Brad Firestone

Gen X Executive: Second Act at a Tech Startup

Business EN ↓ 35 episodes

Gen X Executive is a first person account of what happens when someone who's spent decades building institutional grade financial systems walks into a 15-20 person startup - and has to figure out how to make it work anyway

Be sure to visit the podcast's website and support the creator: gen-x-executive-second-act-at-a-tech-startup.simplecast.com

Author

Brad Firestone

Episodes

Gen X Executive: Activation 01.07.2026 14:12

Episode 8: Activation. Gen X Executive: Second Act at a Tech Startup with Bradley Firestone. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Gen X Executive: Gravity 01.06.2026 15:25

Episode 7: Gravity. Gen X Executive: Second Act at a Tech Startup with Bradley Firestone. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Gen X Executive: Signal 23.05.2026 16:37

Episode 6: Signal. Gen X Executive: Second Act at a Tech Startup with Bradley Firestone. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Gen X Executive: Going Live 19.05.2026 15:24

Episode 5: Going Live. Gen X Executive: Second Act at a Tech Startup with Bradley Firestone. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Gen X Executive: Current pt3 03.05.2026 14:25

Episode 4: Current. Gen X Executive: Second Act at a Tech Startup with Bradley Firestone. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Gen X Executive: Current pt2 02.05.2026 15:40

Gen X Executive: Current pt1 01.05.2026 15:22

Gen X Executive: The Stack 24.04.2026 16:35

Episode 3: The Stack. Gen X Executive: Second Act at a Tech Startup with Bradley Firestone. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Day Two Million Dollar Term Sheet Crisis 20.04.2026 18:54

Eighteen hours into a new job, a CEO drops a complex million-dollar preferred equity deal on your desk - no context, no preparation, just pure startup chaos. Welcome to week one at a fast-growing company where everything happens at once. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Today's Whirlwind 15.04.2026 22:15

The email came in at 4:42 in the afternoon. Nine items. Numbered list. No pleasantries beyond "Best." My new company email was live. Slack was set up. Ramp access - that's the expense platform - alre Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.