If you transfer your points to a broker and then use it to instantly buy tickets in another person's name, you are likely to get the airline to cancel those tickets, keep the points and then you dont get paid from the broker. This is why you sholdnt do anything that violates the T&Cs.

Take your $10,000 and move on

The underlying question is "Does the broker even pay more than 1 cent per mile"? If not this is all academical

Well, I think if the airlines see fraud in the accounts from point transfers that originated from chase point transfers, there is a decent chance they'd cooperate with chase as a partner. Noether side wants to see fraud.

I doubt a broker will pay so much that it's worth risking everything, esp a credit card, bank account. But everyone has their own risk tolerances.

now that i think about it there are 2 potential options but you need to do more research on it

1) book a ticket via chase travel portal, get the airline to take over the ticket (which you may have to pay) and cancel for a credit. then sell that credit at some discount. for CSP, you can get up to 1.75cpp and it could be worth your while to downgrade that and sign up for the CSR, so that you get the 100k + $500 SUB and get up to 2cpp

2) wait for a transfer bonus to aeroplan, get the chase aeroplan card, so you have 20-30% + 10% from aeroplan card. then use the pyb feature

Can you elaborate on this? To my knowledge, airline credits are linked to a specific passenger name.

so first off i mentioned OP need to do more research on it

for exmaple, aa's trip credits can be booked for anyone, and it is possible to convert flight credit to trip credit. the problem is you may not be able to book aa tickets at 1.75 or 2cpp. since OP has CSP, he at least can at 1.25cpp. you are more likely to find such tickets for UA, but you cant use UA's credit for anyone afaik. im not too sure if that can be converted to travel certs which can then be used for anyone, but i did a quick google and it seemed someone managed to do so previously

Agreed, but inasmuch as free123cc mentioned that they are infrequent travelers, they may not realize that this is a potential pitfall. I think that if we are going to suggest ways to net more than $0.01/point we need to at least sketch out the risks. Thank you for doing so in your reply.

good point. a few more things that i think OP should look out

1) do not buy basic economy
2) do not buy refundable, as the refund will/may go back to chase, which may create more problems
3) the credits can expire, e.g. aa credits expire after 1 year although there are ways to extend it
4) there are some small costs along the way that should be considered as well, a fee for airlines to take over the ticket, sometimes there is also a cost to convert the credits to the right one, cost to extend an expiring flight credit, cost (time and discount) to sell the ticket

im not sure these cover everything but it is a start and there are more reserouces and help in the chase and airlines subforums. option 2 is the safer option, although the return is potentially lower and you need to wait for the transfer bonus

one other thing is the opportunity cost of accumulating ur points for 8 years is the interests or investment returns that OP could have earned had he redeem the points earlier. this is moot now, but something that op can ponder upon moving forward

ok thank you everyone for your replies

not sure if im covering anything but here goes

i have heard there are reputable brokers that will not screw you and can pay around.013

i most probably will be willing to take the risk

my main question still stands. if i sell from a freedom/preffered or reserve would i get differetn rates?

thanks

If the broker requires you to transfer the points to an airline account, this can only be done from a Sapphire Preferred (or Reserve, or INK Preferred) account. This means you will need to Combine the points from Freedom to your Sapphire Preferred account.

Read here:

FIRST: Combining UR points from multiple card accounts [Consolidated]

THEN: Problems Combining UR points between accounts

Reserve to grocery store (V or MC) then PYB. About infinity times better of a solution.

0.013 isnt much better, and could be worse, than what i suggested above. those are also much more legal, and arguably less risky

op hsa almost 1mil points, so that is $12.5k. if OP spends around $500 a month on groceries, it will take more than 2 years to finish spending it. in the meantime, OP accumulate more points and the pyb feature might change

I think the suggestion is to buy VISA/MasterCard gift cards at a supermarket, use PYB to offset the charges. The Supermarket category is only valid until 9.30.2025, but could be renewed. There is the hassle of buying ~$12,500 worth of gift cards in 45 days, and then there are the headaches which often arise when using those gift cards.

Does Sapphire Preferred have the same PYB categories/ratios? If not, there Is also the expense of upgrading from Preferred to Reserve.

Am I missing something ?

Why not just take the $9,500 as cash ?

they also come with activation fee 7.95 per $200 or $500. im also not sure if chase will shut you down for spending $12.5k in grocery stores in a short period of time

CSP can only redeem for charities and af