What Investors Look For Before Investing
Over the years I have sat on both sides of the table — asking for support for my own ventures and helping other founders get ready to ask for theirs. The same lessons come up again and again.
Dear Sir or Madam,
Over the years I have sat on both sides of the table — asking for support for my own ventures and helping other founders get ready to ask for theirs. The same lessons come up again and again. Investors are not looking for perfection. They are looking for evidence: evidence that the problem is real, that the team can solve it and that the business can grow into something worth far more than it costs to build.
Here is what that evidence usually looks like.
1. A real problem and a clear customer
The strongest companies start with a specific person who has a specific, painful problem. Investors want to know exactly who your customer is, how they solve the problem today and why your way is meaningfully better. “Everyone” is not a customer. A clear, well-understood customer is.
2. The team
Early on, investors are often betting on people more than products. They look for founders who know their market deeply, who can recruit talented people, who learn quickly from mistakes and who will keep going when things get hard. Honesty about what the team does not yet know is a strength, not a weakness.
3. Traction
Nothing persuades like proof. Traction can take many forms: paying customers, growing revenue, repeat usage, a waiting list, signed letters of intent or strong engagement in a pilot. Whatever stage you are at, show the trend, not just a single number.
4. A business model that makes sense
Investors want to understand how money flows. How do you charge? What does it cost to win a customer, and how much is that customer worth over time? Can margins improve as you grow? A simple, honest model beats an elaborate spreadsheet built on hopeful assumptions.
5. Market size and timing
A great business in a tiny market can only grow so far. Investors want to see that the opportunity is large enough to matter and that the timing is right — that something in technology, regulation or customer behavior has changed to make your solution possible or necessary now.
6. A defensible position
What stops a larger competitor from copying you? Defensibility can come from intellectual property, proprietary data, a trusted brand, network effects, exclusive partnerships or simply a head start executed exceptionally well.
7. Clean house
Before any serious investment, there will be due diligence. Investors will want to see that the company is properly formed, that ownership is clearly documented, that intellectual property belongs to the company, that contracts are in order and that the books are accurate. Messy records can slow or even end an otherwise promising conversation.
8. A clear plan for the money
Finally, investors want to know what their capital will accomplish. How much are you raising, how long will it last and what milestones will it reach? The best answer connects the money directly to the next stage of proof.
A founder’s checklist
- Can I describe my customer and their problem in two sentences?
- Do I have evidence — not just belief — that customers want this?
- Are my company records, ownership and contracts organized?
- Do I know my key numbers by heart?
- Can I explain exactly what the next round of capital will achieve?
At Boston Made, these are the same questions we ask ourselves as we build each of our companies. Getting ready for investment is really just getting ready to run a better business. Do that work well, and the right partners tend to find you.
This letter is general information for entrepreneurs and is not investment, legal or tax advice, nor an offer or solicitation regarding any security.

