Before You Click “Buy Now,” Ask the Donkey

Introducing Ask Gregory, a free purchase intelligence tool designed to reduce buyer’s remorse and improve online shopping decisions.

Online shopping has never been easier or more persuasive. Flash sales, limited stock alerts, influencer reviews, and algorithm-driven recommendations are designed to accelerate your decision-making. But speed is rarely the friend of sound financial judgment. Most buyer’s remorse doesn’t come from defective products. It comes from rushed reasoning.

That’s the gap Ask Gregory is built to address.

Ask Gregory is a free Shopping Investigation Tool

Ask Gregory is a free tool created for the moment between wanting something and purchasing it. You describe what you’re considering — the price, the purpose, who it’s for — and Gregory evaluates the decision objectively. The focus isn’t on pushing you toward a sale. It’s on helping you determine whether the purchase makes practical sense.

Unlike traditional product review blogs that rely on affiliate commissions, Ask Gregory prioritizes clarity over commissions. The evaluation looks at cost-to-utility, long-term value, feature inflation, and the psychological triggers that often drive impulse buying. Instead of reading multiple conflicting reviews, you receive a structured assessment tailored to your situation.

At Shop My Ass Off, we treat shopping as a skill. Not the ability to chase discounts, but the ability to separate value from persuasion. Ask Gregory turns that philosophy into an on-demand decision filter for modern consumers navigating online marketplaces.

Gregory serves as SMAO’s Chief Purchase Investigator. His role is simple: examine purchase decisions without emotional distortion.

If you’re considering a $299 air fryer for a one-person household, he will analyze whether the features justify the cost and whether a simpler model would deliver comparable results. If you’re buying sneakers for an older family member, he will focus on comfort, durability, and stability rather than brand prestige. The objective isn’t to eliminate enjoyment. It’s to prevent unnecessary regret.

Marketing systems are engineered to speed you up. Ask Gregory exists to slow the process down long enough for reasoning to catch up.

Sometimes the conclusion will be straightforward: the purchase is justified. Other times, the verdict may reveal that the price reflects branding more than utility. In either case, the analysis is grounded in logic rather than urgency.

The next time you feel pressure to click “Buy Now,” pause. Visit Gregory.Chat. Describe what you’re considering, and let the decision be examined before it becomes final.

Clarity costs less than regret.

Investigate first before purchasing.

gregory.chat