When a La Mesa homeowner needed more than just a new paint job on her 1960s home, Ray Montgomery arrived on Day One to super-power wash critical areas and handle stucco repairs personally. By Day Four, the homeowner reported her property "stands out in our neighborhood" with repairs that blended seamlessly with the original surfaces.
Owner Ray Montgomery founded this family-operated company in 2009, building a team that handles everything from exterior restoration to cabinet refinishing and church painting projects. Crew leader Chris oversees daily operations while lead painters Ricky and Luis manage job sites across San Diego County. The company uses Sherwin-Williams, Dunn-Edwards, and Benjamin Moore products exclusively.
The fully licensed, bonded and insured team holds California C33 Painting and Decorating License and maintains CDPH Lead Abatement Supervisor Level certification for work on older homes. Montgomery Paint Contracting offers a five-year workmanship warranty and serves all of San Diego County from San Ysidro to Oceanside.
Updated: 04-06-2026
Multiple customers confirm the company returns without hesitation. Raymond K. on Yelp noted that after termite fumigation required additional work, "Ray's team was quick to come back out, address our concerns, and seal all the necessary areas" and added "the follow-up service really showed how much they stand behind their work." Michael P. on Yelp described being "very nitpicky" but Ray "went back to my house multiple times over to take care of every little thing."
-Review Snippet Sources: Yelp
Stucco restoration is a company specialty with Ray personally handling prep work. Prayer Changes Things described having "termite damaged wood, stucco repairs needed, previous holes from old cable/phone cords" all addressed professionally, with the "finished product beyond what we imagined." Ann Archibald praised how they handled "stucco and old eaves problems" noting that "when a couple of unanticipated issues arose, Ray Montgomery ensured they were addressed."
-Review Snippet Sources: Google Reviews
D Brunette provided detailed observations after daily meetings with Chris throughout their exterior project. They noted Chris "runs a tight crew, everyone has the same work values as the owner Ray" and that Chris "ensured everything was being done per his Standards." On the final day, "Chris conducted a walk around with me to ensure everything was done correctly" before Ray himself returned the following day for his own inspection.
-Review Snippet Sources: Google Reviews
Cleanup consistency appears throughout reviews from both platforms. Near Beer noted the "crew was friendly and professional, arrived when scheduled and left the place clean and tidy." Vivian Holland observed workers who were "respectful of my home and belongings." Matt Olson described how "they took the time to thoroughly prep and protect our home before getting started and cleaned up after completion."
-Review Snippet Sources: Google Reviews
Ray maintains direct involvement from estimate through completion. D Brunette observed "the owner Ray is NOT a hands off person, he was here with the crew during the preparation process working as well." Aimee Schabilion praised how "Ray himself came after the windows were installed to do any necessary touch ups" rather than turning his back once his portion was done. D Brunette also noted Ray "called two weeks after the project was completed to ask if there was any concerns."
-Review Snippet Sources: Google Reviews
The company demonstrates expertise with vintage properties. Gloria Rogers hired them for her 1960s home requiring stucco replacement and porch concrete repairs, calling the work "thoroughly professional." Aimee Schabilion had a 1942 home with "original paint and stucco damaged in several spots" and reported "their prep work was amazing inside and out" with crews who "sanded down EVERYTHING" and smoothed every crack in her lath and plaster walls.
-Review Snippet Sources: Google Reviews
The single one-star review from Jack Benjie claimed appointment no-shows. Owner Ray responded professionally that he has "no record of ever having an appointment" with this reviewer and noted this is "my only bad review out of 17 years in business." Ray pointed out the same reviewer left identical one-star reviews for another painting company the same day, with that company also stating "their review was false as well."
-Review Snippet Sources: Google Reviews
Multiple reviews mention return business. April Ghiroli "hired Ray and his team to re-paint my exterior, and they did such an amazing job, I hired them again to paint the interior." Alana Snyder was "so happy with how my house turned out that I hired Montgomery Painting to come back and paint my detached garage." Zena T. White had them "paint the inside of my home when I first purchased it and knew exactly who to call" for the exterior.
-Review Snippet Sources: Google Reviews
Yes. Montgomery Paint Contracting holds California Contractors State License Board (CSLB) License No. 930527, classification C33 (Painting and Decorating). The license was issued on March 28, 2009, and is current and active with an expiration date of March 31, 2027. The company maintains a $25,000 contractor's bond with Hudson Insurance Company (Bond No. 30027175, effective January 1, 2023). The business operates as a sole ownership under owner Raymond Eugene Montgomery Jr.
-Verification Sources: California CSLB at https://www.cslb.ca.gov/OnlineServices/CheckLicenseII/LicenseDetail.aspx?LicNum=930527
Updated: 04-07-2026