← Back to all posts

Pricing & Packaging

Pricing strategy, packaging decisions, and monetization models that optimize revenue.

30 articles
Building a Discount Strategy That Doesn't Destroy Your Pricing Power

Building a Discount Strategy That Doesn't Destroy Your Pricing Power

Discounts close deals, but inconsistent discounting trains customers to negotiate. Here's how to use discounts strategically without eroding margins.

November 1, 2025 7 min read
Designing a Freemium Model That Actually Converts to Paid

Designing a Freemium Model That Actually Converts to Paid

Most freemium users never convert. Here's how to design free tiers that drive adoption while creating clear upgrade triggers.

November 1, 2025 7 min read
Optimizing Your Pricing Page to Drive Conversions, Not Confusion

Optimizing Your Pricing Page to Drive Conversions, Not Confusion

Your pricing page is where deals go to die. Here's how to design one that clarifies value and accelerates purchase decisions.

November 1, 2025 7 min read
Running Pricing Research That Actually Informs Pricing Decisions

Running Pricing Research That Actually Informs Pricing Decisions

Most pricing research is too abstract to be useful. Here's how to design research that gives you concrete, actionable pricing guidance.

November 1, 2025 7 min read
Choosing the Right Value Metric for Your Pricing Model

Choosing the Right Value Metric for Your Pricing Model

Per-seat, per-usage, per-feature—the metric you price on determines your growth trajectory. Here's how to choose the right one.

November 1, 2025 7 min read
Competitive Pricing Analysis: How to Price Against Competitors Without Racing to the Bottom

Competitive Pricing Analysis: How to Price Against Competitors Without Racing to the Bottom

Competitive pricing isn't about matching competitor prices. Here's how to analyze competitive pricing in a way that strengthens your position, not commoditizes it.

October 30, 2025 7 min read
Pricing Experiments That Don't Tank Revenue: A Practical A/B Testing Framework

Pricing Experiments That Don't Tank Revenue: A Practical A/B Testing Framework

Want to test pricing without risking revenue? Here's how to run pricing experiments that generate insights while protecting your business.

October 29, 2025 7 min read
Contract Structure Strategies: Building Agreements That Enable Expansion

Contract Structure Strategies: Building Agreements That Enable Expansion

Your contract structure determines how easily customers can expand. Here's how to design agreements that protect you while enabling growth.

October 28, 2025 7 min read
Expansion Pricing Models: Designing for Growth Within Your Customer Base

Expansion Pricing Models: Designing for Growth Within Your Customer Base

New customer acquisition is expensive. Here's how to design pricing that makes expansion revenue natural, predictable, and high-margin.

October 27, 2025 7 min read
Pricing Governance: How to Control Discounting Without Slowing Down Deals

Pricing Governance: How to Control Discounting Without Slowing Down Deals

Uncontrolled discounting destroys pricing strategy. But too much control kills deal velocity. Here's how to build governance that protects margins without bottlenecking sales.

October 26, 2025 7 min read
Pricing Page Psychology: Small Changes That Increase Conversions by 30%

Pricing Page Psychology: Small Changes That Increase Conversions by 30%

Your pricing page design influences purchase decisions more than you think. Here's what actually moves buyers from consideration to signup.

October 26, 2025 7 min read
Land-and-Expand Pricing: Getting the Entry Point and Growth Path Right

Land-and-Expand Pricing: Getting the Entry Point and Growth Path Right

Land-and-expand only works if both parts are designed correctly. Here's how to price for initial adoption while building in natural expansion.

October 25, 2025 7 min read
Pricing Objection Handling: Proven Scripts That Move Deals Forward

Pricing Objection Handling: Proven Scripts That Move Deals Forward

Price objections kill deals when reps don't know how to respond. Here are tested scripts that reframe price conversations and keep deals moving.

October 24, 2025 7 min read
New Market Pricing Strategy: How to Price When Entering Unknown Territory

New Market Pricing Strategy: How to Price When Entering Unknown Territory

Entering a new market without pricing precedent? Here's how to set prices when you don't have competitive intelligence or customer data yet.

October 23, 2025 7 min read
Price Increase Communication: How to Raise Prices Without Losing Customers

Price Increase Communication: How to Raise Prices Without Losing Customers

Need to raise prices but terrified of churn? Here's how to communicate price increases in a way that customers understand and accept.

