§ Careers · open engagement·independent contractor · Atlanta · hybrid

Fractional Head of Sales / CRO

Independent contractor Equity + success-fee Fractional Atlanta · hybrid Founding revenue leader

DSE's first dedicated revenue leader — a founding-caliber, part-time executive engagement reporting to the CEO, not an account-management seat or a passive strategy role. This person prospects, opens doors, qualifies demand, runs disciplined follow-up, and moves qualified opportunities from intro through signed agreement and collected revenue. It is the front end of the revenue process, owned end to end.

Compensation is tied to commercial success: an equity grant plus success-based commission on the revenue the role sources. There is no fixed base salary or retainer.

Apply for this engagement written services agreement · 1099 independent contractor · first call is 30 min with the CEO
§ Please read first·engagement classification

This posting describes an independent contractor engagement, not an offer of employment. The selected individual will enter into a written services agreement with DSE as a self-employed independent contractor (1099). No employer-employee relationship, base salary, or employee benefits are created by this posting or any subsequent agreement.

§ About DSE·where this revenue function sits

A senior-only boutique with a real market to open

Revenue is currently driven directly by the CEO. This engagement is DSE's first dedicated revenue leader.

Data Science & Engineering Experts, Inc. ("DSE") is a senior-only boutique consultancy and Delaware C-corp that prepares US regulated financial institutions — banks, credit unions, insurers, broker-dealers, RIAs, and fintechs — for AI governance, security, and regulatory compliance across NIST AI RMF, NIST CSF 2.0, ISO/IEC 42001, the EU AI Act, SR 11-7 model risk management, GLBA, NYDFS Part 500, SEC Reg S-P, and CCPA/CPRA. DSE's practitioners run hands-on AI security red-teaming and deliver audit-readiness engagements — DSE prepares clients for audit; it does not certify.

Beyond consulting, DSE is active in federal contracting, operates PrivateStack (a private multi-model LLM SaaS platform), and authors open-source IP — including mcp-warden and conclave. That is the commercial surface this engagement sells into from day one: high-trust, high-stakes buyers who need exactly what DSE delivers and rarely hear from a credible seller who speaks their language.

§ The mandate·own the front end of revenue

A founding revenue role, not an account desk

Four pillars run through the engagement, all pointed at the same outcome: qualified pipeline that converts into signed, collected revenue.

Pipeline creation. Build qualified pipeline through outbound prospecting, direct outreach, referrals, strategic partnerships, and targeted account development — generating demand rather than waiting for it.

Opportunity advancement. Own the front end of the revenue process: identify targets, initiate conversations, qualify buyers, handle objections, and move opportunities forward toward a signed agreement.

Commercial partnership. Work directly with the CEO to position DSE's services, sharpen messaging, improve conversion, and increase speed to close.

Equity stakeholder. Compensation is tied directly to DSE's commercial success through equity and success-based pay. This is a revenue owner's stake, with the mindset and urgency that come with it.

§ Key responsibilities·four surfaces

What the engagement owns

The role owns demand generation and deal progression end to end. In practice that breaks down into four surfaces.

a · Pipeline generation & outbound

Build and work the target list

Build and manage a target account list across regulated financial institutions, fintechs, strategic partners, and federal-adjacent opportunities; run disciplined outbound via email, LinkedIn, intros, partnerships, and events; generate qualified meetings with decision-makers in risk, security, compliance, AI governance, technology, and executive leadership; and develop repeatable outreach messaging, sequences, and sales motions tailored to DSE's buyers.

b · Deal development & closing support

Move interest to collected revenue

Qualify opportunities on budget, urgency, buyer fit, regulatory need, and likelihood to close; lead or support discovery calls, proposal shaping, objection handling, follow-up, and commercial progression; work with the CEO and legal support to move deals from interest to signed agreement and collected revenue; and maintain visibility into pipeline stage, next steps, blockers, close probability, and timing.

c · Go-to-market & revenue discipline

Find what converts, then scale it

Refine positioning, service packaging, and value proposition for regulated FIs and adjacent markets; identify which offers, messages, and channels drive traction and double down on them; recommend pricing, packaging, offer-structure, and sales-material improvements from market feedback; and build enough process discipline to scale pipeline beyond ad hoc founder effort.

d · Partnership & channel development

Open doors through partners

Source and cultivate referral partners, strategic alliances, teaming, and channel relationships; identify complementary firms, consultants, and platform partners that open access to regulated buyers; and support partnership discussions through outreach, relationship development, and qualification.

§ Qualifications·capability-based

Who is immediately effective

Required qualifications are non-negotiable; preferred qualifications shorten the ramp.

