Seven things SaaS founders must prepare for in the age of AI

Rob Walling July 9, 2023

• AI hallucinations can quietly erode trust with non-technical customers
• GDPR-style opt-outs could make your AI feature worthless overnight
• AI APIs change faster than any other dependency — stability is an illusion

How to Raise $108K on Kickstarter for a Book Launch

Rob Walling July 2, 2023

• Kickstarter solved a real problem: charging cards 6–7 months before fulfilment.
• Existing audience did the heavy lifting — 90–95% of backers came from it.
• Limited-quantity tiers and a post-campaign store captured significant extra revenue.

No-code SaaS platform risk: four threats founders must understand

Rob Walling June 25, 2023

• No-code lock-in means a price hike forces a full rebuild
• Platforms can change your UI overnight with no override
• No-code tools are startups — consolidation will kill many

Seven high-potential app ideas for developers seeking wealth

Rob Walling June 18, 2023

• A Stripe-like fix for broken bank-connectivity APIs could be enormous
• Real operators waste hundreds of hours yearly on problems no software solves
• AI makes several of these ideas buildable now — but validation comes first

What a spam hack taught me about startup resilience

Rob Walling June 4, 2023

• Hackers exploited a missing account-disable feature to send phishing emails
• Blacklisted IPs can kill an email tool's core value overnight
• Most startup crises aren't fatal if you stay calm and lead

How Rob Walling Turned a $31k SaaS Acquisition into $1M

Rob Walling May 21, 2023

• Cold outreach found a $30k broken SaaS; rehab and marketing hit $30k MRR.
• Stair-step method: each exit funds the next, bigger bet.
• Hittail profits self-funded Drip, which later sold for life-changing money.

Solve Your Customer Acquisition Problem

Rob Walling May 18, 2023

The two real risks that kill most bootstrapped SaaS companies

Rob Walling May 14, 2023

• Technology risk is a distraction — market and sales risk kill SaaS companies
• Targeting unaware markets without capital is a near-certain failure mode
• Five stages of customer awareness determine how expensive your sales channel will be

Seven ways to control technical debt in a SaaS codebase

Rob Walling May 7, 2023

• Technical debt can cancel a multi-million dollar acquisition.
• Test-driven development forces better code architecture by design.
• Housekeeping tickets turn ad-hoc shortcuts into a managed debt load.

Seven proven approaches to finding profitable B2B SaaS ideas

Rob Walling April 30, 2023

• Start with a problem businesses pay for, not a product idea.
• Existing hated incumbents are an open door — compete on UX and price.
• Your last job's expense list is a map of validated, paying markets.

8 SaaS myths founders should stop believing

Rob Walling April 23, 2023

• Competition in your market is normal — almost every successful SaaS had rivals at launch.
• Building the product is easy; finding paying customers is where startups actually fail.
• Audience-building before SaaS launch produces false signals, not real customers.

Eight things new SaaS developers need to know before building

Rob Walling April 16, 2023

• SaaS data models need one-to-many flexibility built in from day one.
• Most developers underestimate marketing — it matters more than features.
• Boring tech stacks ship faster and validate products more reliably.

SOC 2 compliance: what startup founders need to know

Rob Walling April 9, 2023

• Skip Type 1 — go straight to Type 2 for enterprise credibility
• Real cost: $40K all-in, three to six months start to finish
• Compliance software pays for itself by cutting sales-cycle friction

How Jason Cohen built WP Engine from zero to a billion dollars

Rob Walling April 6, 2023

• Pricing change — not product — triggered WP Engine's hockey-stick growth
• MRR is too lagging to run a company on; find your North Star moment
• Joy-skill-need framework: why Jason handed the CEO role away

Two AI tools for turning video content into Twitter threads

Rob Walling April 2, 2023

• A two-tool chain cuts Twitter thread creation to under an hour
• Typefully's built-in AI tightens individual tweets without manual rewriting
• ElevenLabs can clone your voice well enough to fool listeners