sales
- How to Train Your Sales VP to Think About the Forecast
- Can You Solution Sell without Selling Solutions?
- Win Rates, Close Rates, and Milestone vs. Flow Analysis
- The Use of Ramped Rep Equivalents (RREs)
- Measuring Sales Productivity: The Rep Ramp Chart
Silicon Valley
- Is Silicon Valley Reproducible?
- Ingres: Can You Ever Go Back?
- Interest Misalignment in Silicon Valley Startups
- The Curse of the Megaround
Strategy
- Fighting Envelopment Strategies
- Review of Good Strategy, Bad Strategy
- Playing Bigger vs. Playing to Win
- Congratulations, You’ve Created a Category. Now What?
- Hope and Agility: The Revlon Test
- The Market Leader Play: How to Run It, How to Respond
- The Simple, Definitive One-Step Hot Market Test
- The Two Dimensions of Startup Performance
- What is a Minimum Viable Product, Anyway?