Rook ♜

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Rook ♜

Rook ♜

@RooktoRep

Documenting the climb in tech sales & sharing lessons along the way | DMs Are Open 📩

tips on outbound, AI, & GTM → Katılım Ağustos 2015
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Rook ♜
Rook ♜@RooktoRep·
Tech sales may be the most underrated career path: -$100k+ in year one -Equity upside ~30-35 hour weeks -40 days PTO -Fully remote, with travel -Working on cutting edge AI tech Not saying it’s easy…but you want to break in? I'm sharing exactly how + other tips here:
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Cory Woodward
Cory Woodward@woodyssales·
Yuppppp Hard agree with Rook Start subtly reverse mirroring and watch 90% of your conversations funnel into the sweet spot.
Rook ♜@RooktoRep

I was on a disco call the other day with an AE… Every other line was: “It sounds like…” “So if I’m hearing you correctly…” aka label + mirror on repeat. Here’s my take: Chris Voss made it popular, but now it’s too popular. Even buyers know the playbook. Suggestion: labels & mirrors are great, just reword it and make it your own

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Rook ♜
Rook ♜@RooktoRep·
I was on a disco call the other day with an AE… Every other line was: “It sounds like…” “So if I’m hearing you correctly…” aka label + mirror on repeat. Here’s my take: Chris Voss made it popular, but now it’s too popular. Even buyers know the playbook. Suggestion: labels & mirrors are great, just reword it and make it your own
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Isaiah Crossman
Isaiah Crossman@IsaiahCrossman·
@RooktoRep If your customer is picking up on any sort of verbal pattern like this, it's a mistake. This is one of those things that's actually easy to have Claude coach you on just by asking it to review a few transcripts.
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Pipeline Guy
Pipeline Guy@pipelineclub100·
@RooktoRep I hate the “repeat back to me” summarize that some AEs use. Only summarize or use a label if you genuinely are curious or don’t understand.
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Rook ♜
Rook ♜@RooktoRep·
As you get older, it becomes a lot more clear why some people are successful… and why others aren’t. It’s not luck. For the most part, it's pretty simple. Some people just put in more work & they care more. While others sit back and complain about the ones who do.
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Rook ♜
Rook ♜@RooktoRep·
@IsaiahCrossman this is actually great advice. i definitely should start new threads more often & I like how you break down the psychology of it
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Isaiah Crossman
Isaiah Crossman@IsaiahCrossman·
Totally agree. Especially if it's an open opp and you've done enough discovery to confirm it's genuinely a good idea for them to buy your product. One good tip: if you've sent 1-2 follow-ups on the same thread and still getting ghosted, simply send your next email on a new thread. Something about humans get into this doom loop when they've been ignoring you (like they feel "omg I'm mortified I can never talk to this person again") and when you start a new thread it gives them a little breathing room to *feel* like they're responding to your first message.
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Rook ♜
Rook ♜@RooktoRep·
A lot of sales reps hesitate to follow up because they think they’re being annoying. I fall into that trap sometimes too, but then I remind myself: 9/10 times when someone responds to me after multiple follow-ups, they usually start with something like “thanks for following up, things have been hectic recently.” or they say “please stop reaching out”? That’s still a win too - you can disqualify and move on / come back later. Following up is a win-win. You either get a reply or a reason to stop.
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Rook ♜
Rook ♜@RooktoRep·
What is the most amount of emails you will send to an exec in a week? Me = 3. That's the max.
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Dial Draper
Dial Draper@DialDraper·
I’ve booked two meetings recently with this being the case. I’ve stayed on top of my prospect and they’ve said “I’m so sorry my schedule is insanely busy. Let’s do next Thursday.” And when that doesn’t happen, you get an answer and can move on, allocating your time efficiently. I’ve sad it before and I’ll say it again, I’d rather get cursed out than not get an answer. Follow up more than you think is necessary. While this meeting/deal is the biggest thing to you, it’s one of a million things to your prospect.
Rook ♜@RooktoRep

A lot of sales reps hesitate to follow up because they think they’re being annoying. I fall into that trap sometimes too, but then I remind myself: 9/10 times when someone responds to me after multiple follow-ups, they usually start with something like “thanks for following up, things have been hectic recently.” or they say “please stop reaching out”? That’s still a win too - you can disqualify and move on / come back later. Following up is a win-win. You either get a reply or a reason to stop.

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Nick Tape
Nick Tape@tapeyy5·
@RooktoRep It’s also just another touch point with the client. If they haven’t made a decision yet, they’ve at least heard your voice again.
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Rook ♜
Rook ♜@RooktoRep·
@JLSumTweets you just gotta do it… it sucks but those who relentlessly follow up get the cake
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JL
JL@JLSumTweets·
@RooktoRep Struggle with this as well.
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Harry Ellis, Head of International Development
Harry Ellis, Head of International Development@NakatomiHarry·
@RooktoRep The biggest thing that has helped me with follow-up confidence is knowing that I'm not the #1 thing they're thinking about and that's ok If they want to solve it with me, they will be thankful for keeping their attention it if they don't... great to know!
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Rook ♜
Rook ♜@RooktoRep·
🧵 How to Prep for a Tech Sales Interview (and actually stand out) 
Most people either aren’t prepared or are misguided. Here’s a fast & repeatable systems I used with companies like Ramp, Chainguard, and Vercel:
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Jagan
Jagan@GoldilocksOrbit·
@RooktoRep easier said than done. how do you know what to research?
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Geo
Geo@TheGeoMethod·
@RooktoRep Good advice. Young lads can escape 90% of the competition by just doing good research on the company.
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Keşfet

@ImAntCalabrese @woodyssales @prett2346 @IsaiahCrossman @pipelineclub100 @NikTechSales @DialDraper @elonmusk