Background: Incorrect inhaler technique and insufficient patient education are commonly associated with poor asthma control. Community pharmacists are in an excellent position to deliver this counseling; however, verbal counseling alone may not always be effective or practical, particularly in busy pharmacy settings. AI-enabled tools provide interactive, personalized asthma self-management education. Aim: This study aimed to assess the impact of pharmacist-led AI education on inhaler technique and asthma knowledge in Jordan. Methods: An interventional pre–post study was conducted at five community pharmacies in South Jordan. Adults (≥18 years) prescribed a metered-dose inhaler (MDI) or dry-powder inhaler (DPI) participated in 20–30 minute pharmacist-led sessions that combined verbal counseling with AI-assisted digital demonstrations. The primary outcomes were asthma knowledge (10-item questionnaire) and inhaler technique (10-step checklist), assessed at baseline and one week post-intervention. Results: Four hundred participants (59% female; mean age 42.3 ± 14.8 years) were included in the study. Correct inhaler technique improved from 42% at baseline to 89% after the intervention (absolute difference 47%; 95% CI: 41–53; p < 0.001). Knowledge scores rose significantly from 4.3 ± 1.2 to 8.5 ± 1.0 (mean difference +4.2; 95% CI: 4.0–4.4; p < 0.001). Improvements were most notable among women and those with tertiary education. A strong correlation was observed between knowledge and inhaler technique (r = 0.71). Conclusion: Pharmacist-led, AI-supported education significantly improved both inhaler technique and asthma knowledge. Adopting this scalable model could strengthen pharmaceutical care in community pharmacies and contribute to international efforts to enhance asthma self-management.