{"id":356526,"date":"2026-07-09T12:26:48","date_gmt":"2026-07-09T12:26:48","guid":{"rendered":"https:\/\/peraltafinancing.com\/angel-investor\/investors-biggest-frustration-with-startup-founders-lack-of-communications-pitching-angels\/"},"modified":"2026-07-09T12:26:48","modified_gmt":"2026-07-09T12:26:48","slug":"investors-biggest-frustration-with-startup-founders-lack-of-communications-pitching-angels","status":"publish","type":"post","link":"https:\/\/fivemor.com\/?p=356526","title":{"rendered":"Investors Biggest Frustration With Startup Founders \u2014 Lack of Communications \u2013 Pitching Angels"},"content":{"rendered":"<p> <br \/>\n<\/p>\n<div>\n<h2 class=\"wp-block-heading\">Please please please keep all your investors in the loop after investment<\/h2>\n<p class=\"wp-block-paragraph\">I\u2019ve just invested $25K in your startup as part of your pre-seed round. It\u2019s not your biggest investment, but I could\u2019ve used that cash to take the family on a first-class vacation instead.<\/p>\n<p class=\"wp-block-paragraph\">So why did I invest?<\/p>\n<p class=\"wp-block-paragraph\">Of course, I hope it will provide a huge return someday. But experience tells me that investing in a pre-seed round, the odds of a serious return are in the single digits. And even if you do succeed beyond my wildest dreams, I\u2019ll be too old and decrepit to enjoy the windfall by the time you reach that big exit.<\/p>\n<p class=\"wp-block-paragraph\">If I was strictly looking at financial returns, the truth is I\u2019d be better off investing in S&amp;P index funds or rental properties.<\/p>\n<p class=\"wp-block-paragraph\">But there\u2019s another reason I invest in startups in general and yours in particular. It\u2019s the driving force behind most angel investors. And it\u2019s the reason I personally invest in climatetech rather than SaaS, even though the odds of success are even lower.<\/p>\n<p class=\"wp-block-paragraph\">I invested in you because I believe in what you\u2019re doing. I want you to succeed. I want you to solve a problem that needs solving. And I personally want to be part of your journey.<\/p>\n<p class=\"wp-block-paragraph\">So what happens after I write you that check? For most of the startups that I\u2019ve invested in, after the SAFE is signed, the check cashed, and I\u2019m added to the cap table on Carta, I never hear from you again.<\/p>\n<p class=\"wp-block-paragraph\">Perhaps you send out a yearly update listing all your great accomplishments. For most startups, I don\u2019t even get that.<\/p>\n<p class=\"wp-block-paragraph\">When an email from you lands in my in-box, it\u2019s because you\u2019re running out of cash and are asking me for more money. Or you\u2019re being offered a really crappy deal from a bottom-tier VC that requires earlier investors to take a haircut. Only then do you send a hasty note asking for us to sign a docusign within the hour with little explanation.<\/p>\n<p class=\"wp-block-paragraph\">I can\u2019t tell you just how frustrating this lack of communication is for early-stage investors.<\/p>\n<h3 class=\"wp-block-heading\">What Investors Want From Founders<\/h3>\n<p class=\"wp-block-paragraph\">We wrote a check to join your startup. Now we want to feel included. What does that mean? We want to be kept in the loop. We want to be part of the team. Tell us what\u2019s really going on. With full transparency instead of marketing fluff.<\/p>\n<ul class=\"wp-block-list\">\n<li>Once a month, send out a simple update. Use the\u00a0<a href=\"https:\/\/www.paperstreet.vc\/?ref=blog.paperstreet.vc#why-send-updates\" target=\"_blank\" rel=\"noopener\">Paperstreet template<\/a>. Don\u2019t spend more than an hour. One page with a short bulleted list of announcements, achievements, product updates, challenges, KPIs, and asks.<\/li>\n<li>Quarterly, send a more detailed update including basic financial statements and an overview of product development, sales, runway, and fundraising plans.<\/li>\n<li>Yearly, send an annual report with full financials and hold a 1 hour investor update meeting on zoom. Review the year, discuss the strategy, and solicit input from investors.<\/li>\n<\/ul>\n<h3 class=\"wp-block-heading\">Tell Us the Challenges Along With the Successes<\/h3>\n<p class=\"wp-block-paragraph\">Absolutely crow about your successes. Put a smile on our faces. Make us feel like winners for picking you. But tell us about the failures, too. Tell us about the customers who got away and lessons learned. Tell us about the product tests that went as planned, but also the ones that didn\u2019t.<\/p>\n<p class=\"wp-block-paragraph\">We invested in an early-stage startup. We know every day is 3 steps forward and 2.97 steps back. And that\u2019s on a good day. So when you tell us about how wonderful everything is going, we have trouble taking it seriously.<\/p>\n<p class=\"wp-block-paragraph\">When you tell us only the good stuff, we don\u2019t feel like an insider. We don\u2019t feel like part of the team. The good news we can see on your LinkedIn announcements. We want to know what\u2019s really going on. And we want to help.<\/p>\n<h3 class=\"wp-block-heading\">Ask for Help<\/h3>\n<p class=\"wp-block-paragraph\">If you have 20 angel investors on your cap table, you have 20 people invested in your success. You have 20 people who know the industry, know marketing, know sales management, know finance, know supply chain, know regulatory processes, know HR. We\u2019ve built software. We\u2019ve run clinical trials. We\u2019ve built factories. We know how to build startups and avoid the likely traps. We have connections. We have friends. And we want to help. For free.<\/p>\n<p class=\"wp-block-paragraph\">Take advantage of this incredible network. And not just for intros to VCs and customers. We may not be able to fix every problem that crops up, but I\u2019ll bet we know people who can.