Director of GTM Systems, Checkr
$240-282k
+ Equity
3+ days a week in office
Automated background checks
Be an early applicant
Automated background checks
1001+ employees
Be an early applicant
$240-282k
+ Equity
3+ days a week in office
1001+ employees
Company mission
To build a fairer future by designing technology to create opportunities for all.
Role
Who you are
- 10+ years experience working with fast paced companies and a proven track record of delivering high-impact, cross-functional projects
- 5+ years of experience leading and developing high-performing technical teams
- Deep architectural thinking: a demonstrated ability to design reliable, cohesive, well-documented systems that scale - not just point solutions
- Deep comprehension of the business motions across Marketing, Sales, and Customer Success, and the judgment to know where technology and AI can move the needle for each
- Hands-on, "AI-first" fluency: experience applying AI tools, agents, and automation to actual GTM workflows
- Experience managing a complex, multi-system GTM tech stack spanning CRM (Salesforce), marketing automation (Marketo, Hub Spot), and enrichment (ZoomInfo, Clearbit, Clay), and sales engagement tools
- Product-owner mentality with a focus on usability, design, and long-term maintainability
- Ability to work cross-functionally to gain consensus from multiple stakeholders and lead major change efforts
- Comfort operating at both altitudes - big-picture strategy and hands-on, in-the-details execution
- An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcome
What the job involves
- Checkr is looking for a strategic leader for its AI-driven GTM transformation
- You are a long-term strategic thinker with a deep architectural mind - someone who understands the business motions of marketing, sales, and customer success to see where AI and systems architecture can fundamentally change how those teams operate
- Checkr is at the forefront of AI experimentation in GTM and has already brought the infrastructure live - with an AI-first sales platform, MCP architecture, and a strong data foundation
- You’ll guide Checkr into the next phase of AI outcomes by bringing the vision for how our entire GTM technology ecosystem evolves, the prioritization of where to focus first, and the drive, clarity, and consistency to deliver real outcomes
- As the Director, GTM Systems, you will report to the VP of Revenue Operations
- Own the GTM systems architecture strategy: Partner with GTM leaders to define and evolve the systems architecture strategy across Sales, Customer Success, Marketing, Business Development, and Solutions Engineering - designing for scale, not just for today
- Lead AI transformation across GTM: Champion the shift toward an AI-first GTM infrastructure. Identify where AI agents, automation, and intelligent workflows can meaningfully change how marketing, sales, and customer success teams operate - from lead-to-cash to renewal and expansion
- Drive scale and optimization: Improving reliability, performance, and adoption of the systems already in place, while identifying the next wave of capabilities to build
- Protect and elevate the data foundation: Ensure data is clean, enriched, and consistently mapped across systems, with the governance and security protocols needed to protect it and make it trustworthy enough to fuel AI models and decision-making
- Align stakeholders and drive clarity: Define the systems architecture strategy to support rapid growth and scaling of our GTM teams
- Manage and develop a high performing team of developers and engineers
Our take
Checkr addresses the unpleasant and time consuming process of background checks so that companies using on-demand employees can make safer, more informed hiring decisions in less time. Background checks are a critical part of the hiring process, and CEO Daniel Yannisse noticed that they were painfully slow, resulting in loss of work for candidates and productivity downturns for employers.
Before Checkr entered the market in 2014 with its innovative AI technology and a solid $50m in venture capital funding, companies were waiting upwards of two weeks for their checks. Checkr substantially reduces this time frame and has grown to receive a $5 billion valuation.
Checkr has accelerated growth by making several highly advantageous acquisitions of competitor companies, GoodHire and Inflection. As the world of work embraces diversity and inclusion, the company announced an end-to-end service for candidates wishing to expunge their criminal records, furthering the company’s ‘fair chance’ mission and clearing 1000s of candidates for free since 2021. New products launched at the end of 2023 include Checkr Pay (providing access to payment right after a shift) and Checkr Onboard (unified onboarding processes), exemplifying how Checkr is keeping pace with a rapidly changing, flexible, and mobile-first workforce.
Freddie
Company Specialist at Welcome to the Jungle
Insights
18% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Sep 2021
$250m
SERIES E
Sep 2019
$160m
SERIES D
Total funding: $555.6m
Company benefits
- Parental leave
- Stock optoins
- Work from home opportunities
- Comprehensive Health Plans | We cover 100% of insurance premiums and offer generous parental and family leave
- Competitive Compensation | We offer competitive salaries and meaningful equity
- A Variety of Food and Snacks | Our culinary team serves a rotating menu for lunch each day, along with unlimited snacks and drinks
- Wellness Programs | We invest in the holistic well-being of every team member through education reimbursements, onsite massages, and physical therapy
- Flexible Paid Time Off | We want you to take the time you need to relax and recharge
- Fitness and Public Transport Reimbursement | We’ll cover your commute and help you stay active with our onsite gym or fitness provider of choice
Company HQ
Financial District, San Francisco, CA
Leadership
Jonathan Perichon
(Co-Founder)After an MSc in Computer Science, Jonathan worked as a Software Engineer at Mogreet and deliv for a combined year and a half. He co-founded Checkr in May 2014, serving as CTO since.
Daniel Yanisse
(Co-Founder & CEO)Daniel worked as a Software Engineer at Mogreet and Deliv before co-founding Checkr.
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