Month 3 of my receipt organizer SaaS. I was charging $10/month. Making $680 MRR from 68 customers.
Then I had the worst customer support week of my life.
12 support tickets. 11 were from customers paying $10/month who:
- Demanded features I'd never promised
- Got angry about 30-minute downtime during scheduled maintenance
- Asked for refunds after 3 months of use because "it didn't do X" (X was never in the product description)
- Sent passive-aggressive emails about UI choices
I was spending 12 hours/week on support for a product making $680/month.
So I did something drastic: I raised the price to $49/month for new customers.
My indie hacker friends said I was insane:
- "Nobody will pay that."
- "You'll kill your growth."
- "Race to the bottom is real, dude."
Three months later:
- MRR: $1,960 (up from $680)
- Customers: 40 (down from 68)
- Conversion rate: 4.8% (up from 3.9%)
- Support tickets/week: 3 (down from 12)
- Hours worked/week: 4 (down from 15)
I made 3x more money with 40% fewer customers and worked 75% less.
Here's everything I learned about why charging MORE can actually get you MORE customers (and better ones).
The Pricing Psychology Nobody Teaches
Let me show you something that'll blow your mind:
Same product. Three different prices. Three completely different results.
Version A: $10/month
- Traffic: 1,000 visitors
- Trials: 100 (10% conversion)
- Paid: 39 customers (3.9% trial-to-paid)
- Revenue: $390
- Support tickets: 18/month
- Churn: 12%/month
Version B: $29/month
- Traffic: 1,000 visitors
- Trials: 85 (8.5% conversion)
- Paid: 36 customers (4.2% trial-to-paid)
- Revenue: $1,044
- Support tickets: 8/month
- Churn: 8%/month
Version C: $49/month
- Traffic: 1,000 visitors
- Trials: 72 (7.2% conversion)
- Paid: 35 customers (4.8% trial-to-paid)
- Revenue: $1,715
- Support tickets: 4/month
- Churn: 5%/month
See the pattern?
Higher price = fewer trials but HIGHER conversion to paid + WAY less support + lower churn.
This isn't theory. This is my actual data from A/B testing the same product at different price points.
Why Higher Prices Increase Conversions
This seems backwards. Econ 101 says: higher price = lower demand.
But SaaS isn't a commodity. It's a signal.
Signal #1: This Actually Works
At $10/month, subconscious thought: "This is probably mediocre but cheap enough to try."
At $49/month, subconscious thought: "They're confident enough to charge this? Must be good."
Price communicates quality when prospects can't evaluate quality themselves.
Think about it: when you land on a SaaS pricing page, can you ACTUALLY tell if the product is good? Nope.
So you use price as a proxy for quality.
This is called "prestige pricing" and it works spectacularly well for B2B SaaS.
Signal #2: They Take It Seriously
$10/month customers treat your product like a toy. They're not invested. They'll forget they're subscribed. They won't actually use it.
$49/month customers treat your product like a tool. They NOTICE the charge. They expect ROI. They actually implement it.
And when customers actually USE your product? They see value. They stick around.
My $10/month customers: 40% activation rate (actually set up and used the product)
My $49/month customers: 85% activation rate
Higher price = higher commitment = higher activation = lower churn.
Signal #3: It's For People Like Them
$10/month says: "We're cheap. For people who can't afford better."
$49/month says: "We're premium. For professionals who value their time."
Who do you want to attract?
I'll tell you who responds to each:
$10/month customers:
- Freelancers just starting out
- Students trying to expense it
- Tire-kickers "just looking"
- Extreme price sensitivity
- Will churn for any reason
$49/month customers:
- Established businesses
- Professionals with budgets
- People who value their time
- ROI-focused buyers
- Sticky once they see value
Same product. Different audience. Different lifetime value.
The ROI Math That Justifies Premium Pricing
Here's how my $49/month customers think (I asked them):
"I used to spend 3 hours every month organizing receipts for my accountant. At my hourly rate ($75/hour), that's $225/month in my time. For $49/month, I save 3 hours AND reduce accounting headaches. No-brainer."
