Newsletter

Weekly Briefing Note for Founders

21st August 2025

This week on the startup to scaleup journey:
  • Why Desperate Founders Never Get Funded (And What To Do Instead)

Why Desperate Founders Never Get Funded (And What To Do Instead)
 
As funding markets contract even further, an increasing percentage of our inbound is from founders with failing campaigns. The question is always the same: Can we make some intros to investors that may be interested?
 
This is a painful one. We can feel the angst. But this is a question we've heard 100 times before. And the answer now is the same as it's always been: Sorry, no.
 
At least that's where we start.
 
Why? If only the answer to funding success was that simple - just intro a few investors and hey presto, Term Sheets start rolling in. But the reality is that warm intros alone are rarely the solution. There is nearly always something else adrift - sometimes way adrift.
 
And then the problem compounds: desperation itself becomes the barrier. Investors sense it, even if they can't articulate why. And it fundamentally changes the dynamic of every conversation.
 
The antidote isn't false bravado or over-hyped pitch decks. It's genuine conviction - the kind that comes from knowing, not hoping, that you'll succeed.
 
This conviction isn't born from optimism alone. It comes from competence. From having the skills, knowledge, and support to navigate the fundraising process like someone who belongs there. And that's exactly what separates the founders who get funded from those who don't.
 
So, when founders ask us for introductions, we're really asking ourselves a different question: Can we see a path from where they are now to that genuine conviction? If we can see that path - if there's time to hone those competencies and sharpen the approach - then our answer changes. Then we can help.
 
 
The confidence paradox
 
There's an uncomfortable truth about fundraising that no one wants to admit. The founders who need money the least are the ones who raise it most easily. Not because they have cash in the bank, but because they radiate something that desperate founders can't fake - genuine conviction.
 
Investors are looking for patterns that unlock non-linear growth. They're not looking for founders who will pivot their story with every meeting, accept any terms, or chase any introduction. They're looking for founders who know exactly where they're going and why investors should fight for a seat on that journey.
 
This isn't about arrogance. It's about understanding a fundamental principle borrowed from an unlikely source - the psychology of attraction. Just as desperation repels in personal relationships, neediness in fundraising creates a vicious cycle. The more you need it, the less likely you are to get it.
 
 
Increasing competency
 
But here's the deeper issue: desperation and confidence are inversely related. The more desperate you become, the less confident you appear. And confidence - genuine, grounded confidence - is what makes investors lean forward in meetings rather than glance at their phones. It's what transforms a pitch from a plea into an opportunity they don't want to miss.
 
At Duet Partners, we've spent 16 years supporting founders, helping raise over $500M. From near 80 engagements we've identified four foundational competencies that separate successful fundraisers from the rest. Most first-time founders, if they're brutally honest, are perhaps only reasonably capable in two or three of these areas. They're still building the experience and network they need to be highly capable.
 
Our role is clear: we are here to boost the ability - and confidence - of founders so they can operate with a high degree of competency in all four areas. We aren't going to raise money for them - that's not how early-stage financing works. Instead, we help them do it for themselves.
 
Other advisors call this the 'co-pilot' or 'wingman' approach; we call it the 'Guided Fundraise'.
 
 
You can't appeal to everyone (and shouldn't try)
 
Before we dive into the four competencies, there's a crucial aspect of the successful fundraiser's mindset that we must highlight: the willingness to ‘polarise’.
 
Successful founders understand something that failing founders don't: polarisation is a feature, not a bug. They build bold, opinionated companies that some investors will absolutely love, and others will immediately pass on.
 
Mark Cuban and Paul Graham famously sparred over this on Twitter. When Graham suggested startups should focus on building products rather than appearing on Shark Tank, Cuban fired back about the "entitlement and arrogance" of YC founders. Both were right. The most successful founders don't try to please everyone. They're not trying to win a popularity contest.
 
This polarisation saves precious time by filtering out non-aligned investors, creates stronger conviction in the right investors, and demonstrates crystal-clear vision. Crucially, it demonstrates the highest level of confidence.
 
In fact, successful founders screen investors as much as investors screen them. Every coffee chat with a semi-interested investor is time not spent building your company. Every meeting with a poor-fit fund is energy drained from finding your perfect match.
 
This screening ability - knowing which questions to ask, how to read between the lines, when to pursue and when to pass - is what we help founders develop. Again, it's not arrogance; it's sophisticated judgment. It's the practical application of polarisation: actively choosing who you want on your journey rather than hoping someone, anyone, will join you.
 
