151: Matt Gregory – Fast Tracking Future Leaders

151: Matt Gregory – Fast Tracking Future Leaders

Guest: Matt Gregory

Guest Bio:

Matt Gregory's story is one of quiet transformation, shaping the brokerage division from within while never losing the drive to help clients. A strategist and mentor, he co-founded the Office Brokerage Group, launched the firm's Fast Track training program, and has closed 1,200-plus deals worth more than $810 million. Clients value his mix of precision, urgency, and clear foresight; colleagues value his commitment to developing future leaders. Having recently earned his broker's license, Matt now serves NAI Ohio Equities in an official Management-Level Broker capacity, bringing even greater authority to the guidance he provides.

Education: BA Communication - The Ohio State University

Professional Affiliations: SIOR, CCIM

Matt continues to pair strategic vision with hands-on coaching, ensuring both clients and the next generation of brokers achieve their full potential.

Key Points:

Career Background & Path into Real Estate

While studying at The Ohio State University, he interned at Ohio Equities, helping modernize their marketing and tech systems. After graduation, he became Director of Information Technology for the firm. Over time, he was drawn into sales after assisting agents with listing presentations and realizing he enjoyed the client-facing, persuasive side of the business. Encouraged by the company’s owner, Sandy Simpson, he got his real estate license and transitioned into brokerage.

View on Selling

Matt prefers to think of sales as education, advising, and consulting rather than traditional selling. His philosophy: “Educate clients so they can make confident, informed decisions.” He defines selling as persuading someone of value, aligning with the dictionary meaning of “to sell.” He believes in consultative selling—building trust through information, not pressure.

Fast Track Program (Training for New Agents)

Originally created in 2006, revived and redesigned in 2023 under his leadership. Matt discusses in depth the structure of the Fast Track Program he designed and uses to train new agents. The Goal: give three years of experience in one year to reduce new-agent failure and speed up success.

Hiring & Recruiting Philosophy

Matt looks for candidates who are confident but not arrogant, emotionally intelligent and adaptable, self-motivated and resilient, and realistic about the long sales cycle in commercial real estate. The recruitment process he uses is multiple conversations (3–4 meetings), both formal and informal, emphasis on intuition and relationship-building, not just testing, considers diversity in career stages and backgrounds (new grads, mid-career switchers, experienced professionals), and avoids personality assessments; it relies on observation and cultural fit.

Leadership & Management Style

Matt's biggest management challenge is balancing autonomy and oversight. He wants agents to feel empowered but not reckless. Some agents over-communicate; others under-communicate—he strives for a healthy middle ground. He focuses on mentorship, working directly on deals with new agents to model behaviors and decision-making. Matt encourages agents to become future leaders, not just team players.

Outcomes & Culture

Strong retention and development culture—agents tend to stay long-term. Emphasis on learning, collaboration, and shared success. Fast Track alumni are performing well and contributing to the firm’s growth. The company’s local reputation attracts new candidates organically.

Guest Links:

Website: https://www.ohioequities.com/brokers/mgregory.html

LinkedIn: https://www.linkedin.com/in/mgregoryohioequities/

Facebook: https://www.facebook.com/mjgreg

Twitter: http://www.x.com/officegrp

Instagram: http://www.instagram.com/officegrp

About Salesology®: Conversations with Sales Leaders

Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus, and revenue generation experts.

Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs.

If you are a business owner or sales manager with an underperforming sales team, let’s talk. Click here to schedule a time.

Please subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!

To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Instagram, and check out our website at https://gosalesology.com/.

Episoder(151)

007: Jim Mitte - Internet Marketing Without The Smoke & Mirrors

007: Jim Mitte - Internet Marketing Without The Smoke & Mirrors

Guest: Jim Mitte Guest Bio: Jim Mitte is an industry leading Internet Marketing expert with over 23 years of experience. His digital agency focuses on generating leads and making phones ring.   Guest Links: https://www.turtlehut.com/free-consultation     About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

8 Aug 202233min

006: Jason Osborn - Generate Leads Through LinkedIn Without Being Spammy Or Paying For Ads

