Head of Sales

Approvely, Inc; Boca Raton (FL); On-site; USD 180,000 - 320,000; Full time

Benefits offered by this job

Medical coverage

Vision care

Paid holidays

Discretionary Time Off (DTO)

Equipment provided

Job summary

Approvely, Inc. in Boca Raton seeks an ambitious executive to transform the commercial engine from founder-led to scalable, with a personal quota and hands-on six-month ramp. You will sit on the leadership team, guiding pricing, product direction, and market strategy, with potential progression toward CRO or President as the company grows.

You will own revenue, build standard playbooks, and later scale the team while bridging market feedback to Product, Engineering, and Marketing.

Qualifications

• Deep payments knowledge incl merchant acquiring, PayFac, sponsor banks or embedded finance.
• Experience scaling a fintech/payments startup in early growth stages.
• Able to navigate complex deals with legal, API integrations and compliance.
• Proven track record building relationships with customers, partners and processors.
• Strong operational capability to work with enablement and support teams.

Responsibilities

• Own the Revenue: drive complex B2B payments deals to close while shaping strategy.
• Build the Infrastructure: create lead-to-close processes, CRM workflows, and KPIs.
• Scale the Team: recruit and onboard first Account Executives and Account Managers.
• Cross-Functional Feedback: translate market insight into product and engineering input.

Skills

Payments domain expertise

Startup scale experience

Commercial acumen

Industry reputation

Cross-functional collaboration

Deal negotiation experience

Job description

Boca Raton, United States

The Opportunity

We are looking for a true builder to transform our commercial motion from founder-led to a predictable, scalable B2B commercial engine. This is a high-leverage executive track position and you will sit on the leadership team as a close strategic partner to the CEO, influencing product strategy, pricing, and market direction. The role is designed to scale into a broader executive seat (such as CRO or President) as the company expands.

What You’ll Do

The first six months are intentionally hands-on. You will carry a personal quota and directly close complex, high-touch deals while architecting our commercial blueprint from scratch.

1. Own the Revenue: Take over strategic in-process relationships and independently drive complex B2B payments infrastructure deals to the finish line.
2. Build the Infrastructure: Design and implement our standard lead-to-close methodology, CRM workflows, forecasting disciplines, and sales KPIs.
3. Scale the Team: Once the pipeline and playbooks support expansion, recruit, hire, and onboard your first high-performance Account Executives and Account Managers.
4. Cross-Functional Feedback: Act as the critical bridge between the market and internal teams, giving Product, Engineering, and Marketing actionable feedback based on real-world customer interactions.

Requirements

What We Are Looking For

1. Strict Payments Domain Expertise: You must have deep experience within merchant acquiring, payment gateways, PayFac structures, the sponsor bank ecosystem, or embedded finance. You understand processing economics, residual models, interchange, and payment underwriting.
2. The Early-Stage Startup Scrappiness: You have previously helped scale a payments or fintech startup through rapid early growth. You thrive in fast-moving, collaborative environments and enjoy building systems rather than inheriting them.
3. High Commercial Acumen: You easily navigate complex deal dynamics involving legal negotiations, technical API integrations, and sponsor bank compliance frameworks.
4. Unshakeable Industry Reputation: You build genuine relationships with customers, partners, processors, and compliance teams.
5. A dependency on large support, enablement, or operations teams to get things done.
6. An excessively corporate, bureaucratic mindset that waits for direction or protects ego over outcomes.

Are You Ready to Build?

If you are a fiercely ambitious, payments-fluent sales executive who wants the autonomy, accountability, and financial upside of scaling a powerhouse commercial engine from the ground floor, let’s talk.

Medical Coverage

Provider: UnitedHealthcare | Plan: Choice Plus Gold (POS). Our medical plan offers a robust network with flexibility and access to comprehensive care both in and out of network. Provider: Beam Benefits | Plan: SmartPremium Plus

Vision Care

Clear vision is essential. Our plan uses the VSP network to keep out-of-pocket costs low for annual hardware and exams.

Other Benefits

Paid Holidays. All company-observed U.S. banking holidays as designated by the company. Discretionary Time Off (DTO). DTO is non-accrual and does not create earned vacation balances. Unused DTO is not paid upon separation. Business Expenses. Reimbursement of reasonable business expenses incurred in the performance of duties, in accordance with company policies. Equipment and Tools. The company provides a laptop and necessary equipment to perform duties.