01
Prospecting
Pick the right fights
You do not win by chasing the same accounts as everyone else. You win by going where the competition will not or cannot. Find the buyers other people have written off. The ones who got told no, who are stretched, who are growing faster than their current options can support.
You are not trying to be the cheapest. You are trying to be the next available answer when everyone else has tapped out. Cheap is a race to the bottom. Useful is a moat.
Do this
- List the accounts everyone else ignores. Start there.
- Look for pressure. Growth, deadlines, a recent no from someone else.
- Stop leading with price. Lead with the problem you solve.
You have about fifteen seconds before someone decides to hang up. Do not waste them on a windup. Say who you are, why you are calling, and hand them an easy out. The easy out is what keeps them on the line. Then ask one question that earns you the next thirty seconds.
Say this
Hey [Name], it's Jonathan with [Company]. I know I'm an interruption, so I'll be quick. I work with [type of buyer] who [specific situation]. Figured it was worth two minutes to see if there's a fit. If there's not, tell me and I'm gone. Sound fair?
"Sound fair?" does the heavy lifting. It is honest, it lowers the guard, and almost nobody says no to fair.
03
Cold Email
The email that gets replies
Long emails get deleted. Write like a person texting a busy friend. One idea, one ask, no buzzwords. If it reads like a brochure, start over.
Say this
Subject: quick question, [Company]
[Name], I work with [buyers like them] on [the one problem]. Saw [the specific reason you reached out]. Worth a quick call to see if I can help. If not, no hard feelings. Open Thursday?
Do this
- Keep it under six lines.
- One ask. Give a specific day, not "let me know."
- Cut every word a normal person would not say out loud.
04
Follow-Up
The deal is in the follow-up
The deal is usually in the follow-up, not the first call. Most people quit after one try. Run five touches across two weeks and you beat almost everyone by default. Persistence is not annoying when you stay useful.
The sequence
Touch 1The call or first email.
Day 2Short email. A new angle, not "just following up."
Day 4A second call. Reference something specific.
Day 7Send something useful. A number, an idea, a relevant example.
Day 12The honest close. "Should I keep this open or close it out?"
Touch 5 gets more replies than any other. People respect a clean ask.
05
Voice
Sound like a person, not an analyst
The fastest way to lose trust is to talk like a report. Drop the jargon. No "circle back," no "synergies," no "let's leverage." Say it the way you would say it to a friend across the table. If you would not say it out loud at a bar, do not put it in an email.
Do this
- Read your message out loud. If you stumble, rewrite it.
- Replace every jargon word with a plain one.
- Short sentences win. One idea each.
06
Objections
Handle the no
A no is rarely a no. It is usually "not yet," "not sure," or "not you." Your job is to find out which one, calmly, without flinching. Most people argue. Do not argue. Agree first, then ask.
Say this
"Too expensive."Fair. Compared to what?
"We're all set."Makes sense. What would have to change for you to look?
"Just send me info."Happy to. What's the one thing you'd want it to answer?
Every objection is information. Get curious instead of defensive and the real reason shows up.
One great rep is a number. A team that runs the same plays is a machine. If you want to lead, you have to be able to hand someone your system and watch them win with it. That means writing it down, coaching the reps, and holding the standard even when it is uncomfortable.
Do this
- Document how you sell. If it only lives in your head, it does not scale.
- Coach the activity, not just the outcome. Reps drive results.
- Praise in public. Correct in private. Hold the line on standards.
08
Habits
The daily operating system
Motivation is unreliable. Systems are not. The best reps are not the most pumped up. They are the most consistent. Build a day that produces results whether you feel like it or not. I train for endurance races the same way I sell. Show up, do the reps, repeat. The scoreboard takes care of itself.
The day
MorningSame start time. Protect your first block for outreach.
DailyOne number. Calls, conversations, or sends. Hit it before noon.
TrackPut the number where you can see it. What gets measured gets done.
NightSet up tomorrow. Win the morning the night before.