Enterprise Sales Lead

Howard Financial is a full-service back-office solution for companies and entities with bookkeeping, payroll, and bespoke reporting needs that require accuracy, timeliness, and institutional-quality reporting without the burden of full-time staff.

We are an experienced team of bookkeepers and administrators with multiple decades of combined experience across industries allowing companies to focus on their core business while we handle the rest.

Founded in 2023, our team of 60 professionals supports ~40 clients across a diverse range of industries. We recently reached $5M of contracted ARR and are growing rapidly (over 150% MRR growth YTD).

We are now looking for a hungry and entrepreneurial Enterprise Sales Lead to drive new business with growth-stage companies and funds. This is a critical early hire that will help define Howard’s go-to-market motion while working closely with leadership, client teams, and operations.

Responsibilities:

• Drive new business through outbound sales, inbound qualification, and relationship building

• Close high-value deals with startups, funds, and high-net-worth operators

• Collaborate closely with Company leadership on sales strategy, pricing, and growth experiments

• Design and maintain accurate pipeline tracking

• Lead initial onboarding alongside the client delivery team to ensure smooth handoff and client success

• Represent Howard at industry events, conferences, and strategic meetings

• Provide feedback to product, marketing, and operations to continually improve our offering

• Over time, lead effort to build out a scalable sales organization as Howard continues to grow

Driven, competitive, and highly motivated by upside compensation

• Comfortable working in a fast-paced, ambiguous startup environment

• 5+ years of experience in B2B sales, ideally in financial services, SaaS, or consulting

• Proven ability to close 6-figure deals and hit aggressive quotas

• Excellent written and verbal communication skills

• Strong understanding of financial services or comfort selling to CFOs and fund managers

• Experience with CRMs and modern sales tools

• Values culture, ownership, and teamwork

• Join a profitable, fast-growing company and help shape the future
• Work alongside a smart, kind, high-performing team
• Huge upside with uncapped commission and growth opportunities
• Remote-first culture with flexibility and autonomy