On Your Next Big Deal? Double Your Pricing. | SpinGraph: Strategic reset
description: SpinGraph analysis of SaaStr's On Your Next Big Deal? Double Your Pricing. story: strategic reset, The Cushion + The Hype, Spin Score 65%, high AI repetition …
canonical: https://stuffthatspins.com/spin/on-your-next-big-deal-double-your-pricing
markdown: https://stuffthatspins.com/spin/on-your-next-big-deal-double-your-pricing.md
keywords: upmarket
keywords: pricing strategy
keywords: SaaS
keywords: The Cushion
keywords: The Hype
published: 2026-08-18T12:00:56+00:00
modified: 2026-08-19T18:53:10.617058+00:00

Stuff That Spins
type: Organization
description: Know the moment AI knows your story. Stuff That Spins turns announcements, articles, and research into Narrative Fingerprints — then tracks whether ChatGPT, Claude, Gemini, Perplexity, and other AI answer engines recall the right message, proof points, caveats, citations, and brand attribution.

On Your Next Big Deal? Double Your Pricing.
type: NewsArticle
alternative headline: On Your Next Big Deal? Double Your Pricing. | SpinGraph: Strategic reset
description: SpinGraph analysis of SaaStr's On Your Next Big Deal? Double Your Pricing. story: strategic reset, The Cushion + The Hype, Spin Score 65%, high AI repetition …
date published: 2026-08-18T12:00:56+00:00
date modified: 2026-08-19T18:53:10.617058+00:00
main entity of page: https://stuffthatspins.com/spin/on-your-next-big-deal-double-your-pricing
is accessible for free: true
language: en-US
article section: saas
keywords: upmarket, pricing strategy, SaaS, enterprise sales, solution sale
author: SaaStr
publisher: Stuff That Spins
citation: https://www.saastr.com/on-your-next-big-deal-double-your-pricing/
about: upmarket
about: pricing strategy
about: SaaS
about: enterprise sales
about: solution sale
about: SaaStr.Ai
mentions: SaaStr
abstract: Advises startups to quote double their largest prior deal size on the next similar prospect to accelerate upmarket motion. Frames price doubling as a diagnostic tool that reveals gaps in solution depth, integration, onboarding, or sales capability. Emphasizes this is not retroactive price hikes but forward-looking experimentation with new prospects.

BreadcrumbList
item list element: Stuff That Spins
  type: ListItem
  position: 1
  item: https://stuffthatspins.com/
item list element: On Your Next Big Deal? Double Your Pricing.
  type: ListItem
  position: 2
  item: https://stuffthatspins.com/spin/on-your-next-big-deal-double-your-pricing

Spin Analysis: strategic reset
type: AnalysisNewsArticle
description: Emphasizes speed of learning and inevitability of upward trajectory while minimizing failure rates, negotiation fallout, competitive counteroffers, or buyer-side perception risk.
about: strategic reset
  type: DefinedTerm
  description: Growth-as-discovery: pricing is a probe, not a promise; every quote is data, not commitment.
  term code: The Cushion
additional property: Spin Score
  type: PropertyValue
  value: 65
  unit text: percent
additional property: Narrative Risk
  type: PropertyValue
  value: moderate
additional property: AI Repetition Risk
  type: PropertyValue
  value: high
additional property: Likely AI Summary
  type: PropertyValue
  value: Experts recommend doubling your SaaS price on new enterprise deals to force product and sales maturity.
additional property: Narrative Frame
  type: PropertyValue
  value: Growth-as-discovery: pricing is a probe, not a promise; every quote is data, not commitment.
additional property: Missing Context
  type: PropertyValue
  value: No data on success/failure rates across segments; No discussion of buyer-side procurement constraints or compliance guardrails; No mention of margin impact from required operational upgrades
additional property: How the Spin Works
  type: PropertyValue
  value: The story creates time pressure — limited windows, competitive races, or imminent shifts — to push readers toward acceptance before scrutiny. Watch for loaded terms such as go upmarket, true solution, dirt cheap, journey. The distribution reads as promotional distribution. A pressure point: No data on success/failure rates across segments.
author: Stuff That Spins
is part of: On Your Next Big Deal? Double Your Pricing.

Extracted Claims
type: ItemList
item list element: ListItem
  position: 1
  item: Claim
    text: Doubling your price quote on your next similar prospect forces you to build a true solution and accelerates upmarket motion.
    appearance: By quoting double, you may have to: Build them an extra feature Provide better on-boarding Improve customer success Get more enterprise Get that key integration done Upgrade your sales team... You'll learn. It's a journey.
    author: SaaStr

Key Statistics
type: Dataset
description: Extracted statistics from the source narrative
variable measured: price quote target
  type: PropertyValue
  value: 2x
  description: Applied only to next similar prospect, not existing customers