About DSE
Data Science & Engineering Experts (“DSE”) is a senior-only boutique consultancy and Delaware C-corp serving U.S. regulated financial institutions, including banks, credit unions, insurers, broker-dealers, RIAs, and fintechs. DSE helps clients with AI governance, security, and regulatory compliance across frameworks and obligations such as NIST AI RMF, NIST CSF 2.0, ISO/IEC 42001, the EU AI Act, SR 11-7, GLBA, NYDFS Part 500, SEC Reg S-P, and CCPA/CPRA.
DSE also conducts AI security red-teaming, supports federal contracting opportunities, operates PrivateStack, a private multi-model LLM SaaS platform, and develops proprietary and open-source intellectual property. The company needs a sales leader who can create pipeline, pursue targeted opportunities, and turn market credibility into closed, paid business.
Role Summary
The Fractional Head of Sales / Chief Revenue Officer is DSE’s first dedicated revenue leader. This is a founding-caliber, part-time executive role reporting directly to the CEO and focused on outbound sales, pipeline generation, opportunity advancement, and deal conversion.
This is not an account-management role and not a passive strategy role. The person in this seat must prospect, open doors, qualify demand, run disciplined follow-up, and help move qualified opportunities from introduction through signed agreement and collected revenue. A fractional CRO is generally expected to provide senior revenue leadership on a part-time basis, and the market commonly treats it as flexible executive capacity rather than a standard salaried sales-management job.chiefoutsiders+2
Mandate
- Pipeline Creation – Build qualified pipeline through outbound prospecting, direct outreach, referrals, strategic partnerships, and targeted account development. Sales leadership is fundamentally about producing profitable revenue and building structure around consistent deal flow.revenuegrid+1
- Opportunity Advancement – Own the front end of the revenue process, from identifying targets and initiating conversations to qualifying buyers, handling objections, and moving opportunities forward.
- Commercial Partnership – Work directly with the CEO to position DSE’s services, sharpen messaging, improve conversion, and increase speed to close.
- Equity Stakeholder – Operate as a revenue owner whose incentives are directly tied to DSE’s commercial success through equity and success-based compensation.
Key Responsibilities
Pipeline Generation and Outbound Sales
- Build and manage a target account list across regulated financial institutions, fintechs, strategic partners, and federal-adjacent opportunities.
- Conduct disciplined outbound activity through email, LinkedIn, introductions, partnerships, events, and direct prospecting.
- Generate qualified meetings and sales opportunities with decision-makers in risk, security, compliance, AI governance, technology, and executive leadership functions.
- Develop repeatable outreach messaging, sequences, and sales motions tailored to DSE’s market and buyer personas. Startup lead-generation guidance commonly emphasizes specific targeting, clear buyer focus, and repeatable campaigns rather than broad untargeted outreach.getdatabees+2
Deal Development and Closing Support
- Qualify opportunities based 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 through the sales cycle.
- Work closely with the CEO and legal support to help move deals from interest to signed agreement and collected revenue.
- Maintain visibility into pipeline stage, next steps, blockers, close probability, and expected timing.
Go-to-Market and Revenue Discipline
- Help refine DSE’s positioning, service packaging, and value proposition for regulated financial institutions and adjacent markets.
- Identify which offers, messages, and channels generate the strongest commercial traction, then double down on those patterns.
- Recommend improvements to pricing, packaging, offer structure, and sales materials based on direct market feedback.
- Create enough sales process discipline that DSE can scale pipeline generation without depending on ad hoc founder effort alone. Sales-team structure guidance for startups consistently stresses clearly defined revenue roles and process clarity as a prerequisite to scale.york+2
Partnership and Channel Development
- Source and cultivate referral partners, strategic alliances, teaming opportunities, and channel relationships that can create qualified revenue opportunities.
- Identify complementary firms, consultants, and platform partners that can open access to regulated buyers.
- Support partnership discussions through initial outreach, relationship development, and opportunity qualification.
Required Qualifications
- 8+ years of B2B sales experience, with meaningful time in enterprise sales, consultative sales, business development, or revenue leadership roles.
- Demonstrated success generating net-new pipeline through outbound prospecting rather than relying mainly on inbound leads or account expansion.
- Experience selling complex services, technology, or solutions into regulated industries, preferably financial institutions, fintechs, insurers, or adjacent enterprise environments.
- Strong executive presence and the ability to speak credibly with CEOs, CISOs, compliance leaders, legal teams, procurement stakeholders, and technology buyers.
- Ability to operate independently, build structure from scratch, and manage a disciplined pipeline without a large support organization.
- Willingness and ability to engage as an independent contractor (1099) on an equity-plus-success-fee basis, without a guaranteed base salary or fixed monthly retainer.
Preferred Qualifications
- Experience selling cybersecurity, compliance, AI governance, SaaS, consulting, or risk-management services.
- Experience 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 that can accelerate early conversations.
- Familiarity with federal contracting, teaming, or public-sector opportunity development.
Pay: $85,695.27 - $103,202.90 per year
Application Question(s):
- Have you closed at least 10 B2B deals in the last 3 years where you found the lead yourself and led the sale from first call to signed contract?
- Have you sold services or software to banks, credit unions, insurers, broker‑dealers, RIAs, or fintechs before?
- Are you willing to work on a 1099, commission‑only basis (no base salary), with extra upside from equity if the company grows?
- Can you commit at least 10 hours every week to finding new leads, booking meetings, and helping close deals for this company?
Ability to Commute:
- Atlanta, GA 30350 (Preferred)
Willingness to travel:
Work Location: Hybrid remote in Atlanta, GA 30350