theproductguy.xyz
CIT · Dept of AI & DS · Institution's Innovation Council · 31 August 2026

Using AI for
Fundraising &
Investor Pitches

Siddarth Kengadaran · Experience Strategist @ BayOne · theproductguy.xyz

Who is talking

Hi, I'm Siddarth.

Experience Strategist, BayOne

11+ years in product and experience design across Thoughtworks, Kellton and BayOne Solutions.

Organisational Cognition & Agentic Infrastructure

How organisations think, decide and act, and the agent infrastructure that lets AI do real work inside them. Pinnal, my facilitation platform, is where this gets tested.

The Product Guy

Writer, mentor, and GDG Coimbatore organiser. I work across product, design, AI and applied psychology.

Ignore the tools.
Master the fundamentals.

The tools will change by the time you graduate. What investors evaluate will not.

Fundamentals

Five things every investor is scoring

01

Problem

Is it real, painful and urgent for someone specific?

02

Market

Is the opportunity big enough to matter if you win?

03

Traction

What proof exists that anyone wants this today?

04

Team

Why are you the ones who will crack it?

05

The Ask

How much, for what milestones, on what terms?

“Investors fund lines, not dots.”

Fundamentals

A pitch is a designed story

1

Hook

Earn the next 3 minutes

2

Problem

Make them feel the pain

3

Solution

Show the inevitable answer

4

Proof

Traction, demo, numbers

5

Ask

Specific, confident, costed

Applied psychology, not decoration. Persuasion has a structure: attention, tension, resolution, commitment.

The pitch arc · Stage 1 of 5

The Hook

Grab attention immediately with an undeniable truth or problem.

How you crack it

  • Open with a stat or tension the room cannot dismiss
  • Make it about them. Investors lean in when it touches their world
  • One sentence, rehearsed until you can deliver it cold

Where AI helps

  • Generate 10 hook options: stats, questions, one-line stories
  • Rank them by surprise and relevance to your audience
  • Fact-check the stat with sources before you stake your opening on it
TRY

“Give me 10 opening hooks for this pitch — stats, questions, and one-line stories. Rank them by surprise.”

The pitch arc · Stage 2 of 5

The Problem

Define the specific pain point you are solving and why it needs urgent attention.

How you crack it

  • Name one specific user. “Everyone” is nobody
  • Quantify the pain in time, money or risk
  • Answer “why now?” — what changed to make this urgent

Where AI helps

  • Sharpen a vague problem statement into a specific, testable one
  • Pull supporting evidence and reports that prove the pain exists
  • Construct the “why now” argument from market and technology shifts
TRY

“Rewrite my problem statement to name one specific user, quantify their pain, and argue why now.”

The pitch arc · Stage 2 · Deep dive

Anatomy of a problem statement

Five components. Miss one, and an investor will find the hole for you.

1

The user

Who exactly hurts — one persona, not “everyone”

2

The struggle

What they are trying to do and cannot

3

The cost

The impact, quantified in time, money or risk

4

The workaround

What they do today — proof the pain is real

5

The urgency

Why now — what changed in market or technology

PUT TOGETHER

[user] struggles to [goal], costing them [time / money / risk]. Today they [workaround] — and [what changed] makes this urgent.

“Final-year CSE students struggle to tailor resumes for every company, losing 3+ weeks of placement prep. Today they copy-paste in Word — and AI screening has made generic resumes worthless.”

The pitch arc · Stage 3 of 5

The Solution

Introduce your product and explain your unique value proposition.

How you crack it

  • Sell the outcome, not the feature list
  • Make “unique” concrete: the only X that does Y for Z
  • Show, don't describe. A 30-second demo beats 3 slides

Where AI helps

  • Distill your feature list into one sharp value proposition line
  • Run a competitor comparison to prove the word “unique”
  • Translate technical jargon into investor-plain language
TRY

“Here are my features and 3 competitors. Write my UVP as: the only ___ that ___ for ___.”

The pitch arc · Stage 4 of 5

Traction & Validation

Showcase early proof of concept, revenue, or customer growth.

How you crack it

  • Pre-revenue proof counts: pilots, waitlists, LOIs, inbound interest
  • Show trajectory, not a snapshot. Investors fund lines, not dots
  • Never inflate. Every number dies or survives in due diligence

Where AI helps

  • Audit your journey for signals you didn't realise count as traction
  • Structure scattered metrics into a coherent growth story
  • Benchmark against typical seed-stage numbers, then verify them
TRY

“Here's everything that has happened since we started: [list]. Which of these count as traction, and how do I frame them?”

The pitch arc · Stage 5 of 5

The Ask

Be transparent about the funding you need and what milestones it will achieve.

How you crack it

  • One specific number. A range signals you haven't done the math
  • Tie it to milestones: what will exist in 18 months because of it
  • Know your runway math cold: burn, months, and what's next

Where AI helps

  • Scaffold a use-of-funds breakdown from your plan
  • Sanity-check runway and milestone math before an analyst does
  • Rehearse the negotiation: valuation, dilution and terms Q&A
TRY

“I'm raising [amount] to achieve [milestones]. Break down use of funds and stress-test whether the math holds.”

