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    The Rule 5 Draft Approaches: Who Should the Red Sox Protect?

    The Red Sox have until November 18 to protect prospects from the Rule 5 Draft by adding them to the 40-man roster. Fortunately, most prospects they would want to protect are already on it, but what about the few who aren't?

    Nick John
    Image courtesy of © WooSox Photo/Ashley Green / USA TODAY NETWORK via Imagn Images

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    The offseason is officially in full swing, and the free agent and trade markets will begin to heat up as teams finalize their in-house talents. One final area regarding the 40-man roster that will need to be decided upon by tonight is protecting prospects Rule 5 Draft. For those who may not know, the Rule 5 Draft is a draft where MLB organizations can select players who are not on another team’s 40-man roster. However, players selected in this draft have to remain on the active roster for the entire season, barring time on the injured list. Players who were signed at 18 years old or younger are eligible for the draft after five seasons, and players who signed at 19 years old or older are eligible after four seasons.

    There is also a minor league phase where players in Double-A or lower can be drafted for $24,000 per player to play for the drafting organization’s Triple-A team.

    Last offseason, the Red Sox added two players to the 40-man to protect them: pitcher Hunter Dobbins and outfielder Jhostynxon Garcia. Both players wound up playing in the majors with Boston during the 2025 season.

    The Red Sox have likewise been benefactors from this draft, as two key members of their bullpen were acquired in such a fashion. Garrett Whitlock was taken during the 2020 Rule 5 Draft from the New York Yankees, while Justin Slaten was taken in the Rule 5 Draft by the New York Mets from the Texas Rangers and was immediately traded to Boston. Boston has also seen various prospects lost over the years, including the loss of Angel Bastardo, a pitching prospect taken in the 2024 Rule 5 Draft by the Toronto Blue Jays.

    Currently, the Red Sox's 40-man roster is full due to the addition of players who had ended the season on the 60-day injured list. For the Red Sox to protect any of their eligible prospects, they would need to open up a roster spot. And they may need to clear up a few spots just like last season.

    As it stands, the team has 42 prospects eligible for the draft, though most won't be considerations during the major league portion. It isn’t ideal to develop prospects and have them taken by another team, but fortunately for the Red Sox, most of their top prospects have either graduated to the big league club or have been packaged in trades for talent.

    However, there are still a few names that bring into question whether the Red Sox should protect them or not. We’re going to break down these players and see why they may not want to be lost.

    Likely To Be Added:

    Unlike last season, there is really only one player who is likely to be added to the 40-man roster this time around.

    RHP David Sandlin (MLB Pipeline #9 Red Sox Prospect)

    Sandlin came over to the Red Sox in a spring training trade with the Royals in 2024, turning a surplus in middle relievers into an interesting pitching prospect. His first season had its share of ups and downs as he split the year between High-A and Double-A, finishing with some less than ideal stats.

    Despite starting 18 games, Sandlin only managed to toss 57 1/3 innings in that span. What did impress, however, was his ability to generate strikeouts, as he got 82 batters to fan. While he wasn’t going deep into games, Sandlin’s stuff did flash the potential of an impact reliever thanks to his fastball.

    The 2025 campaign yielded a step forward, Sandlin cruising in Portland for most of the season. Through his first 17 appearances, he had tossed 82 1/3 innings with an ERA that was nearly two runs lower than his final 2024 number at 3.61. While his strikeouts took a step back (only 86 in those 82 1/3 innings), Sandlin was beginning to look more like a professional pitcher who could locate his stuff and pitch to contact when necessary. This change in demeanor had many wondering if the Red Sox would bring him up to Boston for the stretch run to help out in some form.

    The idea was floated around as the team transitioned him to the bullpen upon his promotion to Triple-A. Unfortunately, he struggled with the transition, allowing 19 earned runs in 18 2/3 innings out of the Worcester bullpen.

    Despite his struggles, Sandlin has showcased the potential of a major league arm and will only be 25 at the start of spring training. It wouldn’t be a surprise if another team took a flier on him if he were available. The Red Sox would be wise to protect him from being poached by another team.

    Coin Flips

    Besides Sandlin, there isn’t a definite player that seems to be a lock to be taken in the Rule 5 Draft. While no team wants their developed prospects pilfered, the Red Sox wouldn’t be losing much should another team want to take a risk. However, there are a couple players that the team may want to protect just to play it safe after how their 2025 seasons went.  

