Conversations with Ami

By Ami Morgenstern

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Category: Entrepreneurship

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Episodes: 19

Description

Conversations with Ami is a podcast for entrepreneurs and business owners building without a safety net.

Each episode is built to do one (or more) of five things:

  • A peer story — proof you're not crazy for finding this hard, from someone actually in it.
  • Nuanced literacy — understanding a service or system before you're in a position to misuse it or get burned by it.
  • Future planning — not what to do today, but how to think about a decision once you actually reach that stage.
  • What not to do — the specific, expensive mistakes people make, straight from people who watch others make them.
  • Core skills — beginner-level competency in the stuff every entrepreneur eventually has to do themselves: sell, manage, hire, read your own numbers.

No guest here tells you to "just delegate it" or treats $50K like it's nothing. This show respects how hard your resources are to come by — because knowing what's coming is its own kind of protection.

Hosted by Ami Morgenstern, an entrepreneur and operator who also runs:

  • Better Ledgers (betterledgers.net) — bookkeeping and back-office support for growing businesses that need their financial foundation handled right.
  • Dash Staff (dashstaffers.com) — offshore staffing that lets entrepreneurs build a real team without the cost of hiring locally.

New episodes feature founders, leaders, and experts talking straight about what they wish someone had told them earlier.


Episode Date
Navigating AI, Systems, and Tech Overload as a Founder | Moishy Klein, Klyne & Co
Nov 01, 2026
The Danger of Being "Too Small to Hack" | Gary Whittaker, Chief Second
Oct 15, 2026
Overcoming the Fear of Your Finances | Chani Katzman
Oct 01, 2026
Self-Directed Retirement Accounts Explained (No Fluff) | Bernard Reisz, ReSure Financial
Sep 15, 2026
Stop Losing Money: The 1031 Exchange Mistake That Costs Thousands | Bernard Reisz, ReSure Financial
Sep 01, 2026
Is AI Dangerous for Your Business? "Trust But Verify" | Mendy Palace, Schwai
Aug 15, 2026
Why Your Website Isn't Generating Leads (It's Not What You Think) | Ezekiel Rochat, RocShip
Aug 01, 2026
The "Tax Turkey" Rule: Why Viral Tax Strategies Get You Audited | Bernard Reisz, ReSure Financial
Jul 15, 2026
How to Tell If a Client Actually Wants You (Not Just Your Price) | Eli Treff, NucoFilings
Jul 01, 2026
How Banks Actually Decide to Lend You Money | Eli Glueck, FundRight
Jun 15, 2026
Lighthouse or Tugboat? A Better Way to Market Yourself | Michael Minnella, Merrill Lynch
Jun 01, 2026
What Effective Leaders Do Differently | Alex Judd, Path for Growth
May 15, 2026
Don't Hire a CFO on Day One: A Stage-by-Stage Hiring Guide | Rusty Fulling, Fulling Management
May 01, 2026
The Insurance Mistake That Can Bankrupt Your Business | Jacob Fischman, GNP Insurance Brokerage
Apr 15, 2026
The Customer Is NOT Always Right (And Other Sales Myths) | Betzalel Sheinfeld, Cherry
Apr 01, 2026
Don't Chase the $50K Job on Day One | Moishy Klein, Klyne & Co
Mar 15, 2026
The Hiring Mistake That Makes You a Single Point of Failure | Hershy Goldstein, Friday
Mar 01, 2026
It's Not What You Know, It's Who You Know | Sruly Pesach, Propaganda
Feb 15, 2026
Why Indecision Is the Worst Business Decision | Shimmy Landau, Haus of Babka
Feb 01, 2026