Know your stage

Same arc — the story changes as you grow

Idea / Pre-seed
Angels · incubators
Seed
Angels · seed funds
Series A
Institutional VCs
Growth
Late-stage funds
Story You and your insight — why this founder, why this problem Early proof — real users want this and keep coming back A repeatable engine — it works, here is the machine Market leadership — the numbers do the talking
The ask funds Small cheque to build an MVP and find first proof Runway to reach product-market fit and first revenue Fuel to scale what is already proven: growth and team Capital for expansion, new markets, new lines

Investors score evidence, and the evidence they expect is stage-specific. Vision-only at Series A, or metrics cosplay at pre-seed, signals you don't know the game.

AI can't fix a weak story.
It can only accelerate a clear one.

The leverage layer

Where AI actually earns its keep

Market sizing

TAM / SAM / SOM drafts with sources you then verify

Competitor scans

Map the landscape and your wedge in minutes

Financial scaffolding

Unit economics and projection structures to refine

Investor research

Thesis-fit, portfolio conflicts, warm-intro paths

Red-teaming

Simulate the sceptical VC before you meet one

Copy iteration

Ten versions of every headline, keep the sharpest

The leverage layer · Research

Finding the right investors

The best pitch in the world fails in front of the wrong fund. Research is the pitch before the pitch.

How you crack it

  • Profile fit first: stage, sector, cheque size, geography
  • Scan the portfolio: conflicts, adjacent bets, what their thesis posts say
  • Find the warm path. Cold email is the last resort

Where AI helps

  • Build a long-list of funds and angels that match your profile
  • Summarise a fund's public thesis and recent bets in one page
  • Draft outreach that references their portfolio, then you verify every claim
TRY

“I'm a [stage] [sector] startup in India raising [amount]. List 10 funds or angels that match, with their thesis and a recent relevant investment.”

The leverage layer · Numbers

Numbers that persuade, not decorate

Every claim has a number and every number has a source. Not a dashboard on every slide.

How you crack it

  • One chart per claim. If a slide makes two points, it makes none
  • Show trajectory: a line over months beats a big number in isolation
  • Label estimates as estimates. Honest assumptions survive diligence

Where AI helps

  • Turn a metrics dump into a three-number traction story
  • Suggest the right chart type for each claim, and generate the spec
  • Stress-test assumptions: “what would have to be true for this projection?”
TRY

“Here are all my metrics: [paste]. Pick the three numbers that best prove traction, say what chart each should be, and flag any number an investor would doubt.”

Live demo

Watch a pitch get red-teamed

PROMPT

“You are a sceptical seed-stage VC in India reviewing this pitch: [pitch]. Ask me the 5 hardest questions you would ask in a partner meeting, rank them by how likely each is to kill the deal, and tell me which slide should answer each one.”

Role + context + concrete deliverable + ranking. That is the whole craft of prompting.

3:30 PM

Break.
Back at 3:40.

Come back with one startup idea you're willing to have torn apart, real or invented. Pairs are fine. One device per pair is enough.

Workshop · 55 minutes

Your turn.

1

Pick an idea

Real or invented. A problem you have personally seen counts.

2

Run 4 prompts

Draft it, red-team it, rebuild it, then find your investor.

3

Pitch in 60 seconds

A few of you deliver to the room. Yes, out loud.

Workshop · Prompt 01

01 · Draft it

PROMPT

“I'm building [idea] for [specific user]. Write a one-line pitch and a 3-sentence problem statement. Be concrete: name the user, the pain, and what they do about it today.”

You get a v1 pitch, deliberately imperfect. That's the raw material.

Workshop · Prompt 02

02 · Red-team it

PROMPT

“You are a sceptical seed-stage VC. Attack this pitch: [paste v1]. Give me the 5 hardest questions, rank them by deal-killing power, and say what evidence would satisfy you on each.”

You get your pitch's weakest points, before an investor finds them for you.

Workshop · Prompt 03

03 · Rebuild it

PROMPT

“Rewrite my pitch to survive those questions: [paste Q&A]. Then compress it into a 60-second elevator pitch — spoken words, plain language, ending with a specific ask.”

You get a pitch that has already survived one hostile review. Now rehearse it.

Workshop · Prompt 04

04 · Find your investor

PROMPT

“Based on this pitch: [paste v2]. Describe my ideal investor — stage, sector, cheque size, geography — and list 5 things I must research about any fund before I email them.”

You get a target profile instead of a spray-and-pray list. Research beats volume.

Workshop · Deliver

60 seconds. Stand up. Pitch.

What the room listens for

  • A specific user and a real pain
  • One line of proof or evidence
  • An ask with a number in it

What kills a pitch

  • “For everyone” — no one specific
  • Features instead of the problem
  • Ending with a shrug, not an ask

Applause is mandatory. Feedback is one strength plus one sharpen, from the room, then from me.

AI compresses the busywork.

Conviction, traction and clarity are still yours to build.

Thank you.

Siddarth Kengadaran
theproductguy.xyz
linkedin.com/in/siddarthkengadaran

Writing, talks, and everything I'm building — in public. Questions now, or connect on LinkedIn.