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Investor outreach, pitch decks, and fundraising strategy from founders who closed real rounds.

Latest

The No Shop Clause Explained for Founders and Sellers

Everything founders and sellers need to know about the no shop clause - how it works, what to negotiate, and common mistakes that cost you negotiating position.

StrategyMay 27, 202616 min

What Really Happens When Your Convertible Note Hits Its Maturity Date

What happens when your convertible note hits its maturity date? The interest math founders miss, a landmark Delaware case, and what the data shows.

FundraisingMay 26, 202615 min

What Happens When Your Convertible Note Hits Maturity

Convertible note maturity is the deadline most founders are unprepared for. Here's what happens legally, what investors can actually do, and how to negotiate.

FundraisingMay 26, 202621 min

What Pre-Seed Valuation Numbers Look Like Right Now

Data from Carta, PitchBook, and active investors. Median caps, dilution ranges, AI premiums, and the $15M ceiling rule explained.

FundraisingMay 26, 202610 min

The Square Pitch Deck That Raised $100M (And What I See Most Sites Getting Wrong About It)

The Square pitch deck is not what most sites claim. Here is what the deck contained, what made it work, and what modern founders can steal from it.

Pitch DecksMay 26, 202618 min

How the Venture Capital Process Works

How the venture capital process works - from deal sourcing to exit - with real data on rejection rates, due diligence timelines, VC pass reasons, and timing strategy.

FundraisingMay 25, 202623 min

What Investors Look For Before Investing (And Why I See Founders Prep the Wrong Things)

I've watched founders prep the wrong things, over and over again. Here is what investors score before writing a check, with real numbers from VCs and operator data.

FundraisingMay 24, 202612 min

What Investors Look For Before They Write a Check

I see this every week - founders prepping the wrong things. Here's what investors look for before they write a check - from financial records to earned insight.

FundraisingMay 24, 202615 min

Family Office Investors Are Not Who Founders Think They Are

Family office investors now control $3-5 trillion in assets globally. Here is what the latest data shows about how they invest, what they buy, and who gets access.

Investor OutreachMay 23, 20268 min

Series B Valuation Multiple - What Investors Are Paying Right Now

Series B valuation multiples for SaaS run 12-18x ARR. AI-native companies hit 20-35x. Your number comes down to a handful of drivers you can move.

FundraisingMay 23, 202612 min

What Series B Investors Look At When They Open Your Data Room

Series B metrics benchmarks investors use right now - ARR, NRR, burn multiple, Rule of 40, and the numbers that separate funded from passed.

FundraisingMay 21, 202610 min

Series A Metrics That Get Funded in a Bifurcated Market

Series A metrics benchmarks for SaaS and AI-native startups. ARR, NRR, burn multiple, CAC payback, and what the bifurcated market means for founders.

FundraisingMay 20, 202616 min

Warrant Coverage in Venture Debt Costs Less Than You Think (But Only If You Negotiate It Right)

Warrant coverage in venture debt typically costs founders 1-3% equity dilution. Here's what the numbers mean and how to negotiate better terms.

FundraisingMay 20, 20268 min

Your Go to Market Pitch Deck Slide Is Killing Your Deal

I see this every week - GTM slides killing deals before investors finish reading. Here is what works in a go to market pitch deck slide, with real data from 800+ deck reviews.

Pitch DecksMay 19, 202621 min

The Fintech Pitch Deck Guide VCs Won't Hand You

A fintech pitch deck guide. Sub-vertical KPIs, regulatory slide specs, DocSend time data, and what's killing decks right now.

Pitch DecksMay 18, 202616 min

What Investors Want From Your SaaS Pitch Deck

What investors read in your SaaS pitch deck, what numbers they expect by stage, and one emerging format shift most founders are ignoring.

Pitch DecksMay 18, 20269 min

One in Five Venture Rounds Is Now a Down Round

1-in-5 venture rounds is now a down round. Here is what that means for your cap table, your employees, and your path to recovery with real numbers.

FundraisingMay 17, 202612 min

How to Pitch VC and Get a Yes

A playbook for how to pitch VC - warm intro conversion rates, fund timing, the pitch-founders-first tactic, and what kills deals before they start.

FundraisingMay 17, 202620 min

Corporate Venture Capital Brings More Than Money

What corporate venture capital (CVC) is, how it differs from traditional VC, what CVCs want from founders, and what the money flow looks like right now.

FundraisingMay 15, 202611 min

Corporate Venture Capital Explained (With Real Numbers)

What corporate venture capital is, how it differs from traditional VC, why most CVC units fail within 4 years, and how to pitch one successfully.

StrategyMay 15, 202614 min

Every Question Investors Ask Comes Down to Five Fears

Every question investors ask comes down to five fears. Know those fears and you'll walk into any pitch room ready. The breakdown with real numbers.

FundraisingMay 15, 202610 min

What Is Corporate Venture Capital and Why It Hits Different Than Regular VC

Corporate venture capital explained with real numbers, named funds, insider practitioner data, and the CVC trends shaping deals right now.

StrategyMay 15, 202616 min

Average Series A Valuation Right Now (And What Moves the Number)

The median Series A pre-money valuation hit $49.3M in Q3 2025. Here is what that number means, what moves it, and what founders need to get there.

FundraisingMay 13, 20269 min

How to Pitch Investors and Get Funded

Real data on what works when pitching investors - slide counts, storytelling, timing, warm intros, and the AI triage shift changing how deals get screened.

FundraisingMay 13, 202621 min

Series A Valuation Benchmarks Founders Are Using Right Now

Median Series A pre-money valuation hit $49.3M in Q3 2025. ARR bars, multiples by sector, burn benchmarks, and the AI premium.

FundraisingMay 13, 202617 min

Typical Series A Valuation: What the Numbers Show Right Now

Carta data, sector breakdowns, AI premium data, and deal examples. What a typical Series A valuation looks like right now and what drives it higher.

FundraisingMay 13, 202616 min

Carried Interest in Venture Capital - The Complete Breakdown

Carried interest in venture capital: how it works, what VC carry looks like vs. PE, real fund math, the tax debate, and what the latest $88B revenue estimate means.

FundraisingMay 12, 202620 min

Convertible Note Interest Rate Benchmarks Every Founder Should Know Before Signing

Convertible note interest rates run 2%-8%, with 5%-6% most common. Learn how accrual adds dilution, what the AFR floor means, and how to negotiate smarter terms.

FundraisingMay 12, 202612 min

The Perplexity Pitch Deck (Both of Them)

Two Perplexity pitch decks exist and I haven't seen a single article cover either one properly. Slide-by-slide breakdown of the investor deck and the leaked advertiser deck.

Pitch DecksMay 12, 202612 min

The Startup Board Meeting Agenda That Runs in Under 3 Hours

The startup board meeting agenda structure used by Dropbox, Sequoia-backed companies, and solo founders. Time blocks, stage-by-stage cadence, and the mistakes that kill trust.

StrategyMay 12, 202614 min