    RHP Tyler Uberstine

    Uberstine was a 19th-round selection back in the 2021 MLB Draft and hadn’t done much to write home about prior to 2025. His first season in 2022 saw him finish the year with seven starts with High-A Greenville where he flashed some potential thanks in part to 35 strikeouts in 33 1/3 innings pitched. Unfortunately, he would go on to miss all of 2023 and most of 2024 due to Tommy John surgery, making 2025 his first full season since his debut year.

    Despite that prolonged layoff, Uberstine pitched rather well, finishing this year with a 6-5 record in 25 games between Portland and Worcester. Tossing 120 1/3 innings, he also blew past his previous career-high workload while striking out 137 batters. That strikeout per nine figure of 10.1 will intrigue a lot of teams this winter.

    The Red Sox have many other pitching prospects ahead of Uberstine on the depth chart, and because of that, it’s unlikely they’ll add him to the 40-man roster. A team looking for a young, cost-controlled pitcher might take a risk on him due to his strikeout numbers alone, and the Red Sox probably wouldn’t worry too much unless there’s something in his underlying metrics they really love.

    RHP Yordanny Monegro (MLB Pipeline’s #27 Red Sox Prospect)

    Much like with Uberstine, Monegro is below a few pitchers on the depth chart and will miss most, if not all of 2026 after undergoing Tommy John surgery near the end of August. That alone is why he might be at high risk of being picked in the Rule 5 Draft, as another talented Red Sox arm was taken in this manner in 2024 (Bastardo) knowing that he could be stashed on the 60-day injured list all season.

    Monegro is young, as he won’t turn 24 until next October and while his ceiling right now looks like a middle reliever, he flashed potential during his time in the rotation in 2024 and in 2025 before his injury. Despite making just nine appearances in 2025, the right-hander tossed 33 2/3 innings and struck out 49 batters while walking just eight, good for a walk to strikeout ratio of 2.14 and a strikeout per nine of 13.10.

    Monegro's best pitch is his slider, which averages between 85-88 mph and is thrown more than any other of his pitches. His fastball, on the other, hand seems to be a work in progress, as his four-seam sits between 94 and 96 mph but he lacks proper command and control of it.

    Because of the elbow surgery, Monegro is a prime draft-and-stash candidate for a few teams who might be interested in seeing how he develops, especially as they wouldn’t need to keep him on the 26-man active roster unlike other Rule 5 picks. And because he would make it through the 2026 season without being demoted, whatever team takes him would then be free to send him to the minors in 2027 to continue his development without worry of having to send him back to his original organization.

    The Red Sox could do the same, placing him on the 40-man roster to protect him and then placing him on the 60-Day injured list the moment it’s possible. Though, that would require them to use a 40-man spot on him all offseason. There’s a good chance they take a risk and leave him unprotected.


    Again, the Red Sox have a total of 42 prospects who are eligible for the Rule 5 Draft, but unlike past seasons, there aren’t many names who stand out as likely candidates to be selected. Beyond Sandlin, the team may comfortable leaving everyone else unprotected.

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    1 hour ago, Larry Cook said:

    I am sure these teams will watch film on Sandlin. If you watch film from the first have of 2025, Sandlin looks great. 
    if you look at film of Sandlin from the back half of the year, Sandlin is a train wreck! 
     

    how can any team justify keeping Sandlin on their roster for all of 2026? 

    Miami could.

    A selecting team could also work out a trade for him outright

    10 minutes ago, notin said:

    Miami could.

    A selecting team could also work out a trade for him outright

    I could certainly see MIA trade for Sandlin. Maybe a team like PIT might, if the brass think highly enough of his upside.

    I've kinda soured on him, but he still has some promise.

    I guess our 40 was pretty deep, as we traded 3 guys, instead of DFA'g more than just Wink. (Maybe Wink gets traded, if he's not claimed. I'm sure we tried to trade him.)

    We also thought our farm was rather short on ML ready prospects as we promoted a bunch, this year, but we basically had 4, if you count Hoppe who was traded and added to the 40 w SEA.

    I like Bernardino. I still had some hope with Murphy. Maybe I was higher on Wink than I should have been. Hoppe came out of nowhere. I had Mullins ahead of him.

    Maybe this is a sign Moran has life, but once we start signing FA's, someone else has to go.

    What's the first to go list, now? (Assuming no better players get traded.)

    1. T Gray

    2. Grissom

    3. Eaton or Sogard (if Grissom stays)

    4. Moran or Criswell (out of options)

    5. Hicks (in my dreams)

     

     

    The Hoppe for Heyman trade is interesting. BA ranked Heyman 127th. He's a plus power guy who missed the end of last year due to a fractured forearm. 

