Head of Compliance and Regulatory Affairs
Parabolic Auto
Chicago, IL · Posted September 14, 2026
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About the job
Head of Compliance and Regulatory Affairs
### **About Parabolic Auto**
Parabolic Auto is modernizing one of the last analog industries in consumer finance. We partner with car dealerships to deliver smarter F&I and aftermarket solutions — making car ownership more affordable for everyday buyers through flexible, transparent payment options. We're a venture-backed SaaS startup moving fast, and we're building the infrastructure that the auto industry has needed for decades.
### **Description**
**Head of Compliance & Regulatory Affairs Parabolic Auto | Chicago, IL | Full-time**
**About the Role**
Parabolic Auto sits at the intersection of two heavily regulated industries: telecom-based consumer outreach on behalf of auto dealership partners, and the sale of Vehicle Service Contracts (VSCs). We're a growing, venture-backed team, and this is our first dedicated compliance/legal hire. You'll own the two areas of regulatory risk that could functionally end the company if mismanaged, while also serving as our in-house point person for contracts, advertising review, security compliance, and day-to-day legal questions.
This is a high-autonomy, high-trust role. You'll report directly to the CEO, have real authority to say "we can't do that" and be heard, and will build the compliance function's processes largely from scratch.
**Core Responsibilities**
**1\. Telecom & Consumer Communications Compliance (TCPA / A2P 10DLC)**
● Own end-to-end compliance for SMS, email, and outbound calling to dealer end-customers, including right-to-contact documentation, consent management, and data handling from dealer DMS feeds
● Manage and audit our A2P 10DLC registration process (numbers registered under dealer EINs), carrier relationships, and campaign vetting
● Monitor call center agent scripting, disclosures, and call handling for TCPA/FCC compliance
● Track evolving FCC, TCPA, and carrier (T-Mobile/AT&T/Verizon) policy changes and translate them into internal process updates
● Build and maintain an audit trail / compliance monitoring program so we can demonstrate continuous compliance, not just point-in-time compliance
**2\. Vehicle Service Contract (VSC) Regulatory Compliance**
● Track state-by-state VSC regulations, required licenses, registrations, and filings; maintain a live compliance matrix across all states we operate in
● Manage renewals, new-state registrations, and any required surety bonds or financial filings
● Liaise with distribution partners/administrators (e.g., APCO, Zurich, JM&A, GSFS) on shared regulatory obligations
● Flag regulatory risk in new product lines or state expansions before launch
**3\. Contract Review**
● Review and negotiate dealer program agreements, distribution/administrator agreements, vendor contracts, and data security addenda
● Manage clawback provisions, indemnification language, and other recurring deal terms ● Build templates and playbooks so routine contracts move faster without founder involvement
**4\. Advertising & Marketing Review**
● Review consumer-facing marketing, scripts, and disclosures for compliance with FTC, state insurance advertising rules, and dealer brand/OEM trademark guidelines **5\. SOC 2 & Security Compliance**
● Own the SOC 2 audit process (or equivalent), working with engineering/ops to maintain controls and evidence
● Serve as the point of contact for partner security questionnaires and data security addenda
**6\. General Compliance & Legal**
● Serve as the first point of contact for legal/compliance questions across the company ● Know when to handle something in-house vs. escalate to outside counsel, and manage those outside counsel relationships efficiently
**What We're Looking For**
● 5+ years in a compliance, regulatory affairs, or legal role, ideally with direct exposure to TCPA/telecom marketing compliance **and/or** insurance or F&I regulatory compliance ● Comfort working state-by-state regulatory matrices, not just federal frameworks ● Experience at a small or venture-backed company, or otherwise demonstrated ability to operate without a large support team
● Strong contract review/negotiation skills
● SOC 2 or security compliance exposure is a plus, not a hard requirement ● JD/bar admission is a plus but not required if the candidate has strong regulatory/compliance depth