I ask every founder the same two questions on our first call.
"How much are you raising?"
They always have an answer. “Between $10M and $15M,” or some other equally wide range.
So I ask, "Where does that number come from?"
That's where it gets quiet.
Words come out. But they're never the kind of words an investor expects to hear. It's usually a gut feeling dressed up as a plan. A number that sounds fundable, not one that's actually defensible.
And if you can't defend your number to me, you won't defend it to them.
Bigger Isn't Better
One thing AI won't tell you:
You're absolutely crazy. (and that no one is going to give you $100 billion after you almost ran your company into the ground with your friends' and family's $1 million seed)

Most founders think more money equals more safety.
Bigger raise. Longer runway. Better odds.
That's backwards.
Raising too much money can kill your business just as fast as raising too little. Maybe faster.
Because when you have too much cash, you lose discipline. You overhire. You overspend. You skip the hard questions about what actually moves the needle.
Why Founders Pick the Wrong Number
You're guessing. And your guess is probably based on the wrong things.
Here's what founders do wrong:
- They pick a number that sounds impressive to investors
- They copy what competitors raised [spoiler: you ain’t them.]
- They calculate runway without thinking about efficiency
- They assume more money means more chances to succeed
- They forget that capital has to be deployed efficiently to create value
The real answer takes math. Strategy. Honest assessment of what your business can actually absorb.
The Real Math Behind Raise Amounts
Picking your raise amount requires three calculations.
Miss any one of them and you'll either run out of money or waste it.
I'm going to walk you through exactly how to think about this. Because the founders who get this right raise precisely what they need. The ones who don't end up scrambling for bridge rounds or explaining why they burned through millions with nothing to show for it.
Step 1: Don't Foie-Gras Your Business
.png)
You know how foie gras is made? Force-feeding ducks until their livers explode.
That's what happens when you overfund a business.
Your business can only absorb so much capital efficiently. Push too much money in too fast and you waste it.
Real example:
Building a warehouse normally takes 12 months. You could hire every available crew and try to do it in 1 month.
What happens?
You pay 3x normal rates. Quality drops. Mistakes multiply. The building still takes 8 months and costs twice what it should.
Same thing happens in startups:
- Hire 20 people when you need 8? You'll spend months managing instead of building.
- Launch in 10 markets when you should test 2? You'll burn cash learning the same lesson 10 times.
- Build 15 features when customers need 3? You'll ship slower and confuse your users.
The test is simple:
Can your business actually deploy this capital and create value? Or will some of it just sit there while you figure out what to do with it?
If $5M out of a $20M raise would become waste, take $15M instead.
Step 2: Calculate Your Value Inflection Milestones
.png)
You have 12 months to prove something meaningful.
Not 18 months. Not "eventually." Twelve months.
(Which really means you have 9 months because things take longer)
What assumptions are you proving?
That's your value inflection point. The thing that makes the next round of investors say "Yes, this is working."
Examples:
- Can you kick off a network effect?
- Will users actually pay for this?
- Does your unit economics model work at scale?
- Can you acquire customers profitably?
These are assumptions you're testing - and ideally, proving.
Your job is to give clear signals that the business makes sense. That it's worth putting more money into it.
So ask yourself:
What do I need to prove in the next 12 (9) months, that will make this business an absolute no-brainer for next-round’s investors?
Then work backwards:
- What metrics demonstrate that proof?
- What milestones get me there?
- What does it cost to hit those milestones?
That's your raise amount.
Not what sounds good. Not what competitors raised. What it actually costs to prove your business works.
Re-watch this scene from Steve Jobs and you’ll get the point.
Step 3: The 18-24 Month Runway Rule
.png)
Here's the formula most founders miss.
18-24 months of runway is the standard.
Why that timeline?
Because it takes time to:
- Deploy the capital
- Hit your milestones
- Show meaningful progress
- Start the next fundraise (which takes 6+ months)
And you can’t have your back against the cash-burn wall when you’re raising either.
Less than 18 months of runway?
You'll be fundraising again before you've proven anything, and at that point, investors will ask "What did you actually accomplish since the last round?"
You'll have no good answer.
More than 24 months?
You're probably raising too much. Or you're not being aggressive enough with your milestones / prioritizing which value inflection points are actually most important.
Here's how to calculate:
- List every expense for the next 18-24 months (salaries, tools, marketing, operations) that will comfortably allow you to hit your inflection points
- Add your milestone costs (product development, customer acquisition, team expansion)
- Add 20-30% buffer for things you didn't predict / things going wrong
- That's your number [or pretty close to it]
Example:
- Monthly burn: $150K
- 20 months of runway: $3M
- Milestone costs (product, hiring, marketing): $1.5M
- 20% buffer: $900K
- Total raise: $5.4M
Round it. Make it clean. That's your target.
The Bottom Line
Precision beats ambition when it comes to raise amounts.
Raising too much makes you wasteful. Raising too little makes you desperate before you’ve hit real strides.
The right amount is what you can deploy efficiently over 18-24 months to hit clear value inflection points.
Not more. Not less.
And here's what most founders miss:
Investors respect precision. When you can explain exactly why you need $5.4M and not $8M, they trust you.
When you just pick a big round number because it sounds impressive, they wonder if you've actually thought this through.
So do the math:
- What can your business absorb without waste?
- What milestones do you need to hit in 12 months?
- What's 18-24 months of efficient runway?
Answer those three questions and you'll know exactly how much to raise.
Stop guessing. Start calculating.
Because the founders who raise the right amount don't just survive longer. They build better businesses.
There are 4 ways I can help you:
02. Deep-dive Digital Courses for Founders — Self-paced courses teaching you to overhaul your pitch, find investors & get funded faster.
03. 1-on-1 Capital Raise Coaching — Build your pitch. Find your best investors. Get them interested. Close your round.
04. Promote Your Business to 2K+ Weekly Readers — Want to grow your audience, subscribers, or customer base? Showcase your brand inside of my newsletter.