<\/p>\n<p class=\"wp-block-paragraph\">So tell us about your challenges. We know you have them. You\u2019re a tiny team trying to do a million things at the same time with little experience and minimal specialization. Ask for assistance on 3 key challenges every month. You\u2019ll be surprised by the responses you\u2019ll get.<\/p>\n<h3 class=\"wp-block-heading\">Open Communications Pay Dividends<\/h3>\n<p class=\"wp-block-paragraph\">The worst thing a founder can do is put out regular announcements of the company\u2019s successes, then run out of money and come back to investors for more.<\/p>\n<p class=\"wp-block-paragraph\">Our reaction is: if everything was going so well, why are you in trouble now? The answer, of course, is the situation wasn\u2019t nearly as rosy as you led us to believe.<\/p>\n<p class=\"wp-block-paragraph\">The problem, though, is you have to convince us we\u2019re not throwing good money after bad. That this one more dollop of cash will get you over the hump. In other words, you have to pitch us a rosy story of imminent success. But you\u2019ve lost your credibility. If you didn\u2019t tell us about all the problems until now, how can we believe there aren\u2019t other problems you\u2019re hiding?<\/p>\n<p class=\"wp-block-paragraph\">Even if things are progressing reasonably well, you\u2019ll probably still need early investors to sign off on legal changes. You may need to extend the maturity on a convertible note. Or later investors will demand changes to the board.<\/p>\n<p class=\"wp-block-paragraph\">If we\u2019re up-to-date on what\u2019s going on, these sign offs take but a second. But when they come out of the blue after not hearing from the founders for months or even years, our reaction is to be suspicious. We\u2019ll grill you on the details and some investors may refuse to sign. Getting the required signatures can turn a simple process into a massive headache.<\/p>\n<p class=\"wp-block-paragraph\">Even worse, as you go out for your next funding round, it\u2019s common for later investors to check in with early investors they know. The investment community is small and close knit.<\/p>\n<p class=\"wp-block-paragraph\">\u201cGreat team, love their progress, been incredibly resilient getting through some difficult challenges,\u201d is a response that will get a VC writing a check on the spot. \u201cThose guys? I haven\u2019t heard from them for years. Are they still alive?\u201d will send the VCs scurrying away.<\/p>\n<h3 class=\"wp-block-heading\">Just Do It<\/h3>\n<p class=\"wp-block-paragraph\">There\u2019s plenty of reasons to keep your investors in the loop with regular updates.<\/p>\n<p class=\"wp-block-paragraph\">And yet, perhaps only a quarter of the startups that I\u2019ve invested in communicate regularly. The others we have to chase down yearly just to find out if the company is still alive.<\/p>\n<p class=\"wp-block-paragraph\">Among angel investors, this is our biggest frustration. When we invest as a group, we ask for \u201cinformation rights\u201d requiring quarterly financial reports. And still we usually get nothing.<\/p>\n<p class=\"wp-block-paragraph\">Yes, I know you\u2019re busy. You\u2019re building a product, chasing customers, and trying to line up the next round of funding, all at the same time. Time is your most precious resource. Sending updates is yet another thing to add to the nearly infinite to-do list.<\/p>\n<p class=\"wp-block-paragraph\">There\u2019s also a strong temptation to hold off sending out the announcement until you can include the great news that\u2019s imminent. It\u2019s easier to bring up challenges when leading with a big win. But that\u2019s a mistake. Because there will always be some great news just out of reach that gives you an excuse to put off what you need to do.<\/p>\n<p class=\"wp-block-paragraph\">Instead, report monthly. Put the date on your calendar. Send out a short update. Keep us in the loop.<\/p>\n<p class=\"wp-block-paragraph\">Think of us as your unpaid army. Keeping us informed may seem like one more time drain you can\u2019t afford, but I guarantee it will pay huge dividends in finding customers, signing up investors, and overcoming challenges to reach the next round, and the next.<a href=\"https:\/\/medium.com\/@dcpalter?source=post_page---byline--31e788ef674b---------------------------------------\"\/><\/p>\n<\/p><\/div>\n\n","protected":false},"excerpt":{"rendered":"<p>Please please please keep all your investors in the loop after investment I\u2019ve just invested $25K in your startup as part of your pre-seed round. It\u2019s not your biggest investment, but I could\u2019ve used that cash to take the family on a first-class vacation instead. So why did I invest? Of course, I hope it [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":356527,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[12034],"tags":[2214,13380,4845,12635,9004,11223,20524,6605,11439],"dealstore":[],"offerexpiration":[],"class_list":["post-356526","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-angel-investor","tag-angels","tag-biggest","tag-communications","tag-founders","tag-frustration","tag-investors","tag-lack","tag-pitching","tag-startup"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v26.4 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Investors Biggest Frustration With Startup Founders \u2014 Lack of Communications \u2013 Pitching Angels - Som2ny Network<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/fivemor.com\/?p=356526\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Investors Biggest Frustration With Startup Founders \u2014 Lack of Communications \u2013 Pitching Angels - Som2ny Network\" \/>\n<meta property=\"og:description\" content=\"Please please please keep all your investors in the loop after investment I\u2019ve just invested $25K in your startup as part of your pre-seed round. 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