Full-Time

Director of Customer Success

Updated on 9/3/2026

Shopmonkey

Shopmonkey

201-500 employees

Cloud-based auto repair shop management software

Compensation Overview

$180k - $215k/yr

+ Equity + Company stock options

California, USA + 1 more

More locations: Texas, USA

Remote

Category
Customer Experience & Support (1)
Required Skills
Sales
Inventory Management
Product Management
Data Analysis

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Requirements
  • At least 10 years of experience in B2B software-as-a-service customer success.
  • At least 5 years of experience in a people-management role overseeing small and medium-sized business, mid-market, and enterprise accounts.
  • The ability to build, mentor, and scale high-performing teams.
  • The ability to leverage customer health scores, usage metrics, and retention data to proactively manage risk.
  • Strong verbal, written, relationship-building, and executive presentation skills.
Responsibilities
  • Lead and mentor a team of small and medium-sized business, mid-market, and enterprise Customer Success Managers.
  • Establish clear key performance indicators, target account health metrics, and growth objectives for the team.
  • Drive net retention rate and gross revenue retention, reduce logo churn, and identify expansion opportunities alongside the Sales and Account Executive team.
  • Collaborate with Sales leaders, Product Managers, and Support leaders to ensure a seamless customer journey and positive customer experience.
  • Use data and analytics to track team performance, customer health, and engagement strategies.
  • Develop and refine Customer Success Manager playbooks for onboarding, account reviews, risk mitigation, and expansion tailored to multi-shop operators.
  • Partner with Product and Engineering teams to communicate the workflow needs of large automotive repair operations.
  • Prepare a 30-, 60-, and 90-day plan outlining key milestones, strategies, and goals for onboarding and team development.
Desired Qualifications
  • Experience in automotive technology, field service management, point-of-sale systems, inventory management, or vertical software as a service is strongly preferred.

Shopmonkey is a cloud-based, all-in-one software platform for auto repair shops. It helps shops manage jobs, estimates, purchase orders, and parts inventory, and includes VIN lookup and parts ordering. The product is a subscription service accessed online and can sync with QuickBooks. It also offers customer communication, digital inspections, appointment scheduling, and secure payments, with a goal of helping shops run more efficiently and grow profitability.

Company Size

201-500

Company Stage

Series C

Total Funding

$110M

Headquarters

San Jose, California

Founded

2016

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Simplify Jobs

Simplify's Take

What believers are saying

  • Shopmonkey won the 2025/26 Cloud Awards Best SaaS for SMBs in January 2026.
  • Affirm became a default payment method for Shopmonkey merchants in June 2025.
  • RoadSync's February 2026 integration accelerates cash collection for tow and repair shops.

What critics are saying

  • Shopmonkey's careers page shows zero openings on August 25, 2026.
  • Affirm underwriting changes already affect financing availability for end customers in 2026.
  • Tekmetric, CCC, and Reynolds and Reynolds can bundle adjacent tools by 2027.

What makes Shopmonkey unique

  • Shopmonkey unifies repair orders, payments, messaging, and inventory in one workflow.
  • Affirm and RoadSync embed financing and reconciliation directly into Shopmonkey payments.
  • Q1 2026 releases added CRM, e-signatures, purchase orders, and inventory controls.

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Benefits

Flexible scheduling

Health, dental, vision & wellness

Home office perks

401k

Equity

Flexible PTO

Career growth

Self development

Social & charity events

Growth & Insights and Company News

Headcount

6 month growth

13%

1 year growth

1%

2 year growth

0%
Fintech.ca
Jun 25th, 2025
Shopmonkey Adds Affirm to Offer Flexible Financing for Auto Repairs

Cloud-based auto shop management platform Shopmonkey has partnered with Affirm to offer pay-over-time financing options to customers across the U.S. and Canada.