October 22, 2025 7 min read
Enterprise Pricing Negotiations: Navigating Complex Deals Without Leaving Money on the Table

Enterprise Pricing Negotiations: Navigating Complex Deals Without Leaving Money on the Table

Enterprise deals involve procurement teams, competitive dynamics, and multi-year commitments. Here's how to negotiate pricing that protects margins while closing strategic deals.

October 21, 2025 7 min read
Dynamic Pricing Strategies for SaaS: When to Change Prices

Dynamic Pricing Strategies for SaaS: When to Change Prices

We raised prices 15% and lost 3 enterprise deals worth $800K because we didn't grandfather existing customers. Then we froze pricing for 2 years and watched our margins erode 12%. Here's what actually works when you need to change prices.

June 28, 2025 9 min read
Packaging Strategy for Multi-Product Companies

Packaging Strategy for Multi-Product Companies

We bundled three products into a suite and revenue dropped 22%. Customers wanted individual products but our pricing forced them into bundles they didn't need. Here's what actually works when you're packaging multiple products.

June 25, 2025 10 min read
Discount Policy Frameworks: Guardrails Without Killing Deals

Discount Policy Frameworks: Guardrails Without Killing Deals

Our sales team gave away $480K in discounts in Q3 because we had no discount policy. Then we implemented strict controls and lost $1.2M in deals that died in approval hell. Here's how to build guardrails that protect margins without destroying velocity.

June 21, 2025 9 min read
Pricing Experiments & A/B Testing: What Actually Moves Revenue

Pricing Experiments & A/B Testing: What Actually Moves Revenue

We ran a pricing A/B test that showed a 23% conversion lift with 95% statistical significance. Three months later, revenue was down 8%. The test was right, but we were measuring the wrong thing. Here's what actually matters in pricing experiments.

June 18, 2025 9 min read
Usage-Based Pricing Implementation: Technical & Go-to-Market Challenges

Usage-Based Pricing Implementation: Technical & Go-to-Market Challenges

Our usage-based pricing model looked perfect in spreadsheets. Then we tried to bill customers for 847,392 API calls and discovered our metering system was off by 23%. Here's what actually happens when you implement consumption pricing.

June 14, 2025 10 min read
Enterprise Pricing Negotiations: Deal Structure Tactics That Actually Work

Enterprise Pricing Negotiations: Deal Structure Tactics That Actually Work

I watched a $2M deal die because we couldn't structure a 3-year commitment their procurement team would approve. The pricing was right, the champion was sold, but the deal structure killed it. Here's what actually works in enterprise negotiations.

June 11, 2025 9 min read
Pricing Increase Communication: The 6-Week Plan That Saved Customer Relationships

Pricing Increase Communication: The 6-Week Plan That Saved Customer Relationships

I watched a company announce a 40% price increase via email on a Friday afternoon. They lost 23% of customers in 90 days. Price increases don't kill retention—bad communication does. Here's the 6-week plan that actually works.

April 12, 2025 9 min read
Packaging Strategy Workshop: The Day We Realized Our Tiers Made No Sense

Packaging Strategy Workshop: The Day We Realized Our Tiers Made No Sense

We had three tiers: Basic, Pro, and Enterprise. Customers bought Basic, outgrew it immediately, and churned instead of upgrading. Our packaging wasn't a strategy—it was just features sorted by price. Here's the workshop that fixed it.

April 9, 2025 9 min read
Pricing Research in 3 Weeks: Van Westendorp Meets Reality

Pricing Research in 3 Weeks: Van Westendorp Meets Reality

I watched a pricing survey produce $12, $47, and $200 as acceptable price points for the same product. The Van Westendorp method promised clarity but delivered chaos. Here's what actually works when theory meets messy reality.

April 5, 2025 8 min read
The Anatomy of a Great Pricing Proposal (That Actually Closes Deals)

The Anatomy of a Great Pricing Proposal (That Actually Closes Deals)

Your pricing deck isn't closing deals because it's generic. Here's how to build comprehensive, customized proposals that tell a story and win business.

November 7, 2024 7 min read
Pricing Research Methodology: How to Find the Right Price Through Customer Interviews

Pricing Research Methodology: How to Find the Right Price Through Customer Interviews

Most companies guess at pricing. Here's the research framework for finding the price customers will actually pay.

September 8, 2024 8 min read
Pricing Psychology: How to Frame Pricing That Makes Customers Want to Buy

Pricing Psychology: How to Frame Pricing That Makes Customers Want to Buy

Your pricing turns away buyers. Here's the psychology framework that makes pricing feel like a deal.