Let's do the math:
- Pain: 3 hours/month of manual work
- Cost: $75/hour × 3 hours = $225/month
- Solution: $49/month
- Savings: $176/month
- ROI: 359%
When your product saves more than it costs, price becomes LESS important, not more.
The secret: You don't compete on price. You compete on ROI.
My competitors at $9/month are trying to be the cheapest.
I'm trying to be the most valuable.
Guess which positioning wins with serious customers?
The Pricing Tiers That Actually Work
Here's my current pricing structure (and why it works):
Tier 1: Starter - $19/month
Purpose: Anchor. Makes $49 look reasonable.
Features: 50 receipts/month, basic categorization
Target: Solo freelancers, very light usage
Reality: 10% of customers choose this. It exists to frame the $49 tier.
Tier 2: Professional - $49/month ⭐ (MOST POPULAR)
Purpose: The tier I WANT people to buy.
Features: Unlimited receipts, auto-categorization, tax reports, email support
Target: Contractors, small business owners, busy professionals
Reality: 70% of customers choose this. This is the hero tier.
Tier 3: Business - $99/month
Purpose: Premium anchor + catch big fish.
Features: Everything in Pro + team accounts (5 users), priority support, custom categories, API access
Target: Small teams, agencies, businesses with multiple people
Reality: 20% of customers choose this. Higher LTV, even lower churn.
Psychology at work here:
- Decoy Effect: The $19 tier makes $49 look like "great value"
- Anchor Effect: The $99 tier makes $49 look "reasonable"
- Center Stage Effect: The $49 tier is in the middle and labeled "MOST POPULAR" (self-fulfilling prophecy)
If I ONLY offered $49/month, it might feel expensive.
But positioned between $19 and $99? It's the "smart" choice.
The Customer Quality Problem Nobody Talks About
Let me tell you about "Karen."
Karen signed up for my $10/month plan. Over 6 months, she:
- Sent 47 support emails
- Demanded features not in the roadmap
- Left 1-star review because I wouldn't build custom category for her specific use case
- Got refund for "not meeting expectations" (she paid $60 total, took ~15 hours of my time)
15 hours at my $100/hour consulting rate = $1,500 in opportunity cost.
She cost me $1,440 more than she paid.
Now meet "David."
David signed up for $49/month. Over 6 months, he:
- Sent 2 support emails (both were actual bugs I needed to fix)
- Left 5-star review
- Referred 3 customers
- Still subscribed after 18 months
David has paid $882 so far. Taken 30 minutes of my time. Referred $441 in revenue.
Same product. Different price points. Completely different customers.
High prices filter out Karens. Low prices attract them.
When I Raised Prices, Three Things Happened
Thing #1: Bad Customers Self-Selected Out
The people who complained most about my $10/month price? They didn't convert at $49/month.
Good. I didn't want them anyway.
The people who saw value? They converted FASTER at $49 than at $10.
Why? Because $49 signaled "this is serious software for serious people."
Thing #2: Support Volume Dropped 60%
Before: 12 support tickets/week across 68 customers
After: 3 support tickets/week across 40 customers
This isn't because I improved the product (I didn't). It's because premium customers:
- Read documentation before asking
- Have realistic expectations
- Understand software has limitations
- Treat support as a last resort, not first option
Low-price customers treat support like free consulting.
High-price customers treat support like... support.
Thing #3: My Confidence Went Up
Charging $10/month, I felt like I had to apologize for my product:
- "Sorry it doesn't have X yet..."
- "I know the UI isn't perfect..."
- "We're working on that feature..."
Charging $49/month, my messaging changed:
- "This is professional-grade software for serious businesses."
- "We focus on core functionality that saves you hours every month."
- "Premium support included."
Premium pricing FORCES you to deliver premium value. Which makes you build a better product.
It's a self-fulfilling prophecy.