Required

Non-negotiable

  • 8+ years of B2B sales, with meaningful time in enterprise sales, consultative sales, business development, or revenue leadership.
  • Demonstrated success generating net-new pipeline through outbound prospecting — not mainly inbound or account expansion.
  • Experience selling complex services, technology, or solutions into regulated industries — preferably financial institutions, fintechs, insurers, or adjacent enterprise.
  • Strong executive presence — credible with CEOs, CISOs, compliance leaders, legal teams, procurement, and technology buyers.
  • Ability to operate independently, build structure from scratch, and manage a disciplined pipeline without a large support org.
  • Willing to engage as a 1099 independent contractor on an equity-plus-success-fee basis, with no guaranteed base salary or fixed monthly retainer.
Preferred

Shortens the ramp

  • Selling cybersecurity, compliance, AI governance, SaaS, consulting, or risk-management services.
  • Selling to banks, credit unions, broker-dealers, RIAs, insurers, or fintechs.
  • Prior startup, boutique, or fractional CRO / Head of Sales experience.
  • Existing relationships in regulated financial-services markets.
  • Familiarity with federal contracting, teaming, or public-sector opportunity development.
§ Screening·answer these in your first note

Four questions that tell us fast

These four questions are how we screen. A clear yes — with specifics — moves the conversation forward quickly.

Self-sourced closing
Have you closed at least 10 self-sourced B2B deals in the last 3 years, leading each from the first call through to a signed contract?
Regulated-buyer experience
Have you sold services or software to banks, credit unions, insurers, broker-dealers, RIAs, or fintechs?
Compensation-model fit
Are you willing to work 1099, commission-only with no base salary, in exchange for equity upside?
Weekly commitment
Can you commit at least 10 hours a week to finding leads, booking meetings, and helping close?
§ Compensation·structure, disclosed in good faith

No base salary. A real stake instead.

Compensation is disclosed as a structure, not a number. All terms are negotiated individually and set in a written services agreement.

Compensation: This is a 1099 independent contractor engagement with no fixed base salary or retainer. Compensation consists of: (1) an equity grant in DSE (subject to vesting and Board approval, with the range negotiated individually); and (2) success-based commission / origination fees on the revenue the role sources, payable as DSE collects revenue. All terms are negotiated individually and memorialized in a written services agreement. No compensation is earned until a signed agreement is in place.

Component 1 · Equity

Equity grant

An equity stake in DSE, subject to a vesting schedule and Board approval. The grant is documented in a board resolution and reflected in the cap table. The size of the grant is negotiated individually in the services agreement.

Component 2 · Success fee

Commission / origination fee

Success-based commission or an origination fee on the revenue the role sources, paid as DSE collects — never on signature alone. The rate and qualifying terms are negotiated individually in the services agreement.

Commitment & logistics

Part-time and fractional, with a minimum commitment of 10 hours per week. Based in Atlanta, GA on a hybrid basis and remote-capable, with roughly 25% travel for client meetings, partner conversations, and events.

Engagement classification

Independent contractor (1099). DSE does not provide employee benefits. The engagement is governed by a written services agreement executed before commencement; nothing is earned until that agreement is signed.

§ How to engage·direct, no recruiter screen

Apply for the engagement

This is an equity-plus-success-fee founding revenue engagement, not a paid-retainer relationship. The right candidate is motivated by a meaningful stake and a path to cash as DSE grows.

Send a brief introduction. Please include: (1) a short note on why DSE's market — AI governance and security for regulated financial institutions — fits your background; (2) two or three representative deals you personally sourced and closed, ideally in regulated or enterprise markets; and (3) confirmation of your willingness to engage on a 1099, commission-only basis with equity upside and no base salary. A résumé or LinkedIn profile is welcome but not required in the first message. First conversations are 30 minutes with the CEO — direct, no committee, no recruiter screen.

Apply by email hiring@thedataexperts.us · subject line: Head of Sales / CRO — [Your Name]

By submitting your information, you acknowledge that DSE will process your personal data for recruiting and evaluation purposes in accordance with our Applicant Privacy Notice.
Reasonable accommodation: if you require a reasonable accommodation to participate in the application or engagement-inquiry process, please contact hiring@thedataexperts.us. Any background checks would occur later in the process and in compliance with applicable fair-chance laws.

§ Equal opportunity·and how we engage

An equal opportunity organization

DSE is an equal opportunity organization. We engage contractors and vendors without regard to race, color, religion, sex, gender identity or expression, sexual orientation, national origin, disability, protected veteran status, age, or any other characteristic protected by applicable law.

Independent contractor status and an equity-plus-success-fee compensation structure are defining terms of this engagement. This page describes an independent contractor engagement, not employment; it does not create an employer-employee relationship, base salary, or employee benefits, and is not an offer or a contract. Compensation terms are disclosed in good faith and are negotiated individually in a written services agreement.