Episode 22

full
Published on:

30th Oct 2026

How to Tell If Your Marketing Agency Is Working | Contractor Marketing

How do you know if your marketing agency is actually working? Jason Phillips sits down with Brandon Pierpont, founder of Painter Marketing Pros, to discuss how painting contractors and home service business owners can evaluate marketing results, ask better questions, and make more informed decisions about their advertising budgets.

They break down why cheap leads can be misleading, how cost per booked estimate helps measure performance, and what contractors should expect from SEO, Google Ads, and Facebook advertising. Brandon also shares a real agency mistake—and what his team did to make it right.

Whether you’re hiring your first marketing agency, evaluating your current provider, or considering bringing marketing in-house, this conversation covers both sides of the partnership: what your agency should deliver and what your business needs to do to turn leads into sales.

In this episode:

• When a painting business is ready to hire a marketing agency

• Website mistakes that hurt lead generation and conversions

• Agency contracts, account ownership, and transparency

• How to think about agency fees versus ad spend

• Why lead quality matters more than lead volume

• Realistic expectations for SEO and paid advertising

• How AI search may affect contractor marketing

• Turning old estimates and existing contacts into new opportunities

Painter Marketing Pros is the premier sponsor of the 2026 Contractor Freedom Summit.

CHAPTERS

00:00 Welcome to Contractor Freedom

00:36 Meet Brandon Pierpont of Painter Marketing Pros

01:56 Why specialize in marketing for painters?

04:53 When should a contractor hire a marketing agency?

07:19 Paid ads, SEO, and realistic investment expectations

09:50 Website mistakes that cost contractors leads

11:44 What to look for in a marketing agency

13:48 Marketing contracts and cancellation terms

15:23 Account ownership and advertising transparency

18:57 Is your agency managing results—or just sending reports?

23:02 Leaving an agency and protecting account access

24:34 Agency fees vs. ad spend

27:46 Bringing your marketing in-house

29:37 What happens when marketing doesn’t work?

32:16 An agency mistake—and how they made it right

35:22 How long should SEO and paid ads take?

40:40 Cost per estimate vs. cost per lead

43:19 How agencies grow without sacrificing quality

45:56 Could pay-for-performance marketing work?

48:10 Google Local Services Ads and rising marketing costs

51:41 When to diversify your lead sources

53:14 AI search, SEO, and answer engine optimization

55:26 Marketing fundamentals that still matter

58:44 Generate opportunities from your existing database

1:00:18 Following up with leads that never closed

1:02:30 Final takeaways for contractor business owners

What’s the biggest question you wish you had asked before hiring a marketing agency? Share it in the comments.

Subscribe to Contractor Freedom for practical conversations about contractor sales, leadership, marketing, and building a business that serves your life.

#ContractorMarketing #PaintingBusiness #ContractorFreedom

Show artwork for Contractor Freedom Podcast

About the Podcast

Contractor Freedom Podcast
Escape Contractor Prison and Live With Greater Freedom and Purpose
Contractor Freedom is the podcast for growth-minded contractors who are tired of chaos, overwhelm, and feeling trapped by the very business they built.

Hosted by Jason Phillips, owner of the multimillion-dollar Phillips Home Improvements and founder of Contractor Freedom, this show helps contractors break free from “Contractor Prison” through leadership, people, systems, and personal growth.

Each episode delivers real-world insights on building winning teams, creating scalable systems, increasing profitability, improving leadership, strengthening culture, and designing a business that serves your life instead of stealing it.

Whether you’re trying to grow your company, reclaim your time, develop leaders, or simply rediscover your purpose, Contractor Freedom will equip and challenge you to lead at a higher level and live with greater freedom and purpose.

About your host

Profile picture for Jason Phillips

Jason Phillips

Meet Jason Phillips, a visionary entrepreneur who transformed his one-man show into a thriving empire. His journey from struggle to success with a move into roofing and gutters, his company skyrocketed, earning a spot on the Inc 5000 list five years in a row. Overcoming roadblocks, he reinvented the business, achieving astonishing results. Now, he's dedicated to helping other small business owners to break free by helping them foster a team built on trust, faith, teamwork, and excellence. Join him to create "ABLE-Systems" for scalable, repeatable success and customer satisfaction. Don't let mistakes drain you; let Jason guide you to new heights!