The Long Game by Ryan Richards

Inside the Mind of a CEO with Andrew Bosco - The Long Game - Ep. #85

1 h 5 min · 19. maj 2026
episode Inside the Mind of a CEO with Andrew Bosco - The Long Game - Ep. #85 cover

Beskrivelse

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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88 episoder

episode Building The Plane In The Air - The Long Game - Ep. #88 cover

Building The Plane In The Air - The Long Game - Ep. #88

A month in, with two new hires thriving. The only regret: not doing it a year ago. In this episode of The Long Game Podcast, Ryan shares what he learned in the 30 days since bringing on two new hires, an operations coordinator and a marketing manager, and why the only regret he has is not doing it sooner. Ryan walks through the 40 to 50 hours of preparation work he put in before his new team members ever showed up: mapping his existing systems, building a central operating manual, and documenting how he makes decisions so that two people could walk in and hit the ground running. He's transparent about what worked, what didn't, and why most of the systems he built were meant to be reshaped on the fly. The real value wasn't in getting it perfect. It was in having a foundation. What You'll Learn: * Why most entrepreneurs' hiring problem is actually a systems problem in disguise * How to document your own processes before you can effectively hand them off to someone else * Why imperfect action still requires a baseline level of organization to succeed * What "intangibles" actually look like when you're hiring for a small, growing team * Why technical skill and cultural fit are not the same thing, and which one matters more * How to create enough autonomy that a new hire can contribute from day one without constant hand-holding * Why Ryan went from a team of three to a team of five in two weeks, and what that decision taught him If you're running your own business and feeling the pull to hire but keep stalling, this episode gives you a practical, honest look at what it actually takes to bring someone on and make it work. Interested in connecting? 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 Hiring Hesitation 00:21 Two New Hires Update 00:55 Regret And Readiness 01:37 Scaling Fast To Five 02:01 Documenting Your Work 03:08 Build A Company OS 03:55 Plans Will Change 04:23 Hire For Intangibles 05:56 Know Your Strengths 06:22 Blueprint For Autonomy 06:53 One Month In Results 07:04 What's Next Growth Plan

I går7 min
episode From Ideas to Action with Carolyn Hearn - The Long Game - Ep. #87 cover

From Ideas to Action with Carolyn Hearn - The Long Game - Ep. #87

Most people don't have a knowledge problem. They have an action problem. In this episode of The Long Game Podcast, Ryan sits down with Carolyn Hearn, a Dispositions Manager at Moss Home Solutions, a real estate wholesaling company based in Rhode Island, to talk about what it actually looks like to move from idea to action at 23 years old. Carolyn has been with Moss Home Solutions since she was 19, studying real estate at Penn State while building real-world experience every summer. Now full-time in dispositions and on her second house flip, she moves before she has every answer and figures it out on the way. Ryan and Carolyn also dig into analysis paralysis, the case for building a team before you feel ready, and what the nature versus nurture question actually looks like for two entrepreneurs who both learned the game from their dads. What You'll Learn: * Why taking imperfect action beats waiting for the perfect plan, and what it actually costs to learn on a live deal * How to use proximity to people who are further along as a shortcut that no book can replicate * Why the advice "swim with the river" beats pushing yourself into a mold that doesn't fit * What it really looks like to build a team from scratch, including how Ryan onboarded his marketing manager with a whiteboard instead of an SOP * The difference between doing everything yourself to build competence and doing everything yourself out of habit * Why gratitude and endurance work together as a mental framework for entrepreneurs at every level * How to know if your goal is big enough: if it doesn't make you smile when you say it out loud, set a bigger one If you're early in your entrepreneurial journey and still waiting until you know enough to start, this episode will show you what it looks like to build confidence through action instead. Interested in connecting? GUEST Carolyn Hearn Dispositions Manager, Moss Home Solutions  carolyn@mosshomesolutions.com | https://mosshomesolutions.com Instagram: @carolyn.real.estate  YouTube: @carolynhearn6239 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 02:04 Her Real Estate Path 03:55 Wholesaling Explained 05:22 Power of Proximity 07:39 Who Not How Mindset 09:48 Building a Team Fast 15:27 Flip One vs Flip Two 19:48 Lessons From Mistakes 22:45 Beating Analysis Paralysis 24:09 Mentors Dad vs Moss 27:50 Big Goals and Empire 29:49 Host Vision and Business 30:59 Why Businesses Win 33:41 Second Flip Solo 38:06 Protecting Personal Time 40:23 Atomic Habits Showing Up 42:11 Get in the Room 43:33 Starting a YouTube Channel 47:06 Advice Gratitude and Endure 51:59 Nature Versus Nurture 56:12 Final Wrap and Next Steps