PYMNTS
Nov 8th, 2024
Yelp To Expand Services Advertising Revenues With Repairpal Acquisition

Local business information platform Yelp plans to acquire auto services platform RepairPal for about $80 million in cash.The acquisition is expected to close by the end of the year, subject to customary closing conditions, Yelp said in a Thursday (Nov. 7) press release.The company announced the planned acquisition in an earnings release that also said that Yelp’s advertising revenues in its Services categories rose 11% year over year to reach a record $228 million in third quarter. This contributed to the company’s net revenue rising 4% to a record $360 million.“As we continue to build on our progress in Home Services, we believe RepairPal will accelerate our broader Services efforts by expanding our offerings in the multi-billion-dollar U.S. auto services advertising vertical,” Yelp Co-founder and CEO Jeremy Stoppelman said in the release.The company said in a Thursday letter to shareholders that the acquisition will add RepairPal’s deep knowledge of auto repairs and pricing and its partner network to Yelp’s large consumer audience and its expertise in search engine optimization, search engine marketing and artificial intelligence.This will bolster Yelp’s efforts in the Services categories, including the auto services advertising vertical from which the company derived $90 million of annualized revenue in the third quarter, according to the letter.The strong performance of Yelp’s Services category came at a time when its Restaurants, Retail and Other categories “faced ongoing headwinds,” Yelp Chief Financial Officer David Schwarzbach said in the Thursday press release.“Our planned acquisition aligns with our capital allocation strategy and demonstrates our ability to deploy balance sheet capital to support our business strategy,” Schwarzbach said.RepairPal’s online platform and mobile app assist drivers in selecting certified auto repair shops and dealerships within their vicinity, PYMNTS reported in February.The platform provides estimates for common repairs tailored to location and vehicle make/model, helping customers to avoid overpriced service costs.IT and digital support infrastructure have been increasing in the auto repair market in North America, which is a market in which over 70% of the businesses are single-owner shops, Jeff Haynie, chief technology officer at auto repair shop management platform Shopmonkey, told PYMNTS CEO Karen Webster in an interview posted in December 2022

PYMNTS
Apr 10th, 2024
Serviceup Adds Expedited Payment Processing To Auto Repair Shop Platform

ServiceUp added an expedited payment processing feature to its auto repair shop management platform.The new InstaPay feature ensures that auto repair shops receive their money within 48 hours of completing the repairs, the company said in a Wednesday (April 10) press release.InstaPay is available to repair shops that are part of the ServiceUp repair network or collaborate directly with ServiceUp’s fleet and insurance customers, according to the release.“With InstaPay, we aim to streamline the payment process, allowing repair shops to focus on what they do best — providing exceptional repairs to their customers,” ServiceUp Chief Product Officer Kunal Rupani said in the release.The solution is designed to improve repair shops’ efficiency and cash flow by eliminating the need for them to chase down late or missed payments or wait the typical net payment terms of 30 to 60 days to receive payments, according to the release.For ServiceUp’s fleet and insurance customers, InstaPay helps build stronger relationships with repair shops by ensuring timely payments, the release said.“InstaPay is just the beginning of our journey toward revolutionizing the automotive repair industry, and we’re excited to continue pushing boundaries and driving positive change,” Rupani said in the release.ServiceUp was founded in 2021 to connect customers to advocates who manage the entire auto repair process.“By creating an end-to-end, fully automated experience, ServiceUp has taken away the headache of car repair for thousands of customers,” Brett Carlson, co-founder and CEO of ServiceUp, said in September 2022 when announcing that the company secured $14.5 million in Series A funding.Customer experience is now shaped by smartphone expectations, so it’s mission critical for auto repair shops to have a unified platform that handles everything from scheduling to payments, Jeff Haynie, chief technology officer at auto repair shop management platform Shopmonkey, told PYMNTS’ Karen Webster in an interview posted in December 2022.“At the end of the day, a shop is really about hours and productivity around how they get customers in and out,” Haynie said. “It’s an operationally efficient business.”

New Products Digest
Jul 24th, 2023
AutoTechIQ announces integration with ShopMonkey

New Products Digest is excited to add the integration with ShopMonkey to its already significant library of integrations.

New Products Watch
Jul 24th, 2023
AutoTechIQ announces integration with ShopMonkey

New Products Watch is excited to add the integration with ShopMonkey to its already significant library of integrations.