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This week on Practically Pastoring, the guys dive into a conversation a lot of pastors know they need to have, but would rather keep punting down the road: retirement. Sparked by a question from a pastor in his early 40s who is realizing he may be late to the conversation, the episode tackles what it looks like to start getting serious about retirement planning, especially if no one ever helped you think about it in the first place.
The conversation covers denominational pensions, 403(b)s, Social Security, Medicare eligibility, life insurance, debt payoff, and why simply figuring out where you stand right now is a huge first step. The guys share their own situations honestly, from denominational safety nets to trying to build a plan after leaving one, and from paying off a house to making sure a family is protected if the unexpected happens.
A big part of the episode focuses on the practical reality that many pastors who opted out of Social Security may still need to understand their Medicare eligibility and their quarter history. It is one of those classic ministry moments where nobody told you this stuff when you were 22, and now you are trying to piece it together without panicking. The good news is simple: you may not be as far behind as you think, but you do need to start looking now.
In the second half of the episode, the guys shift into a pastoral question about trust, transitions, and what happens when another pastor mishandles a sensitive situation involving a family leaving a church. They talk about grace, communication, exit interviews, member follow-up, and the importance of holding people with open hands instead of treating every departure like a declaration of war. In other words, church life stays complicated, because apparently people did not get the memo to be simple.
Sponsor
This episode is sponsored by Church Merch. From comfortable shirts and hats to mugs and custom gear, they help churches create merch that people actually want to use and wear. As the guys mention in the episode, good merch is not just about printing a logo on a shirt, it is about creating something people will actually put on, use, and talk about. Check them out at promotionsguy.com/churchmerch.
In this episode:
A few lines worth remembering:
“The best time to plant a tree is 20 years ago. The second best time is now.”
“You might not be as far behind as you think you are. But the first step is to spend some time figuring out where you are.”
By Practically Pastoring5
6060 ratings
This week on Practically Pastoring, the guys dive into a conversation a lot of pastors know they need to have, but would rather keep punting down the road: retirement. Sparked by a question from a pastor in his early 40s who is realizing he may be late to the conversation, the episode tackles what it looks like to start getting serious about retirement planning, especially if no one ever helped you think about it in the first place.
The conversation covers denominational pensions, 403(b)s, Social Security, Medicare eligibility, life insurance, debt payoff, and why simply figuring out where you stand right now is a huge first step. The guys share their own situations honestly, from denominational safety nets to trying to build a plan after leaving one, and from paying off a house to making sure a family is protected if the unexpected happens.
A big part of the episode focuses on the practical reality that many pastors who opted out of Social Security may still need to understand their Medicare eligibility and their quarter history. It is one of those classic ministry moments where nobody told you this stuff when you were 22, and now you are trying to piece it together without panicking. The good news is simple: you may not be as far behind as you think, but you do need to start looking now.
In the second half of the episode, the guys shift into a pastoral question about trust, transitions, and what happens when another pastor mishandles a sensitive situation involving a family leaving a church. They talk about grace, communication, exit interviews, member follow-up, and the importance of holding people with open hands instead of treating every departure like a declaration of war. In other words, church life stays complicated, because apparently people did not get the memo to be simple.
Sponsor
This episode is sponsored by Church Merch. From comfortable shirts and hats to mugs and custom gear, they help churches create merch that people actually want to use and wear. As the guys mention in the episode, good merch is not just about printing a logo on a shirt, it is about creating something people will actually put on, use, and talk about. Check them out at promotionsguy.com/churchmerch.
In this episode:
A few lines worth remembering:
“The best time to plant a tree is 20 years ago. The second best time is now.”
“You might not be as far behind as you think you are. But the first step is to spend some time figuring out where you are.”

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