2. juni 202656 min
episode Anticipating Success with Early Hiring - The Long Game - Ep. #86 cover

Anticipating Success with Early Hiring - The Long Game - Ep. #86

Most entrepreneurs don't have a hiring problem. They have a timing problem. In this episode of The Long Game Podcast, Ryan Richards discusses hiring before you think you're ready. Drawing from his own experience building out his team, Ryan breaks down why waiting until you're overwhelmed is the exact moment hiring becomes hardest, and what it costs you when momentum stalls. Ryan walks through the two traps entrepreneurs fall into when they wait too long to delegate: either they stop promoting new business to protect their service levels, or they try to do both and watch quality slip. He unpacks the "snowball" problem, where hesitation hands your competitors the time they need to close the gap.  Find the right person, build the systems together, and stop letting the fear of imperfection slow down what is already working. What You'll Learn: * Why hiring when you're already overwhelmed makes the process harder, not easier * How waiting too long forces a costly trade-off between promoting new business and serving existing clients * Why momentum is more valuable than perfection when you're in a growth phase * How delaying a hire gives competitors time to catch up on what makes your approach unique * Why you don't need a complete SOP or perfect systems before bringing someone on * The mental shift from "I can't afford to hire" to "I can't afford not to" * How to frame a new role honestly with candidates when you're building the position from scratch If you're a business owner who keeps saying you need help but keeps putting off the hire, this episode will show you exactly what that delay is costing you, and what to do about it instead. Interested in connecting? 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 Reflecting on Growth 01:02 The Hiring Lesson 01:45 Capacity Kills Promotion 02:16 Service vs Sales Tradeoff 03:35 Momentum and Competition 04:17 Fear and Worst Case 06:36 Building the Team Vision 07:00 Final Takeaway

26. maj 20267 min
episode Inside the Mind of a CEO with Andrew Bosco - The Long Game - Ep. #85 cover

Inside the Mind of a CEO with Andrew Bosco - The Long Game - Ep. #85

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

19. maj 20261 h 5 min
episode Turning Effort Into Results - The Long Game - Ep. #84 cover

Turning Effort Into Results - The Long Game - Ep. #84

Busy and productive are not the same thing. In this solo episode of The Long Game Podcast, Ryan breaks down one of the most common traps entrepreneurs fall into: confusing activity with output. The problem is rarely discipline. More often, it is the absence of a clear, intentional process tied directly to revenue. Ryan walks through how to identify the highest ROI task in your business, why most people unknowingly replace that task with lower-value work, and how to build a repeatable process around the inputs that actually drive results. Using real examples from real estate, loan origination, and sales, he lays out a simple working-backwards framework for getting out of the busy-but-stuck cycle and into consistent, focused execution. What You'll Learn: * Why busy entrepreneurs still stall and what the real bottleneck usually is * How to define the highest ROI activity for your specific business model * The difference between prospect-related work and actual prospecting * How to use a working-backwards framework to build your ideal sales process * Why the problem is almost always the process, not the person * How to stay intentional about the tasks that actually move the needle If you have been putting in the hours but not seeing the results, this episode will help you identify what is actually getting in the way and give you a practical framework for fixing it. Interested in connecting? 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: 00:49 Find Your Highest ROI Task 01:52 Busy Work vs Real Prospecting 02:54 Why You Avoid The Hard Stuff 03:18 Work Backwards From Sales 04:19 Build The Ideal Sales Process 05:12 One Hour Done Right 06:45 Process Beats Discipline 07:31 Repeat Optimize And Follow Up 07:58 Final Focus On Revenue

12. maj 20268 min