Gorish Aggarwal

CEO @ Sybill | Generative AI for Sales

Once upon a time, I was building AI to cure blindness, predict blood glucose levels, and even make drones land on moving vehicles. Now? I'm making sure B2B sales reps never have to update their CRM again (which, let's be honest, is a far greater cause).

At Sybill, we don’t just take notes—we execute next steps automatically. Follow-ups, CRM updates, scheduling, research—done for you. Do less, close more. 

750+ sales teams trust Sybill to do the boring stuff, so they can close more deals—and we’ve raised $15M to make it even smarter.

Also started Humans of Sales—because sales is more than quotas and cold calls. It’s about real people.

Follow for AI, sales, and spicy takes. 🚀

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Here’s a hack to get 50% off your Gong subscription this year.

Tell them you’re evaluating Sybill.

I’m serious. In Q4 at least 7 companies told us that when they mentioned Sybill to their Gong rep, reps literally offered them a 50% discount.

I don't totally blame them though. Gong reps are working with a bloated platform, strapped-on AI, and no transparent pricing. They have to bring out the scissors and cut prices when more AI-native tools like Sybill enter the conversation.

So that's my hack. Just mention Sybill. The discount will roll in faster their rep can say "let me talk to my manager."

Here's one of the big bets we're making at Sybill in 2026:

Sybill now has a free plan. 😎 

For the last year and half we've been running a 14 day free trial.

We saw lots of sign-ups, but we still had two problems:

1. We were constantly extending trials.

One rep would start using Sybill, then a week later another rep, then a few days later their sales leader or CRO would sign-up... just as the first rep would be reaching the end of their trial. Teams wanted to try Sybill together and 14 days wasn't enough time.

2. Expectations are shifting.

The days of entirely sales-led deals are over. Whether you're selling a deal with 2 seats or 200 seats, people want to try your product before they buy it. A free plan makes that possible for us.

TLDR: You can now use Sybill for free – no demo calls, no pitch, no waiting around for procurement to approve a pilot. Check it out.

We're in active deals with multiple Gong customers right now.

And here's what happens every time Gong catches wind of it...

They slash their prices and are willing to give that customer anything they want.

We're taking it as a compliment. 😎

I don’t trust people who use Slack on light mode.

Are you guys sociopaths?

And now I won’t trust people who don’t use Sybill’s Dark Mode.

At Sybill we make little problems big.

Here's a story we've all heard before:
"yeah, their customer service used to be great. Then they grew and now it sucks."

I'm fighting like hell to make sure this isn't the case for us.

Last week we launched Dark Mode, and one of our customers wasn't seeing it in the app.

They left a comment sharing the issue. Within an hour they got:

a comment back from  Collin Mayjack,
a LinkedIn DM and email from Shivansh Singh,
an email from my cofounder Nishit Asnani (Hiring Founding AEs),
AND a fix from our dev team.

A little overkill for a bug? Maybe. But I wouldn't trade it.

Our team treats the smallest customer problems like big problems, and customers notice. 💙

Was it dumb of us to launch a new feature a week before Christmas? Maybe.
Is that feature still really damn cool? You bet.

On December 18, we launched Sybill in Slack.

We saw that sellers were constantly switching back and forth between Slack and Sybill.

So we cut the back and forth and built Sybill in Slack. 

Now Sybill users can ask Sybill questions about their deals without leaving Slack. 

No more context switching.

Just tag Sybill, ask your deal question, and hit send.

Sybill will dig through your calls, emails, and CRM and reply with your answer.

Sybill in Slack is now available for all Sybill users. Happy New Year.

p.s. check out this demo from our product marketer Collin Mayjack

Bottom-up analysis and forecasting used to take GTM teams weeks. 

Last Tuesday, I ran one for a customer in 3 minutes using Sybill. 

No RevOps.
No spreadsheets.
No debates about assumptions. Just a single prompt in Sybill.

Here’s what the report actually spit out:

- A bottom-up forecast based on 100+ open deals and 250+ closed won/lost deals
- Stage-by-stage conversion health across the funnel
- Exactly where pipeline is bleeding (Demo → Trial and Trial → Negotiation)
- The root causes behind those losses (not just the symptoms)
- A quantified impact model showing how fixing specific stages compounds revenue
- A prioritized action plan tied to real deal patterns, not best-practice theory

It didn’t just say “pipeline is down.”

