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Why Drillby Is Bootstrapped: Building a Tutor-First Platform Without Investor Pressure
Stories

Why Drillby Is Bootstrapped: Building a Tutor-First Platform Without Investor Pressure

Learn why Drillby chose to bootstrap: and how building without investor pressure means every feature is shaped by real, working tutors.

Rowan Hand
06.02.267 minutes read
Rowan Hand
Real-Time AI Tutoring: How Drillby Keeps Students Engaged Online
Stories
With Audio

Real-Time AI Tutoring: How Drillby Keeps Students Engaged Online

Drillby's AI tracks student engagement in real time, so tutors can focus on teaching, not monitoring.

Rowan Hand
05.18.268 minutes read
Rowan Hand
Online Tutoring Platforms Are Failing Their Tutors
Stories
With Audio

Online Tutoring Platforms Are Failing Their Tutors

Online tutoring platforms promise tutors flexibility and income. What they deliver is free labor, rigged algorithms, and a race to the bottom.

Rowan Hand
05.02.268 minutes read
Rowan Hand
Poor Software Integration Distorts the Teaching Process
Stories
With Audio

Poor Software Integration Distorts the Teaching Process

Tutors juggle seven tools just to run a single lesson. It's time to ask why platforms charging 30% commission can't even keep the video call working.

Rowan Hand
04.21.264 minutes read
Rowan Hand