Tech Sales Guy

building sales channels for start-ups | tips on cold outreach, outbound & partnerships | growing @sticktothemodel

[Tech Sales Guy @TechSalesGuy]

15 outbound plays I'm using today

if you want them you can download here:

[Tech Sales Guy @TechSalesGuy]

Enhanced Games but it's the Finance bros on cocaine and cold brew vs Tech Sales guys upper-decking a Zyn with a Vyvanse chaser

[Ramp Capital @RampCapitalLLC]

Enhanced Games but it’s Tiger Woods faded on Percocet vs John Daly loaded on 15 Jack & Cokes

[Tech Sales Guy @TechSalesGuy]

@CliftonSellers send me the pinehurst pics. I don’t wanna see what I’m missing but go to

[Tech Sales Guy @TechSalesGuy]

Heaven is a twilight round on a pure golf course

[Tech Sales Guy @TechSalesGuy]

PSA - be smart out there

[Tech Sales Guy @TechSalesGuy]

@thedealdirector Hard to to lose deals in the tassel jacket

[Tech Sales Guy @TechSalesGuy]

@BowTied_Sales There’s a reason allbirds went under

[Tech Sales Guy @TechSalesGuy]

at a FinTech conference this week

sitting in the lobby with a CEO I've known for a while

a rep walks up. introduces himself. firm handshake, decent opener, name of a company I actually recognized.

then i looked down.

floppy blue allbirds. they clearly have been treading conference carpet for four months straight

I watched the CEOs face shift in real time. eyes drifted past the rep's shoulder. nodding too much. already gone

the rep kept talking. mentioned a customer the ceo would care about. didn't matter.

handed over a business card. CEO took it like it was a parking ticket

walked back over to me. "what was that guy's company again?"

get taken seriously. wear the Gucci loafers

[Tech Sales Guy @TechSalesGuy]

@pfitch45 plays

[Tech Sales Guy @TechSalesGuy]

@theSaaSdemon or the founder wearing a t shirt and bierkenstocks

[Tech Sales Guy @TechSalesGuy]

@JBMason 100% is does

[Tech Sales Guy @TechSalesGuy]

@BrianLaManna_ exactly - go above them

[Tech Sales Guy @TechSalesGuy]

here's what I've realized about changing jobs:

every company has problems.

don't like your boss? easy fix
don't like your comp plan? negotiable
company not growing? harder to fix

you're not escaping problems.

you're choosing which ones you want to deal with

[Tech Sales Guy @TechSalesGuy]

@JerimiahLee 100% - hard to be successful if no one wants to use your solution

[Tech Sales Guy @TechSalesGuy]

@HaydenWinks as their AFC East counterpart this is absolutely not right and shouldn’t be tolerated

[Tech Sales Guy @TechSalesGuy]

Cold outreach methods ranked:

Tier 1 (>30% success):

- intent signals - website visits, downloads etc.
- old opportunities you re-target
- warm intros or referrals

Tier 2 (high effort, high reward):

- cold calling with research
- handwritten notes + small gift
- personalized videos

Tier 3 (volume plays):

- LinkedIn connection requests
- commenting on peoples posts
- mass email

[Tech Sales Guy @TechSalesGuy]

our company's been pushing for more cross-departmental collaboration this year

one of the early wins: our VP of sales started taking CS reps out to lunch. just one-on-ones. building bridges

it's working. we've had more CS people raise their hand to move into sales in the last quarter than ever before

the head of HR sat down with him last week. wanted to bottle it. roll it out to other departments.

he told her "honestly it's nothing. I'm just getting to know them on a personal level."

what he didn't mention is what he takes them to lunch in his car

Ferrari (leased)

every CS rep walked back to their desk thinking the same thing

so this is what it looks like to be paid for what you're worth

five more applied to open AE roles this week

the head of HR is now writing a deck about "the power of one-on-ones"

just lease the car - go into debt if you have to

[Tech Sales Guy @TechSalesGuy]

@nickventuri Been there

[Tech Sales Guy @TechSalesGuy]

Sales team characters:

- The culture carrier: jokes in Slack, keeps morale up during shit months. Averages 80% quota attainment but nobody cares because everyone loves them

- The golden boy: takes the long lunch. minimum dials every day. loves shooting the shit with management somehow hits quota by every month

- The CRM/AI wizard: has 8 tabs tracking pipeline, win rates, and commission down to the dollar. Always knows exactly where they stand and incredible at prospecting

- The grinder: first on calls, last to log off. Process driven, coachable and never complains. Takes longer to ramp but eventually crushes. You want them on your team

- The process guy: has opinions on every tool, workflow, and sequence. "We should be using X instead of Y." Belongs in RevOps but somehow carries a quota

- The sandbagger: sits at 80% by November then drops 5 deals in December. Somehow always makes President's Club

- Recently single: only joins all-hands to check out the new hire slide deck. "Who's that new SDR?" NEVER misses a work happy hour.

[Tech Sales Guy @TechSalesGuy]

@RobertMSterling @Andrew_Moser

[Tech Sales Guy @TechSalesGuy]

once interviewed a guy about his weaknesses and he looked me dead in the eye and said “Mondays”

still regret not hiring him

[DocumentingLibs @HistorianUSA1]

😂🍪 This dude just walked out of a job interview and immediately recorded this in his car.

He knew the “biggest weakness” question was coming… brain completely short-circuited… and instead of the safe “I care too much” answer, he hit them with:

“Oreos. I’ll eat ‘em until the milk’s gone. Could be two, could be twelve.”

The way he says it with that deadpan delivery and then just accepts his fate is SENDING me.

Man, I genuinely feel bad for the guy… but I’m also dying laughing. We’ve ALL had that one moment in an interview where your brain just yeets itself out the window. Kid’s still out here job hunting. Somebody hire this absolute legend before he stress-eats the entire Oreo aisle.

Who else has completely bombed a “what’s your weakness” question?