Have Claude research each company’s LinkedIn profile in your lead list
See how many employees they have
Then come up with a range of meetings / revenue / leads that makes sense based on their company size
“40-50 leads per month” makes sense for a company with 10 reps
“5-10 leads” makes sense for a company with 1 rep
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The head of our sales division once told me something I didn’t expect:
The best discovery doesn’t happen at the beginning of the call - it happens in the final five minutes.
Then he proceeded to share an example of 3 questions (and how to set up the stage before asking them):
Setting the stage
🐲: These days it's harder than ever to bring on new tech. I’m seeing across all my clients that to bring on something new, we have to align with a specific departmental or company OKR. Otherwise, it goes nowhere
Q1 🐲: in your opinion, which priority do we best align with?
Q2 🐲: who's responsible for the success of that priority?
Q3 🐲: what's the best way to get them involved?
Most reps fail the “Why do you want to work here?” question.
They say:
🤡 “I love your mission.”
🤡 “I admire your company values.”
🤡 “I want to grow my career here.”
These answers tell the hiring manager *nothing*.
Here’s how to answer it like a top 1% candidate:
Shadow your top performers during client calls.
Don't make it official. Just ask to "learn from them" or "support them on bigger deals."
Listen for this crucial difference: Do they ask prospects about budget before or after presenting solutions?
Top performers qualify first because unqualified prospects waste 40% more time selling fake leads. Weak reps pitch first and wonder why they get ghosted.
Once you've observed their approach, validate what you're seeing with hard data...
Genuinely insane that most people don’t ask tough questions in interviews.
It’s the only real “ticket out” of an average exchange - and most never even give it a shot.
Here’s how one question helped me dodge a career bullet:
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5 Why’s
🐲: Why are we here today?
🐲: Why are you interested in solving X?
🐲: Why is that a problem?
🐲: Why now and not 6 months ago?
🐲: Why us and not [alternative]?
Players you might regret not drafting for cheap in 2025:
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3. Ricky Pearsall
4. Matthew Golden
5. Jacory Croskey-Merritt
Young, talented, in good offenses with opportunity