Lesson 6 15 min

Pricing, Proposals, and Getting Paid

Master the business side of your side hustle — set profitable prices, write winning proposals, handle negotiations, and build payment systems that protect your time and income.

🔄 Quick Recall: In the last lesson, you built AI workflows for delivering excellent work efficiently — prompt templates, quality systems, and client management. Now let’s handle the business side: getting paid what you’re worth.

The Pricing Problem

Most new freelancers underprice their work. They think “who would pay me $X when I’m just starting?” But here’s the reality: clients don’t pay for your experience level. They pay for the outcome they receive.

A blog post that generates leads is worth $300+ regardless of whether the writer has 10 years of experience or 10 weeks of AI-augmented practice.

Pricing Models Compared

ModelHow It WorksBest ForRisk
HourlyCharge per hour workedOngoing, undefined projectsAI speed punishes your income
Per projectFixed price per deliverableClear, defined scopeScope creep eats your margin
Value-basedPrice based on client outcomesHigh-impact deliverablesRequires understanding client value
RetainerMonthly fee for ongoing workRepeat clients, predictable incomeMust define scope clearly

Recommendation: Start with per-project pricing, move toward value-based as you gain confidence. Avoid hourly if possible — AI makes you efficient, and hourly pricing punishes efficiency.

Setting Your Prices

Help me set prices for my side hustle services.

My service: [what you deliver]
My target market: [who buys this]
Time per deliverable with AI: [hours]
Market rate range for this service: [if you know it]

Help me:
1. Research competitive pricing for this service
2. Calculate my minimum viable price (covers time + AI tools + taxes + profit)
3. Set a starter price (competitive but not race-to-the-bottom)
4. Define a 6-month price increase path
5. Create 3 pricing tiers (basic, standard, premium) with different scope

Quick Check: Why should you set a “starter price” that’s competitive but not the lowest in the market?

Because the cheapest option attracts the worst clients — those who value price over quality. Pricing yourself 10-20% below established competitors is competitive enough to win work while signaling that you deliver quality. Clients who choose you purely on price will also leave you purely on price. You want clients who choose you because you understand their needs.

Writing Proposals That Win

A great proposal follows this structure:

1. Mirror their problem — Show you understand what they need (not what you sell).

2. Present your approach — How you’ll solve it, step by step.

3. Define deliverables — Exactly what they’ll receive, when.

4. State the investment — Price with clear scope boundaries.

5. Include social proof — Testimonials, samples, or relevant results.

Write a proposal for this client opportunity:

Client: [name/company]
What they need: [their project description or job posting]
My relevant experience/samples: [what I can show them]
My proposed price: $[amount]
Timeline: [when I'd deliver]

Write the proposal in a conversational, confident tone. Not stuffy or corporate — like a competent professional who's easy to work with.

Proposal tips:

  • Keep it under one page (busy clients don’t read novels)
  • Lead with their problem, not your biography
  • Include a specific timeline — “delivered by [date]” beats “1-2 weeks”
  • Add one personal touch that shows you researched them

Payment Systems

Set up professional payment infrastructure:

Invoicing: Use Wave (free), Stripe, or PayPal invoicing. Send professional invoices with clear line items, payment terms, and due dates.

Payment terms:

  • Projects under $500: 100% upfront or 50/50 (half up front, half on delivery)
  • Projects $500-$2,000: 50% deposit, 50% on completion
  • Monthly retainers: Payment due by the 1st for that month’s work

Contracts: For projects over $500, use a simple contract covering scope, timeline, payment terms, revision limits, and ownership of deliverables.

Create a simple freelance contract template for my [service type] business.

Include:
1. Scope of work section (with placeholders)
2. Payment terms (deposit + final payment)
3. Timeline and milestones
4. Revision policy (number of included revisions)
5. Ownership/usage rights for deliverables
6. Cancellation terms
7. Keep it under 2 pages — professional but not intimidating

Handling Negotiations

Clients will sometimes push back on price. Prepare for this:

“Can you do it cheaper?” → “I can adjust the scope to fit your budget. For $X, I’d include [reduced deliverables]. The full package at $Y gives you [all deliverables].”

“Other freelancers charge less.” → “You’ll find a range of pricing out there. My pricing reflects the quality, turnaround time, and attention I give each project. I’d rather do excellent work for fewer clients than spread myself thin.”

“We don’t have a budget for this.” → “I understand. Would a smaller pilot project at $X make sense? That way you can see the value before committing to a larger engagement.”

Quick Check: What’s the key principle behind these negotiation responses?

Never lower your price without reducing scope. If you just drop your rate, you signal that your original price was inflated. Instead, offer options: smaller scope at a lower price, or full value at full price. This protects your rates while giving the client a path forward.

Exercise: Set Up Your Business Side

Complete these five steps this week:

  1. Calculate your pricing using the prompt above — set a starter rate and a 6-month target rate
  2. Create a proposal template customized for your service
  3. Set up an invoicing tool (Wave, Stripe, or PayPal)
  4. Write your payment terms (when you require deposits, payment due dates)
  5. Draft a simple contract or letter of agreement for projects over $500

Key Takeaways

  • Value-based pricing beats hourly pricing for AI-powered services — don’t let efficiency punish your income
  • Start with per-project pricing and move toward value-based as you gain confidence and client results
  • Winning proposals mirror the client’s problem first, then present your solution — understanding beats credentials
  • Always require deposits (25-50% upfront) to protect your time and filter unserious clients
  • Never lower price without reducing scope — offer tiered options instead
  • Professional payment systems (invoicing, contracts, terms) build trust and prevent payment problems

Up Next: In the next lesson, you’ll learn to scale your side hustle income without proportionally scaling your hours — the strategies that take you from $1,000/month to $3,000+ without burning out.

Knowledge Check

1. Why is value-based pricing usually better than hourly pricing for AI-powered services?

2. What's the most important element of a winning proposal?

3. When should you require a deposit before starting work?

Answer all questions to check

Complete the quiz above first

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