This is an image from Pilgrim Painting, located in Tennessee. The image is a Pilgrim Painting logo featuring the tagline “Take the ‘Pain’ out of ‘Painting’” with contact details and a free estimate badge.

Pilgrim Painting

This is an image from Pilgrim Painting, located in Tennessee. The image is a Pilgrim Painting logo featuring the tagline “Take the ‘Pain’ out of ‘Painting’” with contact details and a free estimate badge.
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Chooz Score Insights

Scored by
Ed Anthony D.
October 2025

The Boss Shows Up

Owner Cheyenne Pilgrim personally handles estimates, oversees every job, and maintains direct communication throughout projects. The Chooz Score's owner engagement indicators are strong: Cheyenne is mentioned by name in the majority of reviews:

  • Cheyenne personally returns calls, often providing quotes same-day
  • Customers describe him checking in daily and conducting final walkthroughs

"From the estimate to final walk through Pilgrim has been amazing! Cheyenne called to make sure everything was fine with the house 30 days after we went through a severe weather incident. They take their warranty serious." - Christine T., Google Review

Find out more about how we Pilgrim Painting

Worked with this company?

All verified feedback is published, positive or not. Identity and project verified before publication. Direct submissions are unpaid; invited customers may receive a disclosed $50 thank-you that never depends on their answers.

Additional Questions Answered

How does Pilgrim Painting handle workspace cleanliness during projects?

Reviews consistently highlight exceptional cleanliness practices. Michael Isom described the crew as "so clean it was impressive" and noted they "cleaned as they went, including vacuuming the floors regularly throughout the day." Victoria Haverbusch mentioned work completed with "no damage to our in-place flooring (including carpet)" while Linda Harper praised thorough cleanup from project debris. Multiple customers describe furniture protection using multiple covering layers.

Source: Google Reviews · Reviewed April 2026
Does Pilgrim Painting use in-house crews or subcontractors based on what customers say?

The company operates with W2 employees rather than subcontractors. The website states "No SubContracted Work!" and mentions all employees undergo background checks and drug screenings. Reviews mention consistent crew members by name (Umberto, Jorge, Hunter) appearing across multiple projects over time, supporting the in-house employment model. This structure enables the quality control and consistency customers frequently mention.

Sources: Company website, Google Reviews · Reviewed April 2026
What makes Pilgrim Painting different when discovering issues beyond the original scope?

The crew proactively addresses discovered problems without requesting change orders. Eric Liemohn noted "Cheyenne discovered additional important tasks, beyond painting, which really needed accomplishing for the improvement of our house" that weren't part of the original contract. Liz Adams mentioned the crew "even fixed one of our loose rails without saying a word to us." This approach demonstrates genuine property care rather than strictly contractual thinking.

Source: Google Reviews · Reviewed April 2026
Why do multiple reviews mention crew chief Umberto at Pilgrim Painting?

Customers praise Umberto's quality standards that exceed typical expectations. Mitchell Olszewski noted that several areas "looked OK to me but Umberto was not satisfied so he put another coat of stain on." Reviews describe him leading thorough surface preparation, ensuring proper coverage on deck staining projects, and maintaining attention to detail on trim work. His insistence on quality over speed translates to results customers notice.

Source: Google Reviews · Reviewed April 2026
Does owner Cheyenne Pilgrim stay involved throughout projects at Pilgrim Painting?

Reviews confirm Cheyenne's hands-on approach throughout every project phase. Linda Webb mentioned "He has been here everyday making sure I am getting what I wanted" while Kelsey Nelson praised his "calling me to update me on everything throughout the process." He conducts all estimates himself, performs final walkthroughs, and remains accessible on job sites. Rebecca Williams noted his creative problem-solving during her cabinet refinishing, working through solutions to realize her vision.

Source: Google Reviews · Reviewed April 2026
Does Pilgrim Painting arrive early like reviews claim?

Yes, punctuality patterns appear throughout reviews. Customers state the crew "showed up early not just on time" and Jason King detailed how his mother's deck crew "worked from 7 a.m. and stayed to 7:30 each day" for four consecutive days. Multiple reviews mention never waiting for the crew to arrive, with Cheyenne's practice of meeting promised timelines even when requiring extended hours.

Source: Google Reviews · Reviewed April 2026
Does Pilgrim Painting deliver the dramatic cabinet refinishing results customers describe?

Rebecca Williams provided detailed verification of exceptional cabinet work. She praised the "hard work necessary to make sure the kitchen will look beautiful for years" including "hand-sanding multiple times to ensure a smooth finish." Her transformation from "very-cherry cabinets to a beautiful cream finish" required creative problem-solving throughout the process. The review emphasizes impeccable communication and Cheyenne's personal involvement in achieving the desired outcome.

Source: Google Reviews · Reviewed April 2026
How did Pilgrim Painting respond to the negative review about unsatisfactory living room work?

The single detailed negative review from HW in 2023 concerned popcorn ceiling difficulties and unsatisfactory living room completion. Cheyenne responded by offering to fix the issues and sending crew members to apply additional caulking and paint. When the customer remained dissatisfied after the second attempt, Cheyenne communicated clearly about limitations. The response demonstrates accountability and genuine attempts at resolution, even when unable to fully satisfy the complaint.

Source: Google Reviews · Reviewed April 2026
How Pilgrim Painting Was Evaluated

Every painting company listed on Chooz Painters is evaluated using our multi-step quality framework. We combine structured data analysis with human review to understand how Pilgrim Painting performs across the key signals that matter most to property owners.

How the Chooz Score Works

The Chooz Score is a 100-point rating based on four core pillars:

  • Platform reviews & ratings from sources such as Google, Facebook, Yelp, Angi, BBB, and others
  • Review quality & engagement, including depth of customer feedback, photos, and how the company responds to reviews
  • Website and digital presence, which helps indicate professionalism, transparency, and communication quality
  • Business authority & operations, including years in business, licensing, insurance, and other operational standards

Each contractor is evaluated using the same framework nationwide, and the score reflects Pilgrim Painting’s performance within its local market.

A Chooz Score represents real-world performance, verified signals, and human-reviewed context.

Chooz Score Award Levels

80–86.9: Chooz Certified87–93.9: Top Painter Award94–100: Best Painter Award

Scores are determined through more than 40 evaluation factors across our four pillars.

If you want a deeper explanation of how our scoring system works, you can view the full breakdown on our Chooz Scoring page.