Yesterday our Editors’ Roundtable looked at “When a diver goes missing, a deep cave is scene of a deeper mystery,” by Ben Montgomery. An enterprise reporter at the St. Petersburg Times, Montgomery was a 2010 Pulitzer finalist with the Times’ project “For Their Own Good,” which we featured on this site. He talked with me by phone about his latest story while the editors were in the midst of making their comments on it. As a new part of the Roundtable process, we’ve also invited him to respond to the editors’ comments at a later date.

How did you first hear about Ben McDaniel, and at what point did his disappearance become a story?

In late February. I’m trying to read the papers out of the Panhandle, large and small, because of my work on Dozier [School for Boys] and also because there are places along Florida’s hidden coast that are untapped. There’s very little news coverage, and what’s there often gets overlooked. It’s golden for someone like me who has the freedom to go up there and do work. I caught a small story in, I think, the Jackson County paper.

McDaniel’s family, Patty and Shelby, had announced a $10,000 reward, and the story was about Edd Sorensen, who in fact is in my story. He’s a pretty fantastic recovery diver and cave diver. Sorensen had told the local paper that this was dangerous – basically, “I can understand them wanting to find their son, but they’re going to get someone else killed by putting up this money.”

I immediately recognized that this was a pretty fantastic story, and that if the material held up, it could be really great. You have a mystery, first of all; the guy went in and hasn’t been seen since. Hanging onto that mystery, you have some really interesting human conundrums: the grief of the parents and friends, and the risk for the cave divers.

Pride was involved as well, for the divers who’ve gone in and come out empty-handed. They’re saying, “Look, take our word for it. Trust us. We’re the best of the best, and Ben’s not in there.” They felt like the McDaniels’ insistence that Ben was in there was sort of an insult to them: “They don’t believe us. We’ve told them, and now they’re putting up this reward.” There were strong feelings of hurt and embarrassment as well on the part of the divers.

So it seemed like this whole mess of emotion swirling around this great mystery. I kind of held onto it for a little bit. I think I brought it up at one of our weekly meetings, just to see how people would react to it and whether they would have the same reaction that I did, which was “Wow, this has real potential.” I heard that out of the people in the room, so I took the opportunity to go out and do some real reporting.

How long did you take to report and write the story?

I was working on some other things at the time. I’d say probably I took a trip up there for three days. And then maybe another four or five days on the phone back home, reporting. And maybe four or five days writing. So two weeks, 2 1/2 weeks in all.

When you sat down to write, you had this material – I don’t want to ruin it for any readers – but when you sit down to write, you have a mystery without a simple solution. How did you approach structuring the story?

That was cause for great anxiety in the beginning, because I had the ambition to find Ben McDaniel myself. That was a real desire. I was thinking, “Maybe if I talk to enough people, I can find this guy.” Or at least find some evidence that he met his demise or that he still exists. That was the mindset that I went in with.

Three-quarters of the way through the reporting I was like, “I still don’t have an ending. I don’t know where he is, and people are still going to be disappointed if they read this story and then get to the end and there’s nothing to tie it up. It’s still as much of a mystery as it was in the first section.”

So driving back from the Panhandle, I called a friend, Michael Brick, who is down in Austin. We talk about stories a lot. I kind of called to hear myself tell him the story, to see where it went. We had really bad reception. Because of the spotty reception, I had to be brief. We kept getting disconnected. And so each time I would be like, “Forget all that. Dude’s missing. I don’t have an ending.”

And at some point I started to think of this story in a different way: This is a story about grief and how the dominoes fall when a man goes missing. And that helped, because then it became not a story about Ben specifically, but a story about all the people left behind to try to solve the mystery. Then it was just thinking about the story through that prism. Because there’s no ending with Ben, it gave the rest of us the ending.

You focus on Emily. Did she give you that ending herself?

Gene Weingarten sent me an email yesterday, and I think [Tom] Shroder may have put him up to it. Weingarten loved the ending, and he was wondering if that was mine, or if I just went there.

It came from her, but I felt like quoting her there would have screwed it all up. She is thinking very seriously about diving into that hole to see for herself if Ben is in there. She’s an open-water diver, and it takes a long while to get cave-certified. She’s thinking seriously about saving up the money to get cave certified and to go down in search of him. That came at the end of our talk.

We were supposed to talk at 7 on a Wednesday night. We had a hard time getting in touch. Our conversation wrapped up about 11:30. So 4, 4 1/2 hours on the phone. She and Captain Hamilton and Ben’s parents, they all entertain these theories. They’ve entertained some really wild theories: “Could he be in witness protection?” “Could his ex-business partner have followed him to Florida and killed him?” But after they run through the theories, it all circulates, and one theory leads to the next.

Near the end of our conversation, she was going back and forth about whether Ben had the capacity to commit suicide through going through the hole, or whether he had the capacity to leave and put everybody through this incredible grief. She was saying, “If only we could see down in that hole, then we could rule that out as a possibility.” It struck me to ask, because she had mentioned that she was a diver, “Have you ever thought of going down there?”

She said, “Yeah, I sure have. I know it would take a lot of money, and I know it would take some time, but that’s a serious part of my thinking right now.”

