<![CDATA[Founders Always Ask: Newsletter]]>https://foundersalwaysask.substack.com/s/readiness-tractionhttps://substackcdn.com/image/fetch/$s_!y31F!,w_256,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F2319aa74-baa3-463e-89ba-89ae3ae36643_256x256.pngFounders Always Ask: Newsletterhttps://foundersalwaysask.substack.com/s/readiness-tractionSubstackWed, 19 Aug 2026 13:01:14 GMT<![CDATA[The Cold Shower]]>https://foundersalwaysask.substack.com/p/the-cold-showerhttps://foundersalwaysask.substack.com/p/the-cold-showerWed, 29 Apr 2026 20:11:02 GMT

Founders Always Ask is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

The worst time to discover that fundraising is not for you is six months in.

By then, you have stopped building. You have spent your evenings on a deck. You have had forty-seven coffees with people who said they wer…

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]]><![CDATA[5 books more helpful than any MBA]]>https://foundersalwaysask.substack.com/p/5-books-more-helpful-than-any-mbahttps://foundersalwaysask.substack.com/p/5-books-more-helpful-than-any-mbaSun, 19 Apr 2026 12:30:15 GMT

“You wasted $150,000 on an education you coulda got for a dollar fifty in late charges at the public library” - Matt Damon, Good Will Hunting

Classic line and one that has a lot of truth to it. I love books. Read thousands. A good proportion have been business-related. Add to that articles, newsletters and papers. Some useful. Some utter shit. I was ask…

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]]><![CDATA[Quarterly Insights]]>https://foundersalwaysask.substack.com/p/quarterly-insightshttps://foundersalwaysask.substack.com/p/quarterly-insightsWed, 15 Apr 2026 09:39:42 GMT

Updated quarterly. Last updated April 2026.

New financial year. Time to reflect not only on the quarter but also on the year.

Founders Always Ask is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

The Waiting Game: Why Investors Aren’t Moving

The biggest shift this year isn’t investor ap…

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]]><![CDATA[The Early Stage Investment Landscape]]>https://foundersalwaysask.substack.com/p/the-early-stage-investment-landscapehttps://foundersalwaysask.substack.com/p/the-early-stage-investment-landscapeTue, 14 Apr 2026 13:38:59 GMTDisclaimer: This is not investment advice. You could lose everything.

I recently wrote this for the Deal Note Newsletter aimed at investors, but I think it is helpful for founders to understand the other side of the fence.

April. Tax year reset. Time to take stock.

Founders always ask... is a reader-supported publication. To receive new posts and support…

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]]><![CDATA[The Wait & See Trap]]>https://foundersalwaysask.substack.com/p/the-wait-and-see-traphttps://foundersalwaysask.substack.com/p/the-wait-and-see-trapMon, 13 Apr 2026 11:39:31 GMT

One of the most common questions I get from founders is: “How do I combat investor inertia?”

You know the scenario. Five or six angels are interested. They like the deck. They’re asking good questions. But none of them will commit. They’re all waiting for someone else to lead, set the price, or sign first.

A lead investor usually fixes this. But what if y…

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