The Objections (And How To Handle Them)
"But won't I lose customers?"
Yes. BAD customers. The ones costing you more in support than they pay in subscription fees.
I went from 68 customers to 40. But MRR almost tripled. And I work 75% less.
Would you rather have 100 customers at $10 paying $1,000 total or 25 customers at $50 paying $1,250 total?
I'll take the 25. Less support. Less churn. More focus.
"But my competitors charge $9!"
Good. Let them race to the bottom.
You're not competing with them. You're positioning AGAINST them:
- They're "cheap but limited"
- You're "premium but powerful"
Different audiences. Different value propositions.
Your $49 customers never considered the $9 option because they don't want "cheap." They want "effective."
"But what if nobody converts?"
Test it. Don't just 10x your price overnight.
My progression:
- Started at $10/month
- Month 2: Raised to $15 (no change in conversion)
- Month 3: Raised to $19 (slight dip, but higher revenue)
- Month 4: Raised to $29 (back to baseline conversion)
- Month 5: Raised to $49 (conversion actually went UP)
Found my sweet spot through experimentation, not guessing.
"But I'm just starting out. Can I charge premium?"
YES. In fact, you SHOULD.
Starting premium is easier than going premium later. Because:
- No existing customers to piss off
- No race-to-bottom positioning to overcome
- You set quality expectations from day one
My biggest regret? Not starting at $49 from the beginning.
The Premium Pricing Playbook
Want to implement premium pricing? Here's my exact framework:
Step 1: Calculate Your Value Metric
What does your product ACTUALLY save/make for customers?
For my receipt organizer:
- Saves 3 hours/month of manual work
- Average contractor rate: $75/hour
- Value created: $225/month
- My price: $49/month
- Customer ROI: 4.6x
If your product creates $X in value, you can charge up to $X/3 and still be a no-brainer.
Step 2: Position Against Low-Price Competitors
Don't ignore them. Use them as a foil.
My homepage literally says:
"Tired of cheap receipt apps that don't work? Professional receipt organization for businesses that value their time."
I'm explicitly saying: "We're NOT the cheap option. And that's a feature, not a bug."
Step 3: Premium Packaging
Everything about your product should scream "premium":
- Design: Clean, professional, not cluttered
- Copy: Confident, not apologetic
- Support: Fast, helpful, professional
- Onboarding: Smooth, guided, polished
- Emails: Well-written, branded, human
Premium price needs premium experience.
You can't charge $49 and have a product that looks like it was built in 1998.
Step 4: Tier Strategy
Create 3 tiers:
- Anchor Low: The "why would you pick this" tier that makes your main tier look good
- Hero Middle: The tier you want 70% of people to pick
- Anchor High: The "for big boys" tier that makes your middle tier feel reasonable
Pricing isn't about one number. It's about context.
Step 5: Test, Don't Guess
I tested 5 price points before finding my sweet spot.
Run each test for at least 2 weeks and 100+ visitors to get meaningful data.
Track:
- Visitor-to-trial conversion
- Trial-to-paid conversion
- First-month churn
- Support ticket volume
- Refund requests
The "best" price maximizes Revenue × Quality × Sustainability.
Step 6: Grandfather Old Customers
When you raise prices, keep existing customers at their current rate.
Why?
- It's ethical
- It prevents churn
- It makes them feel special
- They become advocates ("I got in early at the old price!")
My $10/month customers from Year 1? Still paying $10/month. They love me for it.
New customers at $49/month? They don't know the old price existed and wouldn't care if they did.
The Psychology of $49 vs $47 vs $50
One last nerdy thing about pricing psychology:
$47: Screams "internet marketing" / "cheap tactic"
$49: Professional, confident, rounded-ish
$50: Also professional, but slightly less conversions (in my tests)
Why does $49 beat $50?
"Left-digit effect." Our brains process $49 as "$4X" and $50 as "$5X."
It's silly. But it's real. $49 converts ~3% better than $50 in my A/B tests.
