Found "The Cranker" bit for $40. 
https://www.thecranker.com/#_What_is_%E2%80%A6?

Never tried one but it looks worth having the bit.
I'd rather do this at the dock and use a corded angle drill like 
this $150 one from Harbor Freight
https://www.harborfreight.com/13-amp-2-speed-12-in-heavy-duty-right-angle-drill-kit-64121.html

Or rig up an electric winch at the base of the mast with a remote control.

Or hoist a duffelbag full of anchor chain weighing the same weight of the 
climber to the mast head and then use that to neutralize the climber's weight 
so he can scamper on up at his leisure.  Never tried it but read it somewhere.

Chuck S 

>     On 01/23/2021 10:35 PM ALAN BERGEN via CnC-List <[email protected]> 
> wrote:
>      
>      
>     I used a friend's bit and 1/2" right angled drill to hoist me up the 
> mast. I was able to get almost all the way up on a full charge. Works great, 
> but if I couldn't borrow the drill and bit, I wouldn't buy one just for that 
> purpose.
> 
>     Alan Bergen
>     35 Mk III Thirsty
>     Rose City YC
>     Portland, OR
> 
>     On Sat, Jan 23, 2021 at 4:57 PM Adam Hayden via CnC-List < 
> [email protected] mailto:[email protected] > wrote:
> 
>         > >         Have any of you used the winch bit and a cordless drill 
> for either hoisting someone aloft or for raising sails?  I came across it in 
> a forum and it seemed like a good idea.  Not sure if it is just gimmicky or 
> if it really works?
> >         Adam
> >         C&C 36
> >          
> >          
> >         Sent from my Bell Samsung device over Canada’s largest network.
> >         Thanks to all of the subscribers that contributed to the list to 
> > help with the costs involved.  If you want to show your support to the list 
> > - use PayPal to send contribution --    
> > https://urldefense.com/v3/__https://www.paypal.me/stumurray__;!!LIr3w8kk_Xxm!6KDiiMyeuwLjiU0YYjmv_O_oThiYEX0GKQhrYiAsxBbRfIpPdcnJSTJUTOa2GHKoFl0$
> >    Thanks - Stu
> > 
> >     >     Thanks to all of the subscribers that contributed to the list to 
> > help with the costs involved. If you want to show your support to the list 
> > - use PayPal to send contribution -- https://www.paypal.me/stumurray Thanks 
> > - Stu
> 
Thanks to all of the subscribers that contributed to the list to help with the 
costs involved.  If you want to show your support to the list - use PayPal to 
send contribution --   https://www.paypal.me/stumurray  Thanks - Stu

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