It showed why, where, and what to do next.

For example:
- 78% of deals die between Demo and Trial
- Another 62% fall out between Trial and Negotiation
- Combined, that’s a 91% loss rate in the mid-funnel
- The primary driver? Economic buyers never experiencing value during trials

Then it modeled the upside:

Fix just two stage transitions and you triple closed deals in 90 days without adding headcount or changing pricing.

This kind of planning used to require:
- Multiple teams
- Manual data wrangling
- Weeks of analysis
- And still relied heavily on opinion

Now a VP of Sales can run it themselves in minutes using Sybill.

Are you paying attention yet?

AI isn’t just speeding up work.

It’s changing who can do the work.

Bottom-up planning used to be reserved for teams with the time, tooling, and people to support it.

Now it’s something a sales leader can ask and act on, before their next meeting.

That’s the difference between dashboards and judgment.

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Bottom-up_Analysis_-_Generated_by_Sybill

CEO@Sybill - Cursor for Revenue teams

Kind words from our friends at beehiiv, Warmly, and Campfire

thanks J.T. Levin 🐝, Keegan Otter (Software Cowboy 🤠), and Andrew Hoffer M.S.

p.s. you can check out way more quotes just like this at sybill.ai/customer-love

My goldfish has a 3-second memory. 

Most sales AI? 30 days. 

Congrats, we've built a slightly better goldfish.

Seriously.

Ask most sales AI "Why is pipeline slipping?" and you get a confident-sounding answer based on... your last 30 days of calls.

That's it. That's the whole picture it's working from.

Not six months of deal history.

Not patterns across your entire pipeline.

Not what actually predicts wins vs. losses.

Just a compressed snapshot dressed up as insight.

This is the quiet failure mode of most AI agents in sales.

Not intelligence.

Not prompts.

Memory.

Most sales AI only look smart because they're looking at very little.

As soon as you ask a real question:

- Compare this deal to similar ones
- Find patterns across the pipeline
- Tell me what actually matters

They break.

Why?

Fixed context windows.

They can't reason over large amounts of data without running out of memory, dropping information, or oversimplifying.

So they cheat with aggressive summarization, truncated history, and "most recent only" logic. 

Looks fine in a demo.

Collapses at scale.

We built Sybill differently.

When Sybill reasons across hundreds or thousands of deals, it doesn't shove everything into memory at once.

It pages context intelligently, looking as far back as needed, pulling as much data as the question requires, reasoning step by step without losing signal.

So when you ask "why is pipeline slipping?" you get an answer based on the full reality of your business.

Not a guess from a compressed snapshot.

This doesn't show up in a UI screenshot.

But it's the difference between AI that sounds smart and AI you can actually trust with decisions.

Memory isn't a feature. It's infrastructure.

And if it doesn't scale, neither does good AI judgment.

Most sales teams overestimate how many deals a rep can actually manage well.

On paper, a "full" pipeline looks healthy.

In reality, it often means execution quality is already breaking down.

Here's the part no one talks about in pipeline reviews.

For every 1 hour a rep spends on calls, they generate roughly 2-3 hours of follow-up work.

- CRM updates
- Next steps
- Internal alignment
- Decks
- Emails
- Notes
- Proposals
- Coordination

So when a rep's calendar is full, their execution bandwidth is already underwater.

The result?

They don't just manage more deals.

They manage each deal worse.

- Follow-ups slip
- Context gets lost
- Discovery stays shallow
- Momentum fades between meetings

And reps are left with two options:

1. "996" your way to quota - sacrifice your health, your relationships, your sanity. Grind until you burn out or quit. And still probably miss the number.

2. Quietly drown. Watch deals slip. Know you're underperforming. Feel it in every forecast call.

Neither is sustainable. Neither scales.

So when leaders say "we need more pipeline" or "let's hire to increase capacity,” they're pouring fuel into a system that's already broken.

A full calendar doesn't increase output.

It quietly stifles execution quality.

The constraint isn't opportunity volume.

It's how much execution work one human can realistically carry.

Until you remove that burden, adding deals or headcount, just duplicates the problem.

Most "capacity problems" aren't capacity problems.

They're execution debt compounding quietly until the quarter blows up.

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