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π€ day 1/207 Β· building in public Β· INTRO POST!
Iβm Matt. Iβve spent 15 years in sales, from Account Executive to Head of Sales. At one point, I managed more than 50+ reps.
At my last startup, I helped take ARR from $0 to $2M. I built the outbound engine, segmentation, playbook, and systems behind that growth.
Today, I help GTM teams put AI into real workflows so they can spend less time on busywork and more time with customers.
But the painful parts of enterprise sales have stuck with me. I want to build tools that make life easier for strategic reps.
Iβm going to share that process here: what I build, who I talk to, what breaks, and what I learn.
Why 207 days you ask? Because MY GUY @xltheg is the whole reason i'm starting this challenge! So as an ode to him, I'll also be embarking on 207 days of posting. Sheeeeesh!
Challenge Goals by EOY:
1 POC Launch!
$1 MMR
0 Missed Days
1000 followers
If youβre a founder, builder, or seller, Iβd love to #connect with you & genuinely learn about what youβre working on.
Day 36/207 Β· $0 MRR Β·
Who should you call next? Whoever gave you a reason
Acceptable:
1) They're hiring
2) They changed jobs
3) They swapped tools
Skip: "I had coffee and felt brave" βπ
Which one fits your buyers?
BUILDERS! Reply 1, 2 or 3 and let's connect π€
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GM BUILDERS! 2,300 FOLLOWERS π₯³
Little family build this morning π
Puzzles before product. Gotta start 'em young π§©
Every 100 of yall is a real person who said "let's connect." Thank you!!
Builders, what did your morning look like?π
You ask an LLM about your idea. It sends back 14 reasons not to build it π
1 to 13: general worries
14: nobody has been asked to pay for it yet
Only 14 is real
One stranger who'd pay answers it π€
Have y'all actually asked for the sale yet? Yes or not yet π
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Day 35/207 Β· building in public
15+ years in sales. Brand new to building π
This week I picked my one buyer for my 1st project: founders who struggle with selling & marketing (GTM).
Picking 1 person made every feature decision easier.
Builders, let's connect!
Who's the ONE person you're building for? π
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DISCOVERY CALL Β· 4 questions worth asking π€
1) What happens if you do nothing for 90 days?
2) Who else has to say yes?
3) What did you try last that failed?
4) What does a win look like in numbers?
After every answer my sales brain screams "perfect, let me share my screen" π
Don't. Not until question 4.
Save this for your next call. Which one do yall skip? π
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+530 followers last week π₯³
LAST WEEK'S GOALS (a day late π
) how did i do??
β
2,000 followers
β
Started finding POC testers. First lead list delivered π
β 3 videos
β
100+ replies, 5 days in a row (currently on a 13 day streak!!)
THIS WEEK:
β’ 2,400 followers π
β’ 17 days of 100+ replies π¬
β’ start testing Project 2 π΅οΈ
What's your biggest goal this week? ‡οΈ
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MONDAY WINDAY π€
More Claude activation work today. Built a custom skill that fully automated a task one person spent 6 hours on.
Tonight:
π Creamy tomato spaghetti π€π»
ποΈ Survivor
β€οΈ Time with the wife and kiddos (my heart is full)
What's on yall's plate tonight? π
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If finding a buyer takes one tab and figuring out what to say takes another... apparently I'm the integration π
Testing that handoff in my GTM POC.
Builders, Where does it slow y'all down most? π
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π€ Day 34/207 Β· building in public Β· π€
Started a 2nd project over the weekend.
It's already becoming my favorite.
Project 1 if you're reading this... it's not you, it's me π
Builders, let's connect!
Ever had a side project steal the spotlight? π
30+ days talking with founders: most hate sales & marketing π
One I hear often: a demo feels great but still ends with "send me an email."
Pro Sales Tip: Use the last 5 minutes to lock in the next step:
"Let's grab 15 min on Thursday to answer any additional questions." (never ask, always suggest)
What do y'all say when they ask for an email??
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GM BUILDERS! 2,200 FOLLOWERS π₯³
12 straight days of 100+ replies. My keyboard has a full time job now!
I've met some great people along the way. Appreciate you all π«Ά
How did your weekend projects turn out?
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Your first paying user might already be in your replies π
Check these 3 before any cold outreach:
1) people who replied to you twice
2) anyone who asked 'how'd you build that?'
3) folks who complained about the problem out loud
Who's on your list rn?
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GM BUILDERS, HAPPY SUNDAY!
Started a second project last night π
Apparently one wasn't enough.
How many projects did you start this weekend?
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A pricing page visit isn't a buying signal π
Before you pitch:
1. Ask "what made you look today?"
2. Show the ONE thing that fixes that.
If every visit meant I was ready to buy, I'd owe half the SaaS internet an apology π
What's the best buying signal you've seen?
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π€ Day 32/207 Β· building in public Β· π€
I'm building tools to help founders find buyers.
Before the next feature, I'm answering one question first:
Who actually needs this?
Builders, let's connect.
Who is your product for? π
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FOCUS TEST FOR BUILDERS π§ͺ
Close every tab except:
What you're shipping today
The doc for it
ONE reference
Bookmark everything else.
Try it for one morning and see what ships.
How many tabs are about to become bookmarks? π
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2,100 FOLLOWERS (SHEEEESH π₯³)
This week's goal was 2,000. We blew past it!
Strong start for a sales team of one π
Thank y'all for being here π«Ά
What should next week's goal be? π
TGIF BUILDERS π» Day 31/207
β
First POC lead list delivered
β
100+ replies for 7 days straight
β
3 custom Claude skills out the door
Another person reached out about leads.
Me: sounds good!
Also me: potential POC tester π π
Sales tip: every 'sounds good' is a maybe tester. Ask!
What did y'all ship this week? π
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