    His Baseball America pre-draft scouting report noted, “Heyman offers plus raw power and improving swing decisions. He generates carry and lift to the pull side, even on pitches thrown in the outer half of the zone. While Heyman struggled somewhat with offspeed pitches, particularly changeups, he crushed velocity, a byproduct of solid bat speed and rhythm. He stays balanced through his swing and can punish mistakes over the plate.”

    Baseball America graded his power and arm both 55 (above average) on its 20-80 grading scale.

    The site added about his defense, “Scouts believe he has a chance to stick behind the plate thanks to above-average arm strength and improved receiving and blocking. He presented pitches more cleanly than in years past and showed a feel for handling a staff.”

    12 hours ago, moonslav59 said:

    I guess our 40 was pretty deep, as we traded 3 guys, instead of DFA'g more than just Wink. (Maybe Wink gets traded, if he's not claimed. I'm sure we tried to trade him.)

    We also thought our farm was rather short on ML ready prospects as we promoted a bunch, this year, but we basically had 4, if you count Hoppe who was traded and added to the 40 w SEA.

    My complaint was the lack of positional prospects. The Sox have struggled to fill the org with 1B/C prospects for several years. Seems like Craig found a few. The only trade that was surprising to me was the Guerrero one, but maybe Gray will work out like Romy has. We'll see. 

    Seems like they have faith in Uberstine. Drohan deserves some run in the bullpen next year but needs to stay healthy for once. 

    1 hour ago, mvp 78 said:

    My complaint was the lack of positional prospects. The Sox have struggled to fill the org with 1B/C prospects for several years. Seems like Craig found a few. The only trade that was surprising to me was the Guerrero one, but maybe Gray will work out like Romy has. We'll see. 

    Seems like they have faith in Uberstine. Drohan deserves some run in the bullpen next year but needs to stay healthy for once. 

    I share your concern, but when you graduate the amount of positional prospects we have in the last 2-3 years, a lull can and should be expected. When you see the years of low cost control we have on so many everyday players, the worry lessens, some.
     

    2025: Anthony, Mayer, Campbell & Narvaez

    20024: Rafaela, Abreu, DHam & Sogard

    2023: Casas & Wong

    That's 6-8 solid players added to 3 years of Duran and 2-3 of Story. That makes 8-10 players not counting  Romy, Yoshida & Garcia. We do have some specific positions lacking in depth and or dependable talent, like corner infield and C, but with so much excess in the OF, we could make a trade or two and look all set at every position for 3+ years.

    That does not fully take away from the issue you mentioned. Arias, Gonzales, Godbout and maybe Romero or Taylor is woefully lacking in numbers and high skill levels.

    Signing a couple corner infielders to 3+ year deals would lessen the immediate concerns, but we rarely get what we hope for.

    14 hours ago, moonslav59 said:

    So, Murphy for a single A catcher clears a slot.

    Bernardino to SEA for a utility type guy who has AAA experience. (no 40 man needed?) I liked BB.

    Hoppe (not on 40) to SEA for a faraway C/1Bman.

    Did I miss anything else while walking my dogs?

    Quite an eventful walk!

    5 minutes ago, drewski6 said:

    Quite an eventful walk!

    I expected 1 Rule 5 guys not 4 (counting Hoppe added to SEA's 40.)

    The Guerrero trade is no shocker, and I guess the Wink DFA should not have been. Lowe was expected.

    Nothing was really earth-shattering, but the amount of moves was a bit surprising.

    I'm not really sure or ML ready 40 man roster is any better, but the farm depth improved. Some budget issues were settled. As MVP pointed out, we rid ourselves of a lot of higher BB% pitchers.

    16 hours ago, moonslav59 said:

    So, Murphy for a single A catcher clears a slot.

    Bernardino to SEA for a utility type guy who has AAA experience. (no 40 man needed?) I liked BB.

    Hoppe (not on 40) to SEA for a faraway C/1Bman.

    Did I miss anything else while walking my dogs?

    Pure guess here is that Tolle starts the year in the BP.  I like BB as well, but this might be a structure type move.

    17 hours ago, Larry Cook said:

    I am sure these teams will watch film on Sandlin. If you watch film from the first have of 2025, Sandlin looks great. 
    if you look at film of Sandlin from the back half of the year, Sandlin is a train wreck! 
     

    how can any team justify keeping Sandlin on their roster for all of 2026? 

