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The Long Game by Ryan Richards
The Long Game by Ryan Richards is a podcast about how real operators think, decide, and build for the long term — and what actually happens behind the scenes when the stakes are real.
Narrated and hosted by Ryan Richards, the show pulls back the curtain on business, real estate, and investing through unfiltered conversations with operators, investors, and builders who have earned their perspective. You’ll hear what worked, what didn’t, and the decisions most people never see or talk about publicly.
This isn’t surface-level advice or polished success stories. It’s a fly-on-the-wall look at high-caliber conversations — the mental models, systems, mistakes, and tradeoffs that shape durable success over time.
Through solo reflections and deep conversations, The Long Game gives listeners proximity to real operators and the clarity that comes from understanding how the best actually think, judge risk, and execute.
If you’re an ambitious builder who wants to learn from real experiences — not shortcuts or hype — this is an invitation inside.
Welcome to The Long Game.
The Long Game by Ryan Richards
Inside the Mind of a CEO with Andrew Bosco - The Long Game - Ep. #85
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
Most people think in tasks. CEOs think in systems.
In this episode of The Long Game Podcast, I sit down with Andrew Bosco, CEO of Candor Realty Group and founder of Granite and Pine Properties, to break down what it actually means to run a business from a 10,000-foot view and why that perspective changes everything.
Andrew's path to the CEO seat wasn't a straight line. He spent time as a teacher, a scientist at Moderna and Pfizer, a real estate agent, and an investor before stepping into the top seat at Candor; a company on a mission to help one million people reach financial independence through real estate. He shares how imposter syndrome followed him into the role, why he initially said no, and what ultimately made him put the gas on the fire and commit.
What You'll Learn:
- Why shifting from a 100-foot to a 10,000-foot view changes how you lead and build
- How Andrew went from imposter syndrome to CEO and what changed between the first no and the final yes
- What a system actually is and how people, processes, and technology work together
- Why focus is the ultimate superpower in an era of infinite distraction
- How to implement automation and new software without overwhelming your team
- Why the worst thing you can do is nothing
If you're an entrepreneur, business owner, or operator trying to think bigger, build smarter, and stop getting in your own way, this one's for you.
Interested in connecting?
GUEST
Andrew Bosco
CEO, Candor Investment Group | Founder, Granite & Pine Properties
a.bosco.realestate@gmail.com | candorinvestmentgroup.com
Instagram: @candorinvestmentgroup
HOST
Ryan Richards | Branch Manager, Northpoint Mortgage | NMLS 1987735
rrichards@trynorthpoint.com | www.financewithteamrichards.com
204 Turnpike Rd, Westborough, MA 01581
Licensed in MA, CT, FL, NC, NH, PA, RI, ME, TN
Follow us on Instagram @financewithteamrichards @the.longgamepodcast
#TheLongGamePodcast #FinanceWithTeamRichards
Chapters:
00:00 Intro
02:13 Andrew’s Background
03:18 Why He Became CEO
04:53 CEO Mindset Shift
07:56 Saying Yes Faster
11:13 Focus and Consistency
15:13 Authenticity Over Polish
18:21 Systems and Processes
22:59 Empowering the Team
26:31 Automation and Tools
35:49 BRRRR Strategy Explained
37:10 Perfect Day Freedom Goal
41:22 Calendar Control Systems
47:20 Meeting Days and Prospecting
52:26 Delegation and Partnerships
56:02 Imperfect Action Mindset
01:01:09 Community Beats Fear
01:04:19 Final Take Action Push
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