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    Home » Screensharing $90M of Startup Finance Lessons in 32 Minutes

    Screensharing $90M of Startup Finance Lessons in 32 Minutes

    webmasterBy webmasterNovember 17, 2025 All Videos 3 Mins Read
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    Master Your Cashflow (Templates Included): https://startup-ideas-pod.link/money-map

    On this episode, I share my simple financial operating system that helps me run my business. I share actual workflows that have saved one of my portfolio company from an 11-week runway crisis (when they thought they had 8 months), and the templates behind his 13-week cash tracker, Bear/Base/Bull decision framework, and one-page board report. This is a rare look inside the tactics I use to think about cash flow, dilution strategy, and building companies that don’t run out of runway by accident.

    Bank with Brex: https://startup-ideas-pod.link/brex-sip

    Timestamps
    00:00 – Intro: The whiteboard that saved two companies
    02:08 – The Financial Rhythm: Daily, weekly, monthly cadence
    03:23 – Rule 1: The 13-Week Cash Flow System
    06:10 – Rule 2: Cash vs. Accrual
    08:14 – Rule 3: Extend Runway
    12:13 – Rule 4: Be Exit Ready
    15:06 – Rule 5: Cards and Credit
    18:01 – Rule 6: Track 5 Weekly Metrics
    20:00 – Rule 7: The Monthly One-Pager
    21:12 – Rule 8: Tools and Automation
    26:11 – Rule 9: Dilution Mindset
    27:59 – How to implement: The weekly rhythm in practice
    29:31 – Action plan and closing

    Key Points
    * Your P&L lies about survival—one portfolio company thought they had 8 months of runway but actually had 11 weeks when mapped to real cash flow
    * The Bear/Base/Bull decision framework prevents emotional spending: if two-plus scenarios say no, wait (a $60K conference booth was rejected in bear case, approved two months later in bull case)
    * Acquisitions happen in 48 hours—keep a 10-file data room updated quarterly so you can respond to Tuesday emails with Wednesday meetings
    * Trust doesn’t scale, policy does: weekly corporate card reviews caught an $8K personal ad spend in 7 days instead of 30
    * The system runs itself once built: 15 minutes Monday + 30 minutes Friday + 4 hours/month replaces heroic monthly scrambles
    * Every dollar raised costs ownership forever—cutting $40K/month burn has the same 12-month runway impact as fundraising but with 0% dilution

    The #1 tool to find startup ideas/trends – https://www.ideabrowser.com/

    LCA helps Fortune 500s and fast-growing startups build their future – from Warner Music to Fortnite to Dropbox. We turn ‘what if’ into reality with AI, apps, and next-gen products https://latecheckout.agency/

    Boringmarketing – Vibe Marketing for Companies: boringmarketing.com
    The Vibe Marketer – Join the Community and Learn: thevibemarketer.com

    Startup Empire – get your free builders toolkit to build cashflowing business – https://startup-ideas-pod.link/startup-empire-toolkit
    Become a member – https://startup-ideas-pod.link/startup-empire

    FIND ME ON SOCIAL
    X/Twitter: https://twitter.com/gregisenberg
    Instagram: https://instagram.com/gregisenberg/
    LinkedIn: https://www.linkedin.com/in/gisenberg/

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