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Strategy7 min readJanuary 29, 2026

Enterprise Pricing Strategies: How to Price for $1M+ Deals

The pricing frameworks I've used to close $100M+ in enterprise deals. Real examples and strategies that work.

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Enterprise Pricing Strategies: How to Price for $1M+ Deals

Pricing enterprise deals is an art and a science. Price too high, you lose the deal. Price too low, you leave money on the table.

I've priced and closed $100M+ in enterprise deals. Here's the framework that works.

Related: Pricing works best when combined with proper qualification using MEDDIC and handling price objections effectively.

The Three Pricing Principles

1. Price to value, not to cost

Enterprise buyers don't care what it costs you to build. They care what it's worth to them.

2. Price to outcomes, not to features

Buyers don't buy features. They buy outcomes. Price accordingly.

3. Price to urgency, not to competition

Don't price based on competitors. Price based on the urgency of solving the problem.

The Value-Based Pricing Framework

Value-based pricing means pricing based on the value you deliver, not the cost to deliver it.

The framework:

  1. Quantify the problem - What does the current state cost them?
  2. Quantify the solution - What's the value of fixing it?
  3. Price to value - Price at 10-20% of annual value delivered

Example:

Problem: Production failures cost $500K per incident, 6 incidents per year = $3M annually.

Solution: Your solution reduces failures by 80%, saving $2.4M annually.

Price: 10-20% of $2.4M = $240K-$480K annually.

The key:

Don't price based on what you think they'll pay. Price based on the value you deliver.

The ROI Calculator

An ROI calculator helps buyers see the value. It also helps you justify your price.

The framework:

  1. Current state costs - What are they spending now?
  2. Solution value - What do they save or gain?
  3. Investment - What's your price?
  4. ROI - What's the return?
  5. Payback period - How long to recoup the investment?

Example:

Current state:

  • Infrastructure costs: $2M/year
  • Downtime costs: $3M/year
  • Support costs: $500K/year
  • Total: $5.5M/year

Solution value:

  • Infrastructure savings: $1M/year (50% reduction)
  • Downtime savings: $2.4M/year (80% reduction)
  • Support savings: $300K/year (60% reduction)
  • Total savings: $3.7M/year

Investment:

  • Annual license: $500K
  • Implementation: $200K (one-time)
  • Total year 1: $700K

ROI:

  • Year 1 savings: $3.7M
  • Year 1 investment: $700K
  • Year 1 ROI: 428%
  • Payback period: 2.3 months

Pricing Models for Enterprise

Different pricing models work for different scenarios.

1. Per-seat pricing

Best for: Solutions where value scales with users

Example: $100/user/month for 1,000 users = $1.2M annually

2. Usage-based pricing

Best for: Solutions where value scales with usage

Example: $0.10 per transaction for 10M transactions = $1M annually

3. Tiered pricing

Best for: Solutions with different feature sets

Example: Starter ($50K), Professional ($200K), Enterprise ($500K)

4. Value-based pricing

Best for: Solutions with clear ROI

Example: 15% of annual savings = $500K annually

5. Custom pricing

Best for: Large enterprise deals with unique requirements

Example: Custom contract based on specific needs

The Enterprise Pricing Playbook

Step 1: Understand their budget

Ask: "What's your budget range for this initiative?"

Don't assume. Ask. Most buyers will tell you.

Step 2: Anchor high

Start with your highest price point. It's easier to come down than go up.

Step 3: Bundle value

Don't sell features. Sell outcomes. Bundle features into value packages.

Step 4: Create urgency

Limited-time pricing or early-bird discounts create urgency.

Step 5: Offer options

Give them 2-3 pricing options. They'll usually pick the middle one.

Example:

Option 1: Starter - $200K/year

  • Core features
  • Standard support
  • 1-year commitment

Option 2: Professional - $400K/year (Recommended)

  • All features
  • Priority support
  • 2-year commitment
  • 20% discount

Option 3: Enterprise - $600K/year

  • All features
  • Dedicated support
  • 3-year commitment
  • 30% discount
  • Custom integrations

Most buyers choose Option 2.

Handling Price Objections

Price objections are inevitable. Here's how to handle them.

Objection: "This is too expensive"

Response: "I understand budget is a concern. Let's look at the ROI. Based on what you've told me, this saves you $3M annually. The $500K investment pays for itself in 2 months. What's the cost of not solving this problem?"

Objection: "We can't afford this"

Response: "I understand. What's your budget range? We can work within that. Also, we offer payment plans and can structure this to fit your budget cycle."

Objection: "Your competitor is cheaper"

Response: "I understand price is a factor. Let's compare total cost of ownership. Our solution includes X, Y, and Z. What does their solution include? Also, what's the cost of downtime, support issues, or integration problems? Let's look at the total cost, not just the initial price."

The Discount Framework

Discounts are a tool, not a default.

When to discount:

  • Multi-year commitments (10-20% per year)
  • Large deal sizes (volume discounts)
  • Strategic accounts (partnership potential)
  • Competitive situations (win strategic deals)

When not to discount:

  • Early in the sales cycle (you haven't proven value)
  • Small deals (not worth it)
  • Non-strategic accounts (no long-term value)
  • Budget objections (they don't see value)

Discount guidelines:

  • 5-10%: Standard multi-year discount
  • 10-15%: Large deal discount
  • 15-20%: Strategic account discount
  • 20%+: Requires approval, rare

The Bottom Line

Pricing enterprise deals is about value, not cost.

Price to outcomes. Justify with ROI. Handle objections with data.

That's how you close $1M+ deals.

The Framework

  1. Quantify value - What's the problem worth?
  2. Price to value - 10-20% of annual value
  3. Justify with ROI - Show the return
  4. Handle objections - Address with data
  5. Close confidently - You've earned the price

Use this framework. Price confidently. Close deals.

That's the difference between leaving money on the table and maximizing revenue.

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