 
The four pillars (and why AI can't help you)
 
1. Aligned investors: Do your homework

Experienced founders start by making sure they understand their target audience. Survey after survey confirms that experienced founders prioritise alignment with investors far more than less experienced founders. What does ‘alignment’ mean?
 
The basics are simple enough: funds that are a close fit – sector thesis and track record, geographic focus, stage focus. They should all resonate strongly with the opportunity.
 
Then, importantly, fund status – they must have money to invest. We have talked to too many founders in recent months whose funding campaigns have bombed out as investors pulled term sheets at the last moment. Unknown to the founder these offers were contingent on new funds being raised by that investor. As LPs failed to commit in time the domino effect then hit everyone downstream - badly.
 
Beyond these basics lie other important nuances. For example:

  • A Series A fund in year one behaves completely differently than the same fund in year three
  • An investor who just lost big on a competitor might now be your perfect match
  • A particular partner is always likely to be the best advocate for your proposition inside the firm. Who is this and how should you approach them?

Having a network helps. But just as important, especially in the rapidly changing demography of the current market, is access to comprehensive investment market research. This underpins everything we do at Duet. If you are not fully in tune with the market you're going to miss key intelligence.

That brings us to AI. There’s a growing temptation to use AI tools to research investors. This works up to a point (we know, we are testing these tools almost every day) but there are some fundamental limitations that founders need to recognise. The information that actually matters isn't freely available on the internet. No AI platform has access to the extensive proprietary datasets from the likes of Pitchbook, CB Insights, or Dealroom. These platforms aggregate the latest investment research across thousands of investors about who's actually writing cheques, what they're really looking for, which partner you need to reach out to, and much more. There is just no effective shortcut here.


2. Investment proposition: The investor's lens

Inexperienced founders build their pitch first, then waste precious time and credibility adjusting it almost constantly with each investor meeting. That might work in the product world where a customer will give you a second chance. But in the funding world it's one strike and you’re out.

Experienced founders - and all those we support at Duet - put themselves in the shoes of the investor first. What would success look like for this type of investor? How can I help them gain conviction that we can deliver that success? How will they assess my offering and what are they looking for at this stage?

This isn't something you can easily prompt an AI to solve. It requires deep understanding of market dynamics, investor psychology, and the ability to position your company within the current investment thesis trends. Our approach is to proactively guide founders through the big investor careabouts. It's the difference between just telling your story and crafting an investment opportunity.


3. Communications: The art of conviction

Here's where the gap between understanding and execution can become a chasm. How do you make the right first impression? How do you structure your story arc to build emotional momentum? How do you build trust? How do you trigger that FOMO response that turns interest into conviction?

This is about mastering:

  • First impressions - You have seconds to establish credibility and capture attention
  • Story architecture - Building narrative tension that makes your success feel inevitable
  • Emotional connection - Moving beyond logic to create genuine excitement
  • Thought leadership - Radiating the kind of infectious confidence that draws investors in

You might be in front of the most qualified investor with the most compelling proposition, but if you can't communicate it effectively, you're out of the game. This takes coaching and practice. It's more art than science.


4. Deal sophistication: Beyond the term sheet

How do you solicit and negotiate terms that make sense? How do you manage competitive dynamics? When do you push back, and when do you compromise?

Successful founders actively guide the process, deftly setting valuation expectations and steering investors into deal structures and syndicates that work for all.

First-timers don't get cut any slack by investors. There's nothing in the negotiation playbook about fairness. If there’s one thing you can be sure that investors are experts in its deal structuring, and they will leverage this expertise to the max.

We've seen just about every variety of investment transaction at Duet. This experience matters when you're navigating complex negotiations. We’re going to be at your side through every step, helping you go toe to toe with the best.


The bottom line

Highly self-aware founders seeking support across these four competencies are our ideal clients. They move early to plug these gaps, well before outreach starts.

But what if you're already in that desperate position? You tried on your own then got stuck. Two questions matter:

  1. Is there time? Are you able to step back and rebuild your approach, or are you truly out of runway?
  2. Are you willing? Will you do the hard work of transformation, or keep banging your head against the same wall?

If the answer to both is yes, there's a path forward.

The ultimate irony? The founders who prepare like they don't need funding are the ones who get it. Not because they're playing games, but because they've built something genuinely fundable and have the skills to communicate it.

This approach - treating fundraising like building meaningful relationships rather than desperate transactions - isn't a new concept. It's a principle that applies wherever authentic connection trumps needy pursuit. We've simply recognised its power in the venture world and built our entire practice around enabling founders to embody it.


If you're raising in the next 6-12 months and want to assess your approach before the pressure hits, let's talk.

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