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How do you scale a home service business to a 9-figure valuation in record time? In this episode of Let’s Vent Podcast, we sit down with Tim O’Reilly, the CEO of Guild Garage Group, to share his professional journey from a CPA at UCF to the CEO of a massive private equity-backed powerhouse.

Tim reveals the "Language of Business" that allowed him to transition from auditing to leading, and the specific leadership framework he used to achieve in 11 months what takes most companies 5 years. If you want to understand the intersection of high-level finance and boots-on-the-ground service, this is the episode you were waiting for.

Inside the Episode you will learn:

• The CPA Edge: Why accounting is the ultimate foundation for any CEO.

• The $1.1B Lesson: What Tim learned working with Arnie Bellini and the ConnectWise exit.

• The 5 Pillars of Relationship Leadership: Trust, Listening, Respect, Influence, and Caring.

• The "Triple Eight" Rule: How Tim manages a 9-figure empire while protecting family time and personal growth.

• How to create The blueprint for scaling home services through private equity and strategic partnerships.

Connect with Tim & Guild Garage Group:

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

Timestamps:

1:30 - How an accountant from Orlando became the CEO of one of the fastest-growing garage door companies in the world?

7:54 - The importance of relationships and How can they build you up

9:11 - Even successful businesses have many things that can be transformed.

13:54 - The value of culture.

15:27 - Easy decisions are a distractions

18:36 - How to create a winning playbook and be a value-based CFO versus a cost-cutting CFO.

21:38 - The start of Guild Garage Group

24:14 - Start with relationships first, take extra time.

25:05 - How to apply the experience into an Action Plan

28:35 - The 5 Pillars of Leadership Relations

30:30 - Brianna Skington, the best example of a relationship built from Trust, Creativity and amazing solutions in Marketing.

33:38 - prioritize personal check-in first in one-on-one meetings is called the "oxygen goal" 35:34 - The best influencers are those who are very easily influenced and allow themselves to take in different perspectives.

38:30 - "People don't care how much you know until they know how much you care,"

42:39 - The Guild Garage Group has a leadership development course that teaches the five characteristics: trust, listening, respect, influence, and care.

46:58 - The importance of protecting your time

52:56 - The ONE Thing by Gary Keller– discusses that saying "yes" to something is saying "no" to everything else, putting time into perspective.

55:19 - The makers versus managers concept

1:12:10 - How to build a Strong Culture focusing on the positive

1:21:30 - Get the right systems in front of your Team

1:29:05 - The Ability to build constructive criticism

1:36:20 - What is your Goal?

1:47:25 - The Voice inside your Head talks to you than any other Voice

1:54:50 - Episode Ends

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