Stalled deals at the Goal line (advice needed)

Here's the situation:

I've got a large deal in play — one that would be a significant win for both me and the company. The prospect is just 15 minutes away, loves our support, and we clearly outperformed their current solution in the evaluation.


Two engineering teams are fully onboard and have become strong internal champions. They see our platform as a much more holistic and integrated replacement for the fragmented tools they're currently using. We’ve also committed to building out several tools based on a custom "wish list" they provided, addressing key gaps in their existing environment. On top of that, they stand to save a substantial amount on licensing — better product, lower cost. It's a hard combo to beat.


The roadblock? Things have stalled due to a new executive hire on their side who needs time to get up to speed and sign off on the purchase. I haven’t heard much from the lead engineer who has been driving this internally and externally. I don’t want to push too hard, as he’s clearly juggling a lot right now and its out of his control a bit.


It’s now been over a month since things paused. We’re ready to finalize the proposal and kick off the procurement process, but we’re in limbo.


I’ve had my manager reach out — no response. Now, we’re considering having our CEO reach out to their CEO since this deal likely requires top-level approval anyway. Not sure if that’s the right move or if it risks coming off as too aggressive. I've asked my champion to see if it would be worth us connecting with the new exec to answer any questions they have. No response.


So here’s what I’m trying to figure out:

  • How do I spark movement in a positive direction without scaring them off?
  • Do I put a time-bound expiration on the (heavily discounted) offer to create urgency?
  • Should we leverage the CEO connection now — or hold off?
  • Any other plays you’d recommend?


These guys are like cats — if you chase them to hard, they scatter. But we can't sit in neutral forever either.


👑 Sales Strategy
6
jefe
Arsonist
4
🍁
I think the CEO to CEO reach out is a sound strategy.

Since they're so close, the other option is to take a page from the book of the Kool-Aid Man.
Sunbunny31
Arsonist
3
Sr Sales Executive 🐰
IF ONLY
CuriousFox
WR Officer
1
🦊
🎡
Justatitle
Tycoon
3
Account Executive
CEO connection is a yes provided the messaging is properly constructed,

It can't read as hey sign up

If it reads as hey I'm aware of the potential partnership we have and that you hired a new executive who needs his approval on this and we respect that process, I am here to show that your company has c-level sponsorship and to quiet any concerns there. It may go a long way for an internal push to get it done
Sunbunny31
Arsonist
3
Sr Sales Executive 🐰
Offering to get together in person to align works with the above message as well.
Gasty
Notable Contributor
1
War Room Community Manager
Everyone has nailed it with the suggestions.

CEO <> CEO!
I'd not recommend time bounding the contract at this stage.

dualaces123
Opinionated
1
Account Executive
Exec to exec is a good step here. Really hate the idea of putting time bounds on it right now. Sometimes you run into logistical issues that are warranted -- and a new exec is one of those. The concerning part here is the ghosting by the internal champion. Any insight with what is going on there?
SportsSalesGuy
Tycoon
1
Enterprise Account Executive
They are a very busy company, without disclosing who they are. The company is very involved/important with chips/semiconductor supply chain. My champions are both old (30+ years at the organisation and young (handful of years at org) but very influential for the future of engineering technology at company).

I think its partly because they don't have any updates or answers for me.

I reached out to them saying my CEO "might be reaching out to yours" to spark some response and asking for an update so that she is "informed when reaching out" but no response to that either.

My CEO is reaching out to theirs on Monday now and hoping to spark a response or setup call/onsite.
7

Looking for advice on Lost deals

Question
20
18

I just have to tell someone… For some perspective, our overall avg order size is about 12k and yesterday I closed a 130k deal and another 50k at my next appointment. I am excited as the year has been pretty tough in my market and big sales like this help remind me I am good at this! 👏

Question
19
14

"What can sales reps do to help deals go from stalled to won?"

Discussion
14