THE POOL PARTY Free fundraising eBook · August 202650 lessons / 85 minutes / one first seasonInvestor updates in the September newsletter

Company / Media & Venture Capital THE FUNDRAISING FILE

VC Minute: Get someone in the pool.

Rich Maloy turns seed fundraising into a pool party: everyone is interested, nobody wants to jump first. VC Minute gives founders short lessons in getting from polite interest to an actual decision.

Imagine a pool party at which every guest has brought a swimsuit and nobody gets wet. They admire the water. They ask about the temperature. They would love to participate, once somebody else does. Rich Maloy uses this scene to explain seed fundraising. A founder can have a roomful of interested investors and still have no money. The difficult part is getting an individual to act while everyone else is watching.

  • Short podcast lessons for pre-seed and seed founders.
  • Produced by SpringTime Ventures, with newsletter analysis from Allyson Plosko.
  • A free, twelve-chapter book turns the pool-party idea into a fundraising guide.

Everybody is waiting for somebody

VC Minute takes that coordination problem seriously. Its product is an education in the behavior surrounding a financing: introductions, investor updates, commitments, deadlines, the difference between enthusiasm and action. Maloy hosts the podcast as a managing partner at SpringTime Ventures. He spends his working life on the other side of the conversation founders are trying to understand.

The audience is specific. The April 2022 announcement described advice aimed primarily at pre-seed and seed founders outside the Bay Area. An accomplished operator can be a beginner at fundraising. Investors repeat the exercise; founders may be attempting it for the first time. VC Minute tries to make some of that accumulated experience portable.

A minute is a design decision

Before the standalone show, Maloy delivered VC Minute segments on the Startup of the Year podcast. His personal website collects their transcripts into a logical sequence: finding investors, asking for referrals, building relationships, treating a raise like a sales process. The subject was already recurring in his office hours with founders. He gave the recurring questions a recurring format.

The standalone podcast launched in June 2022. Its first episode was “Pool Party.” The format asks for a small amount of attention, repeatedly, rather than an uninterrupted afternoon. The About page describes episodes of two to four minutes and says all fifty episodes of the first season take one hour and twenty-five minutes. That makes starting unusually easy.

THE FIRST SEASON50 lessons
85 minutes

A sequence you can finish, then revisit before the meeting that matters.

The official podcast page recommends starting at Episode 001 because the lessons build on one another. Alongside the audio, SpringTime partner Allyson Plosko selects fundraising articles and adds commentary in the Substack newsletter. Her September 23, 2026 edition covered investor updates and cap table mistakes. Audio teaches the mechanics; the newsletter returns to the questions as the market changes.

Plosko’s investor-update edition makes the same bias toward action visible in writing. It summarizes advice to open an update with a one-line company description, then include wins, challenges, metrics and an actionable ask. The familiar company summary matters because recipients have other businesses in their inboxes. The useful update does some of their remembering for them, then tells them how to help.

Rich Maloy smiling in his official SpringTime Ventures portrait
The pool-party host, on dry land. Rich Maloy brings the investor’s perspective - including the awkward bits.

Then the host got cold

A useful test of advice is what happens when its author needs it. In March 2024, Maloy devoted an episode to momentum in SpringTime’s financing of Moxey. The firm began helping the company raise in the second quarter of 2022. By December, SpringTime decided to lead. Another fund agreed to co-lead in February 2023, then delayed and eventually killed the deal internally.

SpringTime stepped back in as sole lead that September. Some investors had now heard about the same company repeatedly for roughly a year and a half. The round closed, but Maloy said it did not fill completely. Persistence had acquired an unfortunate second meaning: to an outside investor, the long timeline itself was becoming a warning.

“I made a critical mistake by underestimating the importance of momentum.”

Rich Maloy, episode 205

His lesson was uncomfortable because it implicated his own performance. A lead investor was supposed to create movement, and this process had produced delay. Maloy said a future SpringTime-led round would run a tight process. The pool-party metaphor survived; his handling of the party needed revision. For a founder listening, that admission is more useful than another tidy victory story.

The $70 network

The show also hands the microphone to founders. In episode 232, iink co-founder and CEO Tom McGrath described starting without a circle of wealthy people who could invest. He approached accountants and attorneys connected to potential backers. He researched venture firms by location, examined their investments, and looked up individual partners.

McGrath said he paid $70 a month for LinkedIn Sales Navigator at the time. He used it for customized outreach, explaining where his company overlapped with a fund’s investment thesis. The expense is a historical detail of his method, rather than today’s subscription price. The transferable part is the homework: a named investor, a demonstrated fit, a message that gives its recipient a reason to answer.

That specificity gives VC Minute a place among fundraising media. A founder can read investor blogs or listen to long interviews. Here, the unit of usefulness is often one task small enough to attempt today. SpringTime produces the publication, and Season 4 disclosed AVL Growth Partners as a sponsor. The book is free with subscription. Education sits beside an investment business and sponsor messages.

Take the method, keep your judgment

Episode 248 offers a concrete starting point: build a list of 200 potentially suitable investors before sending emails. Record thesis fit, an introduction route, likely check size, process stage and level of interest. Episode 250 recommends grouping meetings into a concentrated period and asking what gave investors pause. The spreadsheet and calendar turn vague pursuit into work that can be inspected.

There is a quiet change of posture here. The founder is allowed to question the investor, too. Asking what sounded unconvincing gives the next conversation something to work on. Asking about the fund’s process makes delays easier to interpret. Neither requires expensive software. Both require treating a meeting as an exchange of information rather than an audition with an invisible scorecard.

Organization has limits. Guest House founder Alex Ryden described spending and hiring against a forecast, expecting revenue to catch up. When he sought another round in June 2022, interested funds waited on the market. His lesson was to spend against reality. A polished process cannot make an inactive fund invest, or make a market downturn disappear.

In August 2026, Maloy gathered four seasons and more than 270 episodes into The Pool Party, a free book of twelve short chapters. It covers investor psychology, honest urgency and founder self-care. The invitation is modest enough to be useful: understand the people standing beside the pool, prepare your approach, and give them a reason to move. Then watch what they actually do.