Jamie McDermott
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jamiemcd.bsky.social
Jamie McDermott
@jamiemcd.bsky.social
SaaS advisor. B2B onboarding tinkerer. Agency owner (www.theuserflow.co)
SaaS onboarding metric you're not tracking: Time to first team invitation

In B2B, single-user accounts convert at 23%

Multi-user accounts? 58%

✅ Make team collaboration a key part of your activation flow.
June 11, 2025 at 11:45 AM
Today's brutal SaaS truth:

💡 'Intuitive' product ≠ Good onboarding

We had a client with amazing UI but 15% trial conversion.

Why? They assumed intuitive meant self-explanatory.

No product is self-explanatory to a new user with their own mental model.
June 9, 2025 at 11:45 AM
Counterintuitive SaaS finding: Longer onboarding flows can outperform shorter ones.

▪️ 5 steps with progress indicators > 2 steps without context

💡 Key: Users don't mind steps. They mind confusion.

Tested with 3 clients. Longer, clearer flows saw 2.3x higher completion.
June 6, 2025 at 11:45 AM
When your SaaS onboarding has 17 steps, 6 tooltips, and you're asked to upload your logo immediately.
June 5, 2025 at 10:46 AM
⁉️ Question: When do most SaaS trials fail?

📉 Answer: 48 hours after signup

Analyzed 10k+ trial users. 67% of those who don't take action in first 48hrs never come back.

💡 Your onboarding doesn't have days. It has hours.
June 4, 2025 at 11:45 AM
Just reviewed 50+ SaaS welcome emails.

Common mistake: Information overload.

Best performer had:
✅ Single clear CTA
✅ 3 bullet value props
✅ Next step preview
✅ Open rate: 72%
✅ Click rate: 48%
✅ Simple > Comprehensive
June 2, 2025 at 11:45 AM
The 3 stages of SaaS onboarding confusion:

🤷‍♂️ 'Where do I start?'
🤷‍♂️ 'Am I doing this right?'
🤷‍♂️ 'Is this worth my time?'

Fix these with: Clear first action, progress indicators, and early wins.

Saw one company reduce support tickets by 64% just by addressing these 3 questions.
May 30, 2025 at 11:45 AM
The evolution of many SaaS tools' onboarding experience. But, if there's confusion, you're lucky if users get past it without a lot of help...

Excitement → Confusion (try to avoid this!) → Aha! Moment → Unstoppable momentum.
May 19, 2025 at 11:45 AM
The power of great user onboarding.
May 16, 2025 at 11:45 AM
Friendly reminder emails when users don’t finish onboarding. 😂
May 14, 2025 at 11:45 AM
When your users reach an 'AHA' moment in your onboarding.
May 12, 2025 at 11:45 AM
When onboarding becomes a chore.
May 9, 2025 at 11:45 AM
Me still waiting for the onboarding tour to finish.
May 7, 2025 at 11:45 AM
When your onboarding feels more like filing taxes.
May 5, 2025 at 11:45 AM
When you finally experience onboarding that's personalized, contextual, and actually helps you get stuff done.
May 2, 2025 at 11:45 AM
SaaS onboarding secret: Celebrate micro-wins.

Users who get positive feedback in first 48hrs are 3.2x more likely to convert.

Added celebration triggers to a client's product:

▪️ First integration ✅
▪️ Team invite accepted 🎉
▪️ Initial workflow complete 🏆
▪️ Trial conversions up 40%
February 1, 2025 at 3:37 PM
Find your optimal trial length for B2B SaaS:

✅ It's when users hit their 'aha moment': ideally within 5 days

✅ Stop using arbitrary 14/30 day trials: learn the sweet spot for your market

✅ Measure time to value, add a week for validation: constantly analyze & learn
February 1, 2025 at 12:01 PM
Smart SaaS teams are moving from:

✅ Generic welcome → Segmented flows
✅ Feature tours → Value paths
✅ Help docs → Contextual guidance
✅ Setup steps → Success milestones

The evolution of onboarding is all about personalization at scale.
January 31, 2025 at 3:37 PM
Analyzed millions in lost SaaS revenue.

The pattern?

Companies spending $30k/month on ads but $0 on converting those signups. Fix your onboarding before scaling your marketing.

It's cheaper to convert existing trials than buy new ones.
January 31, 2025 at 12:01 PM
The 'aha moment' problem in B2B SaaS:

82% of users never experience it because companies hide it behind complex setup processes.

💸 Pro tip: What's the ONE thing that makes users go 'oh, now I get it'? Build your entire onboarding around that moment.
January 30, 2025 at 3:37 PM
Just helped a SaaS cut their time-to-value from 14 days to 3 days.

The secret?

Stop trying to show everything.

Progressive feature revelation > feature dump. Users don't need your whole product on day 1.

They need their first win.
January 30, 2025 at 12:01 PM
🔍 Best SaaS onboarding hack we've tested: Map your power users' first 48 hours.

⁉️ What exactly did they do?
⁉️ In what order?

That's your golden path.

One client found 80% of successful users completed the same 4 actions on day one. Make those actions impossible to miss.
January 29, 2025 at 3:37 PM
The hidden cost of poor onboarding:

🔴 $250-$800 wasted per failed trial
🔴 40% of support tickets from basic confusion
🔴 3.2 hours per user in manual help

Most founders only see the direct revenue loss. The operational drain is often 2-3x bigger.
January 29, 2025 at 12:01 PM
SaaS startup myth: Users will figure it out if your product is good enough.

Reality: Even great products fail without clear onboarding.

Case study: Saw a company boost trial conversion from 12% to 31% just by adding a 5-step activation checklist.

Sometimes the simplest solutions work best.
January 28, 2025 at 3:37 PM
Just analyzed 100+ SaaS onboarding flows. The shocking truth? 67% of users abandon during setup.

Not because the product is bad, but because the path to value isn't clear. The best products create a 'quick win' within the first 3 minutes.

What's your quickest path to user value?
January 28, 2025 at 12:01 PM