    The Rox, Nats and Angels would take him in a heartbeat.  When you are guaranteed to finish last, and have no BP, you bet on the 100 velo guys 100% of the time.

    10 minutes ago, JoeBrady said:

    Pure guess here is that Tolle starts the year in the BP.  I like BB as well, but this might be a structure type move.

    I suggested that, a while ago.

    They may start with Fitts in the pen and Tolle in the AAA rotation, but if a need arises, he may be at the top of the list on a promotion to the Sox pen in 2026.

    Crawford may also be considered for a pen conversion.

    10 minutes ago, JoeBrady said:

    Pure guess here is that Tolle starts the year in the BP.  I like BB as well, but this might be a structure type move.

    I get why you would think that on Tolle because his fastball is more MLB ready than his secondaries, and you can be more fastball reliant out of the pen.

    But the argument against is Tolle's body.  That body can handle the rigors of starting pitching without breaking down, and thats not exactly something that grows on trees.

    If the pen needs the help, I can see Tolle entering to help it.  But I think they start with Tolle as a starter either in MLB or AAA cuz he's 6'6 with a man body.  I think its more likely they put someone wiry in the pen.

    We also have to consider that using Tolle in the pen in 2026 does not mean he can never be a starter again.

    True, you don't want to jerk a kid around and back and forth, but we are going for a ring in 2026. You gotta play your best players where they are needed.

    58 minutes ago, moonslav59 said:

    We also have to consider that using Tolle in the pen in 2026 does not mean he can never be a starter again.

    True, you don't want to jerk a kid around and back and forth, but we are going for a ring in 2026. You gotta play your best players where they are needed.

    100% agree.  But I dont think they START the year with Tolle in the pen.  I think if there is an injury at some point in the year to the pen (or multiple) and Tolle is starting at AAA, he is very likely to enter the MLB pen at that point

    But I think we'll start the year with a very good pen and they'll (to start the year) prefer to keep Tolle stretched out as their #6 or #7 starter they can park in AAA until they need him because you know as well as I there will be 13 different dudes who start a game for us next year.

    I also think Tolle can win a job in the MLB rotation with a strong offseason and spring.

    1 hour ago, drewski6 said:

    I get why you would think that on Tolle because his fastball is more MLB ready than his secondaries, and you can be more fastball reliant out of the pen.

    But the argument against is Tolle's body.  That body can handle the rigors of starting pitching without breaking down, and thats not exactly something that grows on trees.

    If the pen needs the help, I can see Tolle entering to help it.  But I think they start with Tolle as a starter either in MLB or AAA cuz he's 6'6 with a man body.  I think its more likely they put someone wiry in the pen.

    It would be for only one year.  I think he's maxed out at the minor league level, but still has more development to come.  One year in the BP/#6, followed by 5 years as an SP.

    3 minutes ago, JoeBrady said:

    It would be for only one year.  I think he's maxed out at the minor league level, but still has more development to come.  One year in the BP/#6, followed by 5 years as an SP.

    I disagree hes maxed at minor league level.  He badly needs better secondaries.  I also disagree with the notion that 50 innings at MLB will continue to development but 180 innings at AAA wont.  If anything , i think its the opposite, because outta the pen at MLB he would lean on his fastball and not need to (as much) develop the secondaries vs at AAA he can hyper focus at developing his secondaries.

    All his "better" secondaries have horizontal glove side movement (sweeper, slider, cutter) so he could very much stand to benefit from a splitter (straight down) or a circle change (inverse, arm-side movement) to help vs righties. This is a situation where being a lefty actually works against him, cuz its very hard to throw left-to-right breaking pitches (from pitcher perspective) against righties and be consistently effective.  A lot of that stuff is to play off other stuff (e.g. a backfoot slider, or an "running in on your hands" broken bat cutter).

    The reason you would put him a pen is because he can at present, probably already get lefties out with ease.  But sweepers and sliders and cutters are dangerous to righties from a lefty.  He doesnt have the command (yet) to back door em, which hed need to do.  Thers only so many back foot sliders you can throw before major leaguers start crushing em. Thtas a diminishing return pitch (the back foot slider, so coming in on a righty), and with the cutter, he'd have to be maddux or Mariano level to feature a cutter vs a righty as a lefty.  If he did master the cutter though, he'd lead the league in complete games (1 pitch broken bat ground outs , all day - which is an exciting possibility)

    He (Tolle) nees a circle change, splitter, forkball, or a 12-6 uncle Charlie Hammner. Something breaking eitehr down or arm side.  Or a sinker.

