JobsJack & Jill

Founding GTM Leader at Trenta

Jack & Jill

The role

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.

She will pick the best candidates from Jack's network.

The next step is to speak to Jack.

Company Description

Trenta is an early-stage startup building the universal intelligence layer for the $200B global audit and advisory industry, led by founders with deep compliance and SaaS expertise.

Job Description

As the founding GTM leader at Trenta, you will build the global sales organization from scratch. You will transform early practitioner enthusiasm into a repeatable revenue engine, landing top-20 audit firms and Fortune 500 accounts. This zero-to-one role offers the chance to define strategy and shape an AI product modernizing a legacy industry.

Location

Remote, USA

Why this role is remarkable

  • Founding member status with meaningful equity and the chance to build a global sales organization from the ground up in a massive $200B market.
  • Proven product-market resonance with existing practitioner endorsements from partners at major firms like Frank Rimerman and RubinBrown, providing a head start on validation.
  • Work directly with serial entrepreneur founders who have deep expertise in IT compliance and a history of building successful SaaS products at companies like Druva.

What you'll do

  • Own the end-to-end go-to-market strategy, landing initial enterprise customers and expanding within top-20 audit firms and Fortune 500 internal audit groups.
  • Build the commercial organization from scratch, including hiring top talent, designing repeatable sales processes, and creating the company's first sales playbook.
  • Partner with the engineering and product teams to translate customer feedback and market insights into features for the next generation of AI-native audit tools.

The ideal candidate

Who are Jack & Jill?

Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.

And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.

How does this work?

  • Holds a professional certification such as a CPA, CISA, or CIA and has experience in client-facing roles at a Big 4 or top-20 audit firm.
  • Demonstrated track record of building revenue from zero as a founding sales hire or within an early-stage B2B SaaS startup environment.
  • Strategic leader capable of navigating high-ambiguity environments, moving from hands-on individual selling to architecting a global sales culture and team.
  • Jack's an AI agent for job searching and career coaching. He works for you.
  • Jill is the AI recruiter working for the company. She recruits from Jack's network.
  • If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.

We never post fake jobs

This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.

Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.

We appreciate this can make them look a bit suspect, but there isn't much we can do about it.

Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.

Founding GTM Leader at Trenta at Jack & Jill · GTM Index