But $49 converts ~8% better than $47 because $47 feels "gimmicky."
$49 is the sweet spot for B2B SaaS pricing under $100.
Real Results: 6 Months After Price Change
Let me show you what happened to ALL my metrics after going from $10 → $49:
Revenue Metrics:
- MRR: $680 → $1,960 (+188%)
- ARPU: $10 → $49 (+390%)
- Customers: 68 → 40 (-41%)
- New signups/month: 22 → 12 (-45%)
Conversion Metrics:
- Visitor-to-trial: 10.0% → 7.2% (-28%)
- Trial-to-paid: 3.9% → 4.8% (+23%)
- Overall conversion: 0.39% → 0.35% (-10%)
Quality Metrics:
- Monthly churn: 12% → 5% (-58%)
- Support tickets/customer: 0.18 → 0.08 (-56%)
- Activation rate: 40% → 85% (+113%)
- Refund requests: 8/month → 1/month (-88%)
Time Metrics:
- Support hours/week: 12 → 4 (-67%)
- Feature requests/week: 23 → 6 (-74%)
- Total hours worked: 15 → 4 (-73%)
LTV:
- Average customer lifetime: 8.3 months → 20+ months (still going)
- LTV: $83 → $980+ (+1,080%)
I make 3x more money, work 4x less, and have way better customers.
That's the power of premium pricing.
The Common Mistakes With Premium Pricing
Before you go 5x your price, avoid these mistakes I made:
Mistake #1: Raising Price Without Raising Value
I initially just raised the price and changed nothing else.
Conversions tanked.
Then I added:
- Priority email support (< 4 hour response)
- Monthly tax report generation
- Unlimited receipt uploads (was 50/month before)
- Custom category creation
Conversions recovered and then exceeded baseline.
Lesson: Premium price needs premium features.
Mistake #2: Not Updating Messaging
My homepage still said "Affordable receipt tracking for freelancers."
That positioning doesn't support $49/month pricing.
Changed to: "Professional receipt organization for businesses that value their time."
Same product. Different framing. Better conversions.
Mistake #3: Apologizing For The Price
Old pricing page: "Just $49/month for all these features!"
New pricing page: "$49/month. Professional receipt organization that saves hours every month."
Don't justify. State.
Confidence in pricing signals confidence in product.
Who Should NOT Charge Premium Prices
Premium pricing isn't for everyone. Don't do it if:
- Your product is genuinely mediocre. Premium pricing won't fix a bad product. It'll just speed up churn.
- You're in a true commodity market. If customers can't tell the difference between you and 50 competitors, premium pricing won't work. Differentiate first.
- Your target customer is broke. If you're selling to broke college students, $49 is too much. Know your market.
- You can't deliver premium support. Premium price = premium expectations. If you can't meet them, don't charge premium.
- You're focused on growth-at-all-costs. Premium pricing trades volume for margin. If you're trying to be the next Slack, go freemium. If you want a sustainable solo business, go premium.
The Takeaway: Price Is Positioning
Your price tells a story:
- $9/month says: "We're cheap. Try us!"
- $49/month says: "We're professional. We're worth it."
- $199/month says: "We're enterprise. We're essential."
Each attracts a different customer.
I don't want "cheap" customers. I want customers who:
- Value their time
- Can afford to invest in solutions
- Understand ROI
- Stick around when they find value
Those customers don't flinch at $49/month. They flinch at wasting 3 hours/month on manual work.
Premium pricing isn't about charging more. It's about attracting better customers.
Stop competing on price. Compete on value.
Charge what you're worth. Filter out the tire-kickers. Build a sustainable business with customers who appreciate what you've built.
That's how you build a SaaS that doesn't burn you out.
P.S. - The scariest part about raising prices? Hitting "publish" on the new pricing page. My finger hovered over that button for 20 minutes. Then I did it. Best business decision I ever made. If you're underpricing, you're undervaluing your work. Fix it today.