Over the course of 17 months he sent hundreds of texts and Facebook messages, as well as attempting to call the woman and leaving abusive voicemails.
The messages were a range of allegations that she was intimate with others, she was using drugs, threats to contact Oranga Tamariki about their daughter and statements he was outside her house, or was going to be.
When none of those worked he would deposit money into her account to get her attention.
"The nature of these messages was highly controlling, manipulative and abusive," Judge Rowe said.
The 26 charges related to over 300 instances of contact with his ex while a protection order was against him.
Twenty-five of those contacts were classed as psychologically abusive.
Judge Rowe said the offending had a significant impact on the victim, and she'd had to withdraw from university.
"Your persistent contact continued despite her repeated requests that you stop. By repeatedly contacting her despite all these things … it sent a clear message that her wishes didn't matter."
"This happened over a significant period of time. This conduct undermines a victim's confidence, sense of self worth and autonomy."
The judge went on to describe how the woman was petrified the offending would continue the moment Kendall was released from prison.
"There was palpable relief when you were finally remanded in custody."
All of Kendall's offences were committed while under some form of court order.
Many of them were committed while he was on home detention and others while he was on bail.