When I heard that, it gave me that – I don’t know how to articulate this, but there’s a spot that I hit sometimes in reporting… It’s like I have to stand up. It’s almost a mix of anxiety and happiness and sadness, these things that typically exist on opposite ends of the emotional spectrum. But I felt that, and the light came down on me, and I thought “That’s perfect.” If the possibility exists that Ben went through the hole because of his brother, then the possibility exists that she’s going to go through the hole and pursue Ben. It just felt like the right way to end the thing.

So you realized that was an important moment right then?

When she said it, when that came out of her mouth, I thought, “That’s the end of the story.”

I noticed that midway through the story, you start throwing out questions. There are no questions asked in the first half, but the second half has 13. It’s an unusual approach to writing a mystery narrative.

That’s news to me, that there’s such an extreme change. I do know that up to a point, we know exactly where Ben was leading up to his disappearance. We have an unlimited amount of facts about the days and hours leading up to that dive. And after that it’s eight months of questions. So it’s not surprising to me that the story changed in that regard, because the rest of the story can be one giant question mark. It’s just a matter of handing it over to the readers to entertain the same questions that I had and the same questions that Ben’s family and the people trying to find him had.

Did the story change drastically in the process of writing or editing it?

The one big change was really just a matter of adding a line of the section about three-quarters of the way through the story that solidified the idea that if Ben was grieving his brother’s death so much that he abandoned this life, whether purposefully or with disregard for his own safety, if he went through the hole to deal with that grief, then it’s the same kind of grief that might bring Emily into that hole.

I wanted to make that as clear as possible without being ham-fisted. And so I added a line about something his parents had entertained and said, maybe not directly but close: maybe Ben wasn’t running from something; he was running to something. I wanted to put that thought in the readers’ minds before I hit that beautiful monologue that Chuck Cronin delivered about why people go into these crazy caves, and then sort of bring it down with the powerful ending that belongs to Emily. So it was just a matter of adding that line.

I overwrote the thing, which I always do, I think the first draft might have been 6,000 words, and it ran at 3,400. It wasn’t Bill [Duryea, my editor,] who cut a lot out of it. It was just me trimming a lot of stuff and removing the scaffolding – a lot of self-editing. And I had turned it over to some people, which is not uncommon, for general thoughts.

I got some good advice from Jon Jefferson, who’s half of the writing team of Jefferson Bass. He regularly makes appearances on the New York Times bestseller list for a series of books called “The Body Farm.” He writes with the guy who started that body farm at the University of Tennessee, Bill Bass. Jon just has a way of applying fiction techniques to nonfiction that I’ve come to appreciate. He offered some feedback and some good advice.

You mentioned overwriting. There are so many approaches writers take to organizing their stories, from meticulous six-level outlines to just sitting down and starting. How does overwriting fit in with your approach?

I outline, so I had an outline. I knew where I wanted to go. It’s weird, because the overwriting is not the excessive use of adverbs for me. It’s including too much information, stuff that might be unnecessary distraction. For instance, the first draft included the theory that Ben could have gone into witness protection, which is something his parents were leaning toward for a while. I reported that out, and figured out they don’t do that. The federal government doesn’t fake death to protect people. And beyond that, there’s nothing in Ben’s history to suggest that he may have needed to go into witness protection.

That theory was pooh-poohed, but I included it in there, because I thought readers might have the same question themselves. It was just four or five paragraphs going down that rabbit hole, and then shutting that idea down. So going back to trim, it seemed unnecessary. I thought, “I’m not sure people will make that jump, and if they do, that’s OK, I’ll just disregard it in its entirety, not even bring it up. It’s not going to hurt the story.”

There were a couple paragraphs in the first draft about why north Florida has so many underwater caverns. I talked to a geologist at Florida State University to set the scene a little more, including this chunky bit about how these caverns are formed over the years. I was trying to teach people about geology that I was curious about. And then I thought, “There’s not a place for it. I want it to be really tight.” Even if it’s 3,400 words, I want it to read like it’s 20 inches. It’s a lot of cutting and stripping away everything that is unnecessary.

Anything else you’d like to say about the piece or about narrative journalism more generally?

I find it so incredibly useful, beyond the editors who work at the St. Pete Times, to have a team of people who aren’t going to bullshit you, who don’t mind taking a look at what you’ve written and giving you feedback. I think I sent this [Michael] Kruse, Konrad Marshall, who is in Australia now but is a great feature writer. Wright Thompson read it. Jon Jefferson read it. And each of them had a different thing to say about it, like “in this part, I think you should go here.” “I need you to establish better the dimensions of the cave at the restriction.”

This is before I even turn it over to Bill. At the point that I feel like I have a solid draft, I want feedback from people who aren’t reading it for grammar mistakes or for style and spelling. I just generally want to know “How did this story make you feel? How could it be better?”

Some of it you use, and some of it you disregard. I don’t know if I’ll ever turn in a story that I feel might be important without having distributed it to a few trustworthy friends to offer feedback early. I want to make that a regular part of this process, because I found it to be really useful.

That’s a new part of your process then?

It’s not totally new, but I think I probably sent this to more people than I have before. Normally, it’s one or two. Kruse is my regular go-to guy for feedback; we talk stories all the time. But sending it to five people? At first I thought that everybody would say something different, and it would confuse me. That’s not the way it went at all. Everybody did have some different thing to say, but I found it all useful.

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