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  1. The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified
  2. 492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)
492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified · Sep 22, 2025

Madhavan Ramanujam on his new book "Scaling Innovation," AI pricing models based on autonomy, and launching his new VC firm, 49 Palms Ventures.

Replace Blanket Price Hikes with Segmented Upsell and Deferral Strategies

A blanket price increase is a mistake. Instead, segment your customers. For those deriving high value, use the increase as a trigger for an upsell conversation to a better product. For price-sensitive customers, consider deferring the hike while you work to better demonstrate your value.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

'Beautifully Simple' Pricing Succeeds When Customers Can Articulate Your Value Story for You

Effective pricing is not just a number; it is a value story. The ultimate test is whether a customer can accurately pitch your product's pricing and value proposition to someone else. This reframes pricing from a simple number to a compelling narrative.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

Offer an Outcome-Based Price Option to Justify a Higher Fixed Fee During Negotiations

Proposing an outcome-based pricing model next to a high fixed-fee option forces the negotiation to focus on value, not cost. Even if the customer chooses the fixed fee, they're anchored on a much higher number and are less likely to negotiate it down significantly.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

Founders Fall into a '20/80 Trap' by Giving Away Their Most Valuable Features for Free

Entrepreneurs rush to market with an MVP, often giving away the 20% of features that drive 80% of customer willingness to pay. They then spend time building the less valuable 80%, inadvertently training customers to expect more for less and making future monetization difficult.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

Conduct Regular 'Value Audits' with Customers to Gain Renegotiation Leverage

An ROI case isn't a one-time sales pitch; it's an ongoing conversation. Implement periodic 'value audits' to formally demonstrate the value your product has created. This builds internal evangelists and gives you tremendous power in future renewal or price increase discussions.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

Stop Churn Proactively by Focusing All Acquisition Efforts on Your 'Stayer' Customer Profile

Reacting to churn is a losing battle. The secret is to identify the characteristics of your best customers—those who stay and are happy to pay. Then, channel all marketing and sales resources into acquiring more customers that fit this 'stayer' profile, effectively designing churn out of your funnel.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

AI Pricing Models Are Dictated by a Matrix of Autonomy and Attribution Levels

AI startups should choose their pricing model based on a 2x2 matrix of autonomy (human-in-the-loop vs. fully automated) and attribution (how clearly its value can be measured). Low levels lead to seat-based pricing, while high levels of both unlock outcome-based models.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago

Structure Early Pilots Around Three ROI Pillars: Revenue, Cost Savings, and Opportunity Cost

Instead of ad-hoc pilots, structure them to quantify value across three pillars: incremental revenue (e.g., reduced churn), tangible cost savings (e.g., FTE reduction), and opportunity costs (e.g., freed-up productivity). This builds a solid, co-created business case for monetization.

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam) thumbnail

492. Prioritizing Monetization: Beautifully Simple Pricing, AI Models for Profitable Growth, and Guardrails for Freemium and Expansion Tiers (Madhavan Ramanujam)

The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified·5 months ago