Head of Legal & Compliance

Company shown to members 🔒 · Remote · US, Portugal only

US, Portugal onlySeniorPublished 24 August 2026Check carefully

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
US, Portugal only
Languages
English
Skills and tools
outreach, lead generation, b2b, compliance

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States, Portugal
Employment type
Not stated by the employer
Advertised pay
Not stated by the employer
Experience
Senior
Employer publication date
24 August 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

What is the company all about?

The company's premise is that a lot of the playbooks used by B2B sales teams that worked 5 years ago don't cut it anymore.

In today's environment, sales teams need to have a tremendous amount of information about their prospects to decide when is the best moment and channel to reach out in the most relevant way. You can't do this with 5 different data/sales enablement point solutions that don't share the same data schema and barely communicate with each other. The company is the all-in-one compound solution that enables this.

Our AI-powered sales platform helps B2B companies generate more opportunities thanks to our advanced lead generation engine, hyper-personalized sequencing, omnichannel outreach, and AI-powered smart actions. We are backed by Y Combinator, and we are powering the sales teams at some of the fastest-growing companies in the world like Deel, Moveworks, H1 and Vanta.

Important Notice: Beware of Recruitment Scams

It has come to our attention that there are fraudulent activities targeting job seekers, where individuals are impersonating the company by using fake profiles, domains, and emails.

Please be informed that the company always uses our main domain (the company) for all hiring and recruitment purposes. Any communication or offer not originating from the company email address should be regarded as suspicious.

  • We will never request personal financial information (such as bank account details) during the initial application or interview process.
  • Our hiring process does not involve transferring money or making payments of any kind to secure a position.

The company is not responsible for any loss or damage incurred as a result of job scams or fraudulent activity by third parties misusing our company name.

If you have any doubts about the legitimacy of a job opportunity with the company, please contact our HR department directly.

We advise you to verify the authenticity of any job-related communications claiming to be from the company. If you have any concerns or doubts, please contact us directly through our official channels.

Your security is our priority. Thank you for your vigilance and understanding.

As our Head of Legal & Compliance, you will be the owner of how we handle data, how our dialer and AI calling work, and how we get through enterprise legal and security reviews. This is a build-from-scratch role, and you'll do it as part of the product conversation rather than after it.

The Role

As our Head of Legal & Compliance, you will be the owner of how we handle data, how our dialer and AI calling work, and how we get through enterprise legal and security reviews. This is a build-from-scratch role, and you'll do it as part of the product conversation rather than after it.

What you’ll do

  • Dialer & AI Calling Compliance
  • Own our TCPA position and the state telemarketing statutes that stack on top of it — consent, DNC, call recording, and the disclosure rules around AI-generated voice
  • Partner with Product and Engineering on how consent and suppression are actually enforced in the platform, not just documented
  • Manage a specialist TCPA firm on retainer, deciding what we escalate and what we handle in-house
  • Privacy & Data Sourcing
  • Own the privacy program end to end — GDPR, CCPA/CPRA and the expanding US state patchwork, DSARs, opt-outs and data broker registration
  • Own where our data comes from and on what basis: supplier diligence, lawful basis, legitimate interest assessments, DPIAs and transfer impact assessments
  • Hold the DPO designation and set our approach to AI governance as we ship more agentic features
  • Commercial & Enterprise Legal
  • Draft and negotiate customer and vendor contracts, DPAs and everything around them
  • Own enterprise security and privacy reviews and take them off the critical path of a deal
  • Be the person our customers' counsel talks to, and make that a reason we win rather than a reason things stall
  • Product Partnership
  • Sit in roadmap planning and shape what we build, rather than reviewing it afterwards
  • Turn regulatory constraints into clear product requirements the team can act on
  • Flag what's coming early enough to design for it, and tell the difference between a real constraint and a cautious read that costs us speed

Who you are

  • 8+ years combining law firm and in-house experience, qualified to practise in the US
  • Deep, hands-on privacy experience — GDPR and CCPA/CPRA as tools you've used, not topics you've read about
  • Proven experience advising product and engineering teams, and comfort being in the room when technical decisions get made
  • Track record of building a legal or compliance function from scratch, with the judgment to know what to formalize and what to leave alone
  • Strong, direct communication — much of this job is making regulatory constraints legible to people who don't read statutes
  • Experience in early-stage or high-growth environments, comfortable wearing both strategic and tactical hats
  • TCPA, telephony or dialer regulatory experience is a significant plus; if you don't have it, you should want to own it
  • Background at a sales-tech, B2B data or privacy-tech company, and certifications like CIPP/E, CIPP/US, CIPM or AIGP, are all welcome but not required
  • Experience in Business Analytics, even if in college;
  • Fluent in English

More about the company

  • We are a post-Series A start-up
  • We are backed by YCombinator
  • Fast growing startup with product market fit
  • Founders also created  [link for members]
  • You can listen more about us here:  [link for members]

We offer

  • Nice work environment
  • Competitive Salary
  • Health Insurance
  • Stock Options
  • Annual company offsite in a secret location
  • and more

The company is committed to creating an inclusive employee experience for all.

Regardless of race, gender, religion, sexual orientation, age, disability, or if you’re parenting the next generation of innovators, we firmly believe that what truly matters is how your skills, knowledge and personality fit our company. So bring your best professional version of yourself, and apply - we'd like to hear from you!

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