    Theres a reason why so many left starters throw sinkers and 2-seams. Because they arent way more effective vs same sided hitters as  sliders, sweepers, cutters

    Hes a lefty with a righty aresnal, and its currently preventing him from taking the next step.

    But one thing I overlooked until right now, being on the major league roster (vs AAA) increases the chances that Bello will teach him a 2 seamer/sinker (does bello throw a 2 seamer or a sinker because some nights it looks like a 2 seamer and some nights a sinker and sometimes it looks like he throws both, and i cant figure it out) but what i do know - teach it to tolle.

    1 hour ago, mvp 78 said:

    I could see Tolle starting at AAA and Early at MLB, but Tolle being above Early in the depth chart by year end.

    Reading about his pitch mix has me excited about him again.  Im reading that he can back-door the cutter, which is awesome cuz thats very useful vs righties.  Looks like he has a slider and a sweeper. The slider having more vertical break so it can be thrown to righties. The sweeper is best used as putaway pitch against lefties.  They say his changeup has 2 shapes, one of which breaks like a sinker (which is actually how circle changes break) with the other change-up shape being more late break - straight down (a regular change-up). Seems like hes not changing his grip , its just that sometimes his change looks like a circle change and sometimes it looks like a regular change, and if he can figure that out and command/control it so he knows what shape its going to be (maybe he eventually keeps both if he figures out why one breaks like a circle-change and one regular).

    Then hes got 2 curveballs , one being a sweeper (I know this sounds crazy but a sweeper is a curveball NOT a slider, I know thats counterintuitive because it breaks horizontal even more than a slider does).  But he also has a 1-11 curveball, which is more depth (so can be thrown to righties).  I wonder if the 1-11 curve is slow/loopy or sharp like a hammer curve (hammer curve , or as Eck calls em an "uncle charlie")

    Did Eck make up the nickname "uncle charlie" for a hammer curve (a harder/sharper curve tha tends to break more vertical than a traditional curveball with later break).

    Tolle has the ingredients.  I hope one day soon, the soup is as good as the ingredients.

    7 minutes ago, drewski6 said:

    Tolle has the ingredients.  I hope one day soon, the soup is as good as the ingredients.

    The secondaries just need a lot of time to mature. He's only had one year to be a professional and in college he was a one pitch pitcher. If he was in AAA through July, I wouldn't be concerned. Let him get two average secondaries and he'll be fine. 

    Some notes on our additions:

    Braiden Ward (Bernardino trade) is Rule 5 eligible but not likely to be selected. He plays OF but can play 2B and 3B.

    Ronny Hernandez (Murphy) is a catcher and had a .367 OBP in low A-Ball over the last 2 seasons combined. Sp.com thinks he has "natural power."

    Luke Heyman (Hoppe) is projected by sp.com to be a top 40 prospect. He is another catcher. He was ranked 127th before this year's draft (4th rd) but fell to the 14th rd after he broke his arm.

    T Gray is Rule 5 eligible, too but just passed through waivers so likely will not be selected. We dealt out own waivers guy, Guerrero, for him.

    sp.com says Mullins is the most likely guy to be selected and to stick with a team all year.

    3 hours ago, moonslav59 said:

    I'd prefer Tolle not be practicing new pitches at the big level.

    I prefer Tolle to bat clean-up, like he did in college. Guy's a beast (well, more beastly than our other current candidates until Mass Attacker returns from the next WBC).

    13 minutes ago, 5GoldGlovesOF,75 said:

    I prefer Tolle to bat clean-up, like he did in college. Guy's a beast (well, more beastly than our other current candidates until Mass Attacker returns from the next WBC).

    Don't run this idea by Drewski.

    On 11/18/2025 at 6:19 PM, moonslav59 said:

    SEA traded for Hoppe and added him to the 40, so there was someone that flew under our radar.

    Seattle gave up last year’s 14th round pick for a 27yo AAA pitcher.  Not sure anyone in this deal is flying anywhere, let alone under the radar…

    6 minutes ago, notin said:

    Seattle gave up last year’s 14th round pick for a 27yo AAA pitcher.  Not sure anyone in this deal is flying anywhere, let alone under the radar…

    Nobody mentioned Hoppe being protected, but SEA felt he was worth trading for, since he'd be selected before they could nab him.

    You caught that blip on your radar screen?




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