The True North Podcast

Andrea Oliver

0.0 (0)
Business
Updated Daily

For Founders trying to find their way in a world that changed the rules. Business strategy for the world we actually live in. The show is based on the book, The Octavian Compass which discusses the 8 major shifts that happened while you were busy building for a world that no longer exists. We discuss all of it here.

May 5

The thing that is making tried and true strategies less effective.

Something changed between 2020 and 2025 and nobody sent a clear announcement. The strategies that used to work reliably are producing different results. The playbook most business owners are running was built for a set of economic conditions that no longer fully apply. In this first episode of True North, Andrea Oliver breaks down the eight forces that have quietly shifted the economic landscape and explains why your old strategies are producing new results. Not doom. Not politics. Just a clear read of what actually changed and the first step toward responding intelligently. What you will hear: Why the same effort is producing inconsistently different results right nowThe eight forces that changed the rules between 2020 and 2025Why trade policy, inflation, AI, and political volatility reach every business regardless of industryThe one question to ask yourself this week that starts the process of updating your mapLinks:The Stronghold: https://octavianinvestments.com/stronghold The Book:https://www.octavianinvestments.com/truenorth

9 min
May 1

May 2026 Orientation: What to Watch For (And What to Ignore)

The map changed. Not gradually, not eventually, but it changed. In this short episode, Andrea Oliver breaks down five economic signals to watch in May ... from the Strait of Hormuz and oil prices to tariffs, AI job numbers, the Fed’s rhetoric, and your local economy ... and explains how to pick three specific metrics to track in your own business. No panic, no politics ... just clear guidance on what to monitor and what to stop paying attention to so you can make grounded decisions. www.octavianinvestments.com

13 min
Apr 23

EPISODE 6: What Steady Looks Like On The New Map

In the final episode of the Foundation Series, the host shows that "steady" is not the absence of problems but the ability to respond when things go wrong. He reviews the five previous episodes and explains how structure, clarity on numbers, and scenario planning create resilient businesses. Listeners are urged to stop waiting for perfect conditions, identify the decision they've been avoiding, and use the New Map and Stronghold tools to build a durable system that lets them make faster, calmer decisions and thrive in any economy.

9 min
Apr 23

Episode 5: The Lever You Keep Ignoring

This episode explains the "hamster wheel"—when doing more yields no better results—and reframes it as a direction problem, not a speed problem. It introduces the theory of constraints: every system has one bottleneck that limits output, and improving other parts while the constraint remains unchanged won’t move the needle. You'll hear common misdiagnoses founders make (positioning vs. marketing, pricing vs. sales, dependency vs. capacity, retention vs. leads), and be guided to name the single constraint in your business and why it hasn’t been fixed yet. Practical prompts help you decide what honest change is needed to actually make progress.

8 min
Apr 23

Episode 4: Reading The Room (The Room Being The Economy)

This episode explains why founders must watch macroeconomic forces and understand what keeps their clients awake at night—because interest rates, hiring slowdowns, and falling consumer confidence change budgets, sales cycles, and decision speed. It gives three practical steps: identify your best clients' hidden pressures, learn the real reasons prospects delay, and notice what’s quietly gotten harder—and urges you to ask one direct question of a client and just listen.

8 min
Apr 21

Episode 3: Take the Fix

In this episode Andrea warns against "polite optimism" — the habit of rounding up your business performance instead of facing uncomfortable truths — and explains how small misperceptions compound into major problems. You’ll hear why taking an honest "position fix" matters and how it prevents sudden revenue shocks. By answering three specific questions about where revenue is actually coming from, what would hurt most if it changed, and what's holding the business together, founders can identify real risks and decide on early, easier fixes.

8 min
Apr 21

Episode 2: Your Brain Is Secretly Protecting You.

Episode 2 explains how your brain’s confirmation bias builds filters that hide important signals when markets change, causing founders to miss warning signs and lose ground to competitors. The episode shows why experienced founders are especially vulnerable, gives concrete examples (ignored metrics, soft client shifts), and stresses that this isn’t a moral failing but a biological feature. One practical takeaway: check a metric you haven’t looked at in 90 days. Build systems that force relevant information through, and stay tuned for the next episode on how to update your map.

9 min
Apr 21

Episode 1: The Map You're Using Is Wrong

In episode 1 of True North, Andrea explains that many good businesses fail not from lack of talent or money but because they rely on outdated mental models — "maps" — that no longer match the market. Using Blockbuster as an example, the episode shows how expired beliefs create friction and blind founders to new opportunities. The episode closes with one simple action: write down one belief about your business you've never tested. That small step starts the process of updating your map and sets up the next episodes, which explore why questioning those beliefs is difficult and how to overcome it.

9 min
Apr 21

True North Introduction: Actionable Strategy for Stuck Founders

True North is a practical podcast for founders and CEOs who’ve built something real but feel that something’s off — on the books or in their gut. Host Andrea Oliver, a business strategist with over a decade in the trenches, shares clear, actionable guidance to help you find the best next move and keep your company steady. Each short episode delivers one useful, easy-to-apply takeaway — no fluff, no frameworks for the shelf. Expect direct, honest advice that accounts for the big picture so you can make informed decisions and stay heading north.

4 min

9 Episodes

For Founders trying to find their way in a world that changed the rules. Business strategy for the world we actually live in. The show is based on the book, The Octavian Compass which discusses the 8 major shifts that happened while you were busy building for a world that no longer exists. We discuss all of it here.

Creator

Andrea Oliver
Years Active

2K
Episodes

9
Rating

Clean
Copyright

© Andrea Oliver
Show Website

The True North Podcast