Founder Education

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How to turn your existing investors into your next round's biggest advocates

The best series B investor you will ever find is probably already on your cap table. This is not a universally true rule, but it is true often enough that founders who ignore it tend to spend more time and energy on their B raise than they needed to. The series A investor who backed you already understands the business, already believes in the team, and already has a financial incentive to see the company reach the next milestone.

James Whitemore5d ago2 min read

Seed FundingVenture Capital

How the wrong first investor can make your series A harder than it needs to be

The first investor in your startup is not just a source of capital. They are a signal to everyone who comes after them. When a founder closes their first check, they often think the hard part is over. In reality, they have just made one of the most consequential decisions of their fundraising journey, because every investor who looks at the company from that point forward will look at who came in first and draw conclusions from it.

Arin Sol5d ago2 min read

How the wrong first investor can make your series A harder than it needs to be

Venture CapitalStartup Ecosystem

The two numbers that determine how much your company you actually keep

The difference between pre-money and post-money valuation is four words and one equation, but getting it wrong on a term sheet can cost a founder several percentage points of their company before they have signed a single customer. Understanding which number you are negotiating and what it implies for your ownership is not optional financial literacy. It is the most basic thing you need to know before you sit across from an investor.

Arin SolApr 132 min read

The two numbers that determine how much your company you actually keep

Venture CapitalStartup Ecosystem

Managing investor relationships between rounds before the next raise begins

The Series B is where a lot of founders discover that the relationship they built with their Series A investor matters just as much as the traction they built in the market. An investor who felt informed, respected, and genuinely partnered through the Series A period is an asset when the B round opens. An investor who felt surprised, managed, or sidelined is a complication you will be negotiating around at exactly the moment you need clean momentum.

Arin SolApr 122 min read

Managing investor relationships between rounds before the next raise begins

Series A+Venture Capital

Why the valuation cap on your SAFE matters more than anything else in it

A SAFE feels simple until it converts, and by the time most founders understand what the valuation cap actually meant, the dilution has already happened. The cap is not a formality in the document. It is the number that determines how much of your company you actually gave away, and getting it wrong at the pre-seed stage can follow you through every round that comes after.

IrfanApr 112 min read

Why the valuation cap on your SAFE matters more than anything else in it

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