Raising Prices: How and When to Increase Without Losing Customers

Most companies wait too long to raise prices, then do it badly. A well-executed price increase strengthens your business with minimal customer impact. Here's how to do it right.

Last Updated: January 2026|10 min read

When to Raise Prices

If you haven't raised prices in 2+ years, you're probably overdue. Price increases should be a regular part of business management. For context on overall approach, see our complete pricing strategy guide.

Signs You Should Raise Prices

Low price resistance: Customers rarely push back on price in sales calls
High close rates: Win rate is suspiciously high (you're leaving money on table)
Product improvements: You've added significant value since last price change
Inflation: Your costs have increased, so should your prices
Market position: Competitors charge more for inferior products

Signs to Wait

High churn: Fix retention before adding price pressure
Product issues: Customers complaining about bugs or missing features
Competitive pressure: New competitors or substitutes entering market

The Fear Factor

Most founders fear price increases more than customers do. The reality: customers expect prices to increase occasionally. A 5-10% annual increase is normal and expected. The fear is usually worse than the reality.

How Much to Raise

Price increase magnitude depends on how underpriced you are, market conditions, and how much value you've added. Understanding value-based pricing helps justify increases to customers.

Increase Guidelines

Increase SizeWhen AppropriateExpected Impact
5-10%Routine annual increaseMinimal churn impact
15-25%Significant value addedSome churn likely
25-50%Major underpricing correctionModerate churn expected
>50%Strategic repositioningSignificant churn likely

Increase Strategies

All-at-Once

Single increase to target price. Simpler to communicate but bigger shock. Better for smaller increases.

Phased Increases

Multiple smaller increases over 12-24 months. Easier to absorb but prolongs communication burden.

New Customer First

New price for new customers immediately. Existing customers increase later. Tests market tolerance.

Feature Gate

Add features at higher price tier. Existing customers keep current features at current price.

Communicating Price Increases

How you communicate a price increase matters as much as the increase itself. Poor communication turns acceptable increases into customer relations disasters.

Communication Best Practices

Give notice: 30-90 days minimum. Longer for enterprise customers.
Be direct: State the new price clearly. Don't hide it in fine print.
Explain why: Reference added value, market conditions, cost increases.
Offer options: Annual commitment for price lock, reduced tier, etc.
Personal outreach: Key accounts should hear from their CSM first.

Sample Communication Framework

"We're writing to let you know that on [date], our pricing will increase from [old price] to [new price]. This reflects the significant value we've added over the past year, including [specific improvements]. We understand this is a meaningful change, and we're offering existing customers the option to [lock in current pricing with annual commitment / choose a different tier]. Please reach out if you have questions."

Don't Apologize

Don't apologize for the increase or act like you're doing something wrong. You're running a business and providing value. Confidence in your pricing conveys confidence in your product.

Grandfathering Policies

Grandfathering keeps existing customers on old pricing. It's a loyalty reward but creates operational complexity.

Grandfathering Options

Full Grandfather

Keep existing customers on old price indefinitely.

  • Maximum customer goodwill
  • Creates long-term revenue drag
  • Complex to manage multiple price cohorts

Time-Limited Grandfather

Old price for 6-12 months, then new price applies.

  • Gives customers time to adjust
  • Eventually normalizes pricing
  • Clearer long-term planning

When to Grandfather

  • Large increases (>30%): Grandfather helps absorb shock
  • Long-term customers: Reward loyalty, especially early adopters. Consider different policies for SMB vs. enterprise accounts.
  • Annual customers: Honor contract until renewal

When Not to Grandfather

  • Small increases (<15%): Usually not worth the complexity
  • Problem customers: Price increase is natural filtering mechanism
  • Frequently: If you grandfather every increase, it becomes expected

Planning a Price Increase?

Eagle Rock CFO helps companies plan and execute successful price increases.

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