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Guest: Jason Osborn Guest Bio: Jason Osborn is a leading expert on LinkedIn showing businesses around the globe how to generate high-quality leads without being spammy or paying for ads. Originally from Texas, Jason now lives in England by way of the Republic of Ireland. When he was living in Ireland 16 years ago, he trained to be a Life Coach and started marketing himself online. He had no idea of how to market himself online but loved learning how to do it. Within 18 months Jason had built an email list of 9,000+ and was coaching people in 13 countries. More and more people we asking Jason how he was doing this and wanting him to share his secrets of how to market online. As a result, 12 years ago he transitioned his business to helping other businesses with their online marketing. He’s now focused in on working with businesses showing them how to tap into the power of LinkedIn to generate leads but in a way that’s authentic withing being spammy or paying for ads.   Guest Links: www.ImpactForLeads.com https://www.linkedin.com/in/jasonaosborn/     About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

1 Aug 202242min

005: Alan Fendrich - How To Grind Your Competition Into The Dust By Hiring Sales Rockstars

005: Alan Fendrich - How To Grind Your Competition Into The Dust By Hiring Sales Rockstars

Guest: Alan Fendrich Guest Bio: Like you, sales hiring system creator, Alan Fendrich has seen the world of sales hiring change over the past 20 years. Today, with access to unlimited numbers of applicants through the Internet, he sees a tremendous opportunity for most companies to hire better quality salespeople. However most companies continue to cling to an old model of sales hiring that might have worked in the past, but certainly is failing to deliver top performing salespeople today. Alan’s clients range from Fortune 100 media companies, to technology companies to internet technology startups   Guest Links: www.getsales.advancedhiring.com www.Meetwithalan.com About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

25 Jul 202235min

004: Mike Faherty - The Playbook For Growth-Minded Business Leaders To Make Their Vision A Reality

004: Mike Faherty - The Playbook For Growth-Minded Business Leaders To Make Their Vision A Reality

Guest: Mike Faherty Guest Bio: Mike is the CEO and Founder of ProSales Connection. He founded the business in 2009 to help B2B companies create sustainable growth. Mike started his career at Compaq Computer Corporation, then went on to lead sales teams at Hewlett Packard and Western Union. Today, Mike is focused on building the world's best sales and marketing agency for B2B Technology and EdTech companies. Mike loves to share his experience with growth-minded business leaders who are looking for a proven playbook to make their vision a reality.   Guest Links: www.prosalesconnection.com http://www.prosalesconnection.com/cmo-planner     About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

25 Jul 202239min

003: Andrea Waltz - Go for No. Yes is the Destination, No is How You Get There.

003: Andrea Waltz - Go for No. Yes is the Destination, No is How You Get There.

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25 Jul 202237min

002: Connie Whitman - Changing The Sales Game- Coach Your Team To Sales Success

002: Connie Whitman - Changing The Sales Game- Coach Your Team To Sales Success

Guest: Connie Whitman Guest Bio: Known for her high-energy, passionate, heart-centered, and enthusiastic approach to sales, teaching and coaching, Connie Whitman has been the CEO of Changing the Sales Game for 20+ years helping business owners, leaders and sales teams build powerhouse organizations. A three-time #1 International Best-Selling author of her book ESP (Easy Sales Process): 7-Steps to Sales Success, speaker, and podcast host, Connie’s inspired teaching, transformational tools and content ensure that business owners and salespeople grow their revenue streams through enhanced communication skills. She is thrilled to share inspiring content on her international podcasts the “Changing the Sales Game,” and “Enlightenment of Change.”   Guest Links: Website: https://www.changingthesalesgame.com/ Free Communication Style Assessment (CSA)™: https://whitmanassoc.com/wendyweiss Changing the Sales Game Podcast:  https://podcasts.apple.com/us/podcast/heart-centered-sales-leader/id1543243616 Books: Ready, Connect, Grow: Grow Your Business Through the Power of Your Connections Kindle Edition ESP–Easy Sales Process   About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

25 Jul 202239min

001: An Introduction to Salesology - Conversations with Sales Leaders

001: An Introduction to Salesology - Conversations with Sales Leaders

Get to know your host, Wendy Weiss, and all about why you should be listening to this show. About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

7 Jul 20224min

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