Alina Vandenberghe

Co-founder & co-Ceo @Chili Piper 🔥 🌶 Here I talk about lessons I learned to jumpstart my career from an intern to SVP. And to grow a company from 0 to almost 1 Bn

Started my own company before high school to pay for my own education. Sold lipstick and my tech skills. Decided to do a master in computer science because make-up was a low margin business

Went on to create first mobile products with millions of users for Thomson Reuters, Bloomberg, Pearson. Some of them went to be keynoted on stage by Steve Jobs 

The past few years have got me back to entrepreneurship and it fits me like a glove. I founded Chili Piper - the demand conversion platform that doubles inbound conversion rates for cool companies like Spotify, Airbnb, Snapchat, Shopify and thousands others. Recently gone through a financial transaction that got us close to a billion dollar valuation 

On LinkedIn I write about lessons I learned as a woman & mom entrepreneur and hope to help others find their own giants within to prevail in their lives at work  

Co-Founder & Co-CEO

Chili Piper is the most advanced routing and scheduling software for B2B revenue teams. 
We solve interesting problems, live and breathe our core value of “help,” and have a ton of fun doing it while fully distributed around the world — powered by espresso and hot sauce. 


We’re hiring all remote roles! In marketing , customer success  and product 

Community and events manager https://lnkd.in/ev448bmC

Senior product marketer https://lnkd.in/efZJ8Apt

Customer success manager https://lnkd.in/eEidxKYE

Customer LOVE engineer https://lnkd.in/epFkrnmh

Product designer https://lnkd.in/efg7nQgN

Scala engineer https://lnkd.in/eKhX_i5g

P.S. thank you for the hundreds of messages following up this post in my inbox. I feel extremely grateful to see the beautiful notes that appreciate our unique culture.

Might not have capacity to respond to each one of you but here's the gist : 

-  agencies that help with hiring.   Our recruiting team is awesome and we don't need any help 🧡 

-  candidates applying for roles. If you follow the normal recruiting process you have best chances to enter the funnel, i don't have any influence in it but I will be sending virtual good vibes for everyone. We have an awesome hiring team across the board and you are in great hands

Alina Vandenberghe 🌶️

Co-founder & co-CEO @Chili Piper 🔥 Here I talk about lessons I learned to jumpstart my career from intern to SVP. And to grow a company from 0 to almost $1Bn

Co-Founder & Chief Revenue Officer at Sales Assembly | Developing the GTM Teams of B2B Tech Companies | Investor | Sales Mentor | Decent Husband, Better Father

I’ve spent my career trying to solve one puzzle: how do you scale sales teams without losing what makes them great?

Before Sales Assembly, I lived the highs and lows of hyper-growth - leading revenue teams, juggling targets, and realizing that growth without structure eventually collapses under its own weight. The lesson stuck: great teams don’t just grow fast, they grow well.

That’s the idea behind Sales Assembly. We built the preeminent skill development platform for B2B tech companies: part training, part community, part therapy for GTM leaders trying to do more with less. We help teams move faster, stay aligned, and actually enjoy the process of getting better.

Somewhere along the way, I also became a General Partner at VentureOn Partners, Chapter Head at Pavilion, and mentor with Techstars. I’ve spent a lot of time with founders and operators who are chasing the same thing: building something that lasts without taking themselves too seriously.

A client and friend once described me as someone who “builds community through authenticity,” which I’ll take as the polite version of “tells it like it is.” That’s probably fair.

Outside of all that, I’m a decent husband, a better dad, and a walking Simpsons encyclopedia (seasons 1–11 only, of course). I travel when I can, laugh often, and still believe a good team - and a good joke - can get you through just about anything.

Matt Green

Spoke with a guy launching a company in stealth. His entire outbound strategy has been hundreds of handwritten notes. 6 months in, they're deploying ten Fortune 500 clients.

Not emails. Not LinkedIn messages. Not AI-powered video prospecting.

Actual handwritten notes. With a QR code to book time. Mailed to every executive he'd ever worked with.


Sounds bonkers, but actually makes perfect sense. I mean, I get that it's 2025. Sure, we have AI that writes perfect emails. Sequences that personalize at scale. Prospecting tools that know what cereal your buyer ate for breakfast.

But the gangster move is a stamp.


He told me what happened at dinner that kicked off his whole strategy.

He's breaking bread with an old contact. CRO of a $12B company. 3,000 employees. The exact buyer every SaaS vendor is chasing.

My guy mentions he's been emailing him. Ten times over a few months. Zero response.

The CRO laughs. "Oh, I don't read my inbox anymore. Just email my chief of staff if you want to get a hold of me."

Not "Sorry man I'm swamped." Not "Shit I think it went to spam."

He literally doesn't open his inbox. Ever.


Here's what's wild about this moment we're in:

We've spent three years building AI that writes better emails, crafts better subject lines, personalizes at scale. Meanwhile, the entire ENT buying committee has collectively decided to ignore ALL of it.


Every inbox will be perfect in 12 months. Every email will look hand-crafted. Every message will reference that podcast you were on or that article you wrote.

Which means every email will still be just noise. It'll be "better" by today's standards, but noise nonetheless.


But a handwritten note? That's a human being who gave a shit for 90 seconds.

That CRO gets 847 emails a day. 840 of them are vendors who "noticed he recently raised a Series C" or "thought his CEO's comments on the last earnings call were really compelling."


AI didn't kill email outbound. AI made it so good that everyone's doing it. 

Which is what killed it.


There's a huge shift right now going back towards relationship selling. It would be a bit romantic to think it's because it's noble or pure.

But in reality, we're going back to it because AI made everything else worthless.


Handwritten notes. Showing up at the conference. Actually knowing someone before you try to sell them something.

Sure, old farts like me might think it's romantic. But at the same time, you can also just consider it math.


When everyone can send a perfect email, nobody's reading email.

And yeah, the kinda stuff this guy did is harder. That's why it works.

CRO of Sales Assembly | Decent Husband, Better Father

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