August 11, 2023 7 min read
Pricing Tier Design: How to Structure Good/Better/Best Packages That Drive Customers to Target Tier

Pricing Tier Design: How to Structure Good/Better/Best Packages That Drive Customers to Target Tier

Your pricing tiers confuse buyers. Here's the framework for tier design that guides customers to highest-value option.

January 19, 2023 7 min read
Pricing Localization: How to Price Products Across Global Markets Without Leaving Money on the Table

Pricing Localization: How to Price Products Across Global Markets Without Leaving Money on the Table

One global price leaves money on the table. Here's the framework for localizing pricing to maximize global revenue.

March 29, 2022 8 min read

Explore More Topics

Strategy

Frameworks for positioning, competitive strategy, and market analysis that drive long-term GTM success.

Go-to-Market

Tactical playbooks for coordinating cross-functional launches, aligning teams, and executing GTM motions.

Product Launch

Launch planning, timing, and execution strategies that maximize impact and drive adoption.

Sales Enablement

Battlecards, training programs, and sales tools that turn reps into product experts.

Messaging & Positioning

Crafting value propositions and messaging that resonates with buyers and differentiates from competitors.

AI Agent Optimization

Optimizing product content, documentation, and data for AI agents like ChatGPT and Claude that recommend products to buyers.

Win/Loss Analysis

Systematic approaches to understanding why deals are won or lost and feeding insights back to product and GTM.

Customer Research

Methods for gathering customer insights through interviews, surveys, and jobs-to-be-done research.

Demand Generation

Lead generation strategies, campaign planning, and lifecycle marketing that drives pipeline.

Content Marketing

Content strategy and distribution frameworks that drive qualified leads and revenue.

Product Analytics

Using product usage data to inform GTM decisions, identify expansion opportunities, and prevent churn.

Market Research

Primary and secondary research methodologies for understanding markets, competitors, and customer needs.

Partner & Channel Marketing

Co-marketing programs, partner enablement, and channel strategies that drive revenue through partnerships.

Product-Led Growth

Self-serve onboarding, free trial optimization, and PLG strategies that turn users into paying customers.

Customer Marketing

Retention programs, advocacy initiatives, and expansion campaigns that grow revenue from existing customers.

Competitive Intelligence

Building competitive monitoring systems, positioning frameworks, and battle cards that help you win against competitors.

Product Marketing Operations

Team structure, tech stack, processes, and KPIs that make product marketing teams more effective and efficient.

Developer & Technical Marketing

Marketing to developers and technical buyers through docs, community, advocacy, and technical content.

International GTM

Strategies for international expansion, localization, regional planning, and managing global product launches.

Platform & Ecosystem Marketing

App marketplaces, developer platforms, partner programs, and ecosystem growth strategies for multi-sided platforms.

Founding PMMs

For the first PMM hire: building the function from scratch, proving value, working with limited resources, and establishing credibility.

Marketers at Scale-ups/Series A

Transitioning from startup to scale-up: building teams, standardizing processes, managing complexity, and driving systematic growth.

Product Marketing Frameworks

Proven frameworks, models, and methodologies that product marketers use to structure thinking, drive decisions, and execute consistently.

RevOps & PMM Alignment

Building partnerships with revenue operations to drive attribution, forecasting, pipeline management, and cross-functional GTM execution.

Event Marketing & Field PMM

Trade shows, conferences, webinars, and field marketing strategies that drive pipeline and build brand presence in target markets.

Product Adoption & Onboarding

Strategies to drive user activation, reduce time-to-value, increase feature adoption, and build product-led growth flywheels.

Executive Communication

Communicating with C-suite and board members through executive briefs, presentations, storytelling, and strategic influence.

PMM Visibility & Impact

Dashboard frameworks, attribution models, political navigation, and career strategies that help PMMs prove value and build executive influence.

Budget Season

Q4 planning strategies, budget defense tactics, and ROI frameworks for protecting PMM resources during annual planning cycles. Navigate finance scrutiny and prove necessity.

Pragmatic Framework

Practical guides for implementing the Pragmatic Institute framework, from market and focus to programs and readiness, helping PMMs get the most value from this popular methodology.

Future of PMM

How AI, product-led growth, and evolving buyer behaviors are reshaping product marketing. What skills, tools, and career paths will define PMMs in 2030.

Industry Marketing

Go-to-market strategies tailored for specific industries and verticals. How PMM approaches differ across SaaS, fintech, construction tech, healthcare, and other specialized markets.

Buyers Guides

Practical guides for choosing PMM tools and platforms. Evaluating competitive intelligence, messaging frameworks, and launch management solutions that consolidate workflows and save time.