Article — Founders & Entrepreneurship

How to Manage Investor Relationships — What Founders Actually Need to Know

The investor relationship is one of the most consequential and most misunderstood relationships in a founder's professional life. Getting it right — building the trust, managing the information flow, navigating the difficult moments — is one of the most important things a founder does. This is the honest guide to what it actually requires.

By Kasia SiwoszStrategic Life Coach, London30 min read

In this guide

  1. What the investor relationship actually is
  2. The information asymmetry problem
  3. How to communicate bad news
  4. The board dynamic
  5. When the relationship goes wrong
  6. What excellent investor relationship management looks like
  7. Frequently asked questions

What the investor relationship actually is

The investor relationship is not a straightforward principal-agent relationship, despite the formal structure that suggests it is. The investor is not simply a capital provider whose interests are aligned with the founder's interests in the way that the founding agreement implies. Investors have their own fund dynamics, their own LP relationships, their own portfolio considerations and their own career incentives that shape how they engage with portfolio companies in ways that are not always immediately visible to the founder. Understanding the investor's actual position — including the dimensions of it that are not immediately apparent from the formal relationship — is one of the most practically valuable things a founder can do for the quality of the relationship.

At the same time, the investor relationship is not an adversarial one, despite the structural features that might suggest it. The investor who has backed a company is genuinely invested in its success — their capital, their reputation with LPs and with other investors, and in many cases their genuine intellectual and emotional engagement with the problem the company is solving, are all contingent on the company performing well. The investor who is treated as an adversary by a founder tends to become one. The investor who is treated as a genuine partner — with the honest information and the genuine engagement that genuine partnership requires — tends to provide the kind of support that the formal relationship structure does not guarantee but that the genuine relationship can produce.

How to communicate bad news

The communication of bad news to investors is one of the most consistently mishandled dimensions of the investor relationship — and one of the most consequential for the long-term quality of the relationship and the company's access to investor support when it most needs it.

The instinct of most founders with bad news is to delay — to wait until the situation has improved, or until the bad news can be presented alongside a plan for addressing it, or until the next investor update when it can be included with other information that contextualises it. This instinct is understandable and usually counterproductive. The investor who receives bad news late — who discovers that a significant problem existed for months before they were told — does not experience the delay as considerate management of the relationship. They experience it as a breakdown in the transparency that the relationship is built on. And the trust that is lost through delayed disclosure of bad news is considerably more difficult to rebuild than the trust that is tested but maintained through prompt, honest disclosure.

What excellent investor relationship management looks like

The founders who manage investor relationships most effectively share a set of practices that are worth naming clearly because they are consistently counterintuitive to founders who approach the investor relationship primarily as a performance context.

"The investor update that tells investors only what is going well is not relationship management. It is a performance. The investor update that tells investors what is going well, what is not going well, what is being done about it and what they can help with — that is relationship management. And it is the foundation of the trust that makes investors genuinely useful when the company needs them most."

They communicate consistently and honestly — not only when the news is good, but on a regular cadence that provides investors with an accurate picture of the company's actual trajectory rather than a curated highlight reel. They ask for specific help rather than general support — they understand what each investor is genuinely capable of contributing and they make specific, actionable requests that the investor can actually fulfill. They manage expectations carefully — they are honest about what the company is likely to achieve in the next period, so that the actual outcomes are assessed against realistic expectations rather than against the optimistic projections that the fundraising context produced. And they treat the investor relationship as a genuine long-term relationship rather than as a series of discrete interactions — understanding that the investor's willingness to support the company in difficult moments, to participate in bridge rounds, to provide warm introductions to future investors, depends on the quality of the relationship that has been built through the consistent honest engagement of the normal operating period.

How often should I communicate with investors?

Monthly investor updates are the standard that most experienced investors recommend and that most founders under-deliver on. The monthly update does not need to be long — a consistent format that covers key metrics, highlights, challenges and specific asks is typically more valuable than a comprehensive report that takes significant time to produce and to read. The consistency matters as much as the content: the investor who receives a monthly update from a founder knows that the founder is on top of the business and is treating the relationship seriously. The investor who only hears from a founder when there is news to share — positive or negative — has a much less complete picture of the company and the founder.

What do I do when an investor is being unhelpful or actively difficult?

Name it directly and early, in a private conversation, with the specific behaviour that is creating the difficulty rather than with a global assessment of the investor's unhelpfulness. The investor relationship that has a difficult dynamic, left unaddressed, tends to deteriorate rather than improve. The direct conversation — done with care for the relationship and honesty about the specific behaviour — is almost always more effective than the management of the difficulty through avoidance or escalation. If the direct conversation does not resolve the issue, the board structure and the formal relationship framework provide mechanisms for addressing it that the founder should understand and be willing to use.

How do I manage investors who want more control than they should have?

By being clear about the boundaries of the investor role from the beginning of the relationship, and by maintaining those boundaries consistently and respectfully as the relationship develops. Investors who attempt to exercise operational influence beyond their appropriate role almost always do so in the absence of clear boundaries rather than in defiance of them — they fill the space that the founder has left. The founder who has been clear about what they need from investors and what they do not need — and who has maintained those boundaries through the normal operating relationship — is considerably less likely to encounter the control problem than the founder who has not.

Work with Kasia on this

If this dimension of the founder experience is one you are navigating — a consultation is the place to start.

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Kasia Siwosz

Strategic life coach based in London at 67 Pall Mall. Former WTA professional tennis player, UC Berkeley graduate, ex-investment banker and venture capitalist. Kasia works with a small number of private clients — founders, finance professionals and senior executives — on the internal dimensions of high performance. More about Kasia →