Title: Monetisation and Pricing Strategies, with Oliver Berger

Session context

  • Format: Interactive masterclass + live Q&A with pricing examples
  • Speaker: Oliver Berger, product and strategy advisor; ex-CPO at Stake, ex-MySpace, ex-eBay
  • https://www.linkedin.com/in/oliverberger/
  • Focus: Value-based pricing fundamentals for early-stage founders

Core pricing principles (the foundation)

Price according to value delivered, not:

  • Time/hours spent
  • Cost to build (COGS still matters for viability)
  • Competitor pricing (use as reference, not anchor)
  • What you think they’ll pay (research what they actually will)
  • Cheapest option to attract customers (race to the bottom)

The transaction principle: Every purchase = exchange of currency for something more valuable to the customer

  • Example: $6.50 Big Mac is worth more to me than $6.50 in my pocket
  • Doesn’t matter: cook time, ingredient cost, Burger King’s price
  • Only matters: perceived value to customer at moment of purchase

Strategic pricing decisions: Margin vs. Growth

ApproachWhen to chooseTrade-offs
High margin (price near perceived value)Limited runway; need revenue fast; no network effectsHigher profit per customer; slower growth
Growth focus (price well below perceived value)Network effects business; viral potential; scale advantagesLower margin; faster user acquisition

Network effects consideration (key insight from session):

  • If your business benefits from more users (dating apps, social platforms, marketplaces)
  • Value increases with each additional user
  • Sacrifice early margin for long-term volume and network strength

Pricing models breakdown

Freemium (best practices)

  • Give everything away, but in limited way (not feature-gated)
  • Example: Authority app - one group with 6 members vs. multiple groups with 12+ members
  • Highlight upgrade paths inside product experience, not just pricing page
  • Avoid if: high onboarding costs or small TAM
  • Laura’s insight: Friends experience full features when invited, creating viral demonstration

Free trials

  • Deeper usage, less viral than freemium
  • Full experience matters - remove friction to core value
  • Time limits create urgency (Timothy’s coffee: feedback required within 2 weeks)
  • QR codes for viral sharing (Timothy’s personalized coffee recipes)

Recurring revenue & bundles

  • Recurring revenue valued at higher multiples than one-time sales
  • Bundle benefits unavailable elsewhere (Disney+ subscribers get exclusive Disney World perks)
  • Requires hard choices - some features/perks only for subscribers
  • Consumer psychology: underestimate time value, use less than they pay for

Pricing psychology: Anchoring

Oliver’s email calendar tool example:

  • Basic ($4): Minimal features, almost useless
  • Standard ($5): Core value, positioned as “bargain”
  • Premium ($30): Over-featured for most users

How anchoring works:

  1. Research optimal price point through surveys
  2. Create “decoy” options above and below
  3. Make target option appear as obvious middle choice
  4. Drive behavior toward your preferred price

Double-lever pricing (advanced):

  • Salesforce model: per user + per message/action
  • Adds complexity but increases revenue potential
  • Only recommend after establishing brand loyalty
  • Can alienate early customers if introduced too soon

Pricing research methods

Four questions to find acceptable price range:

  1. Too expensive: “At what price would this be so expensive you wouldn’t consider buying?”
  2. Too cheap: “At what price would this seem so low-quality you wouldn’t trust it?”
  3. Getting expensive: “At what price does this start feeling expensive but you’d still consider it?”
  4. Bargain price: “At what price would this be a great deal?”

Result: Identifies sweet spot where most customers feel comfortable (e.g., $15-20 range)

A/B Price Testing (for larger samples)

  • Split traffic: 100 users see $10, 100 see $15, 100 see $20, 100 see $25
  • Measure conversion rates at each price point
  • Find optimal price/conversion balance
  • Requires: 400+ users for statistical significance
  • Cost: Can be expensive but scientifically rigorous

Problems with traditional surveys

  • “How much would you pay?” = race to bottom
  • People always answer lowest possible amount
  • Better approach: “How much would you pay to solve this problem?” (Tiana’s insight)

Pricing tips and tricks

TacticExamplePsychology
Remove dollar signs”15” vs “$15”Reduces payment pain
End prices in 7$97 vs $100Perceived value (unconfirmed)
Term discounts vs upfront”Stay 10 months, get 2 free” vs “Pay year upfront for discount”Avoids procurement delays

WiseTech enterprise insight:

  • Instead of: “Pay $400K upfront for discount”
  • Try: “Stay 10 months, get November-December free”
  • Benefit: Avoids 6-12 month procurement cycles
  • Trade-off: Cash flow vs. faster deal closure

Case studies from session

Authority (Laura) - Safety app for teens

  • Model: Freemium with network effects
  • Free tier: 1 group, 6 members, basic features
  • Paid tier: Multiple groups, 12+ members, full features
  • Viral mechanism: Friends experience full app when invited
  • Future: Licensing to schools/youth organizations

Best Schools (Anthony) - School finder platform

  • Model: Free for parents, paid for schools
  • Value prop: School enrollment competitiveness (especially private schools)
  • Challenge: “If every vendor says same thing, value prop weakens”
  • Solution: Must be more valuable than alternatives, not just cheaper

Coffee customization (Timothy)

  • Model: Paid product with viral QR codes
  • Free trial equivalent: Discounted second bag if feedback provided within 1 week
  • Viral element: QR codes link to personalized recipes, shareable by influencers
  • Bundle opportunity: Exclusive grinder for subscribers

Advanced considerations

Grandfathering price increases

Key principles:

  1. Never guarantee prices forever in T&Cs
  2. Price increases now more acceptable (post-Netflix/Uber era)
  3. Commercial decision: Trust/longevity vs. revenue optimization
  4. Soften with added value: “Price up 20%, but you now get X feature”

NDIS/Assistive technology (Avalon’s challenge)

  • Situation: NDIS pays up to $500, but don’t want to exploit users
  • Advantage: High upper bound provides pricing flexibility
  • Approach: Use pricing surveys to find fair value within range
  • Follow-up: Complex case requiring individual consultation

Estate administration (Emmanuel)

  • Current: $150 flat fee per workspace (vs. $15/month subscription)
  • Reasoning: Periods of inactivity make monthly fees poor value
  • Price testing: Increase price for new cohorts, measure stickiness
  • Legal professionals: Free when invited, potential future revenue source

Immediate action items

  1. Define your value proposition in customer terms (problem solved, not features delivered)
  2. Choose margin vs. growth strategy based on network effects and runway
  3. Run Van Westendorp survey with 50-100 potential customers
  4. Set up pricing infrastructure (Stripe/payment system) for easy price changes
  5. Plan messaging for price changes - expect to iterate pricing within 12 months
  6. Test anchoring strategy with 3-tier pricing structure

Key takeaway

Pricing will change - everyone will adjust prices within 12 months. Focus on getting infrastructure and research methods right, then iterate based on real customer behavior and feedback.

Final wisdom: “If customers won’t pay what you want, you’re not valuable enough to them yet” - focus on increasing value before competing on price.