In the grand finale of season one of The Things I Should’ve Said, Jay Hewitt opens up about the terminal illness he has recently been diagnosed with and how it effects his faith in God - both in ways expected and in ways that are remarkably surprising and encouraging. 

In the eleventh episode of Things I Should’ve Said, Jay Hewitt discusses Paul's parting words from his letter to the Ephesians, spiritual warfare, and a very special reunion with one of Jay's mentees. Plus, an update on Jay's health.

In the tenth episode of Things I Should’ve Said, Jay Hewitt discovers the joy in sharing his love of wrestling with his daughter before teaching us how to navigate uncomfortable scriptures like Ephesians 5:21-22, & 25.

In the ninth episode of Things I Should’ve Said, Jay Hewitt discusses the terrifying experience of preaching at a pre-school chapel before diving into the nitty gritty of sanctification as outlined in Ephesians. 

In the eighth episode of Things I Should’ve Said, Jay Hewitt deconstructs his sermon about the dividing wall of hostility. Plus, Jay is joined by his wife Natalie Hewitt to discuss whether or not feminism is is compatible within the Christian faith. 

In the seventh episode of Things I Should’ve Said, Jay Hewitt discusses  doubt, Ephesians Chapter 2,  and planning a sermon when you're  emotionally tired. 

In the sixth episode of Things I Should've Said, Jay Hewitt discusses the vulnerability of launching of a new platform, reaching those outside the church, how God transforms evil for our good, and how we can misunderstand God's voice.

In the fifth episode of Things I Should’ve Said, Jay Hewitt talks about what it’s like to be scheduled to give a talk on a subject that is a little too close to home. Days after being at the bedside of his mother-in-law as she passed away from cancer he had to make the decision whether to give his message he had already prepared - based on Psalm 23, the famous funeral psalm. 

 In the fourth episode of Things I Should've Said, Jay Hewitt discovers the joys of traveling on Christmas day followed by a discussion about God’s will for our lives and the choices we make everyday. 

 In the third episode of Things I Should've Said, Jay Hewitt sits down with one of his fellow staff members Alexio Gomes to have an open and honest discussion about shame and the freedom that comes from confession. As a note, this episode does delve into the topic of suicide, adultery, and pornography so listener discretion is advised.