Director of Sales

FlowhubMiami, FL
$110,000 - $240,000Onsite

About The Position

The Director of Sales leads the sales floor, coaching Account Executives and Market Partners against quota and full-funnel metrics. This role involves owning forecast accuracy and pipeline quality, building sales playbooks and objection-handling frameworks, and ensuring new hires become productive quickly. The Director will partner with RevOps and Marketing on attribution and funnel efficiency, and represent Flowhub in the field by attending trade shows, running demos, and visiting dispensaries. Additionally, this role involves partnering with the People Team to recruit and hire sales talent. The position requires leading from the front, coaching with evidence, forecasting honestly, building effective sales plays, and taking initiative to address gaps. It is an on-site role at the Coconut Grove HQ in Miami, five days a week.

Requirements

  • At least 2 years managing or leading a team.
  • B2B SaaS or payments sales background.
  • Experience closing deals and building pipelines.
  • Ability to turn reps into performers.
  • Experience building pipelines and fixing what's broken without waiting for direction.
  • Ability to coach from the front and model the move.
  • Ability to coach with evidence and measurably improve rep performance.
  • Ability to forecast honestly and inspect pipeline.
  • Experience creating playbooks, objection handling, and ramp programs.
  • Ability to move without permission and close gaps.
  • On-site presence at Coconut Grove HQ five days a week.
  • Comfortable in Salesforce and modern sales-engagement tooling (Outreach or similar).
  • A manager's operating system with tight pipeline management, disciplined 1:1s, and CRM adoption.
  • Strong coaching instincts to develop reps rather than just monitoring activity.
  • Ability to model the motion, jump into a live deal, and earn team respect.
  • Data-driven approach to the funnel, reading conversion, coverage, and cycle time to change behavior.

Nice To Haves

  • Experience in payments, POS, or merchant services.
  • Experience building enablement or onboarding programs.
  • Experience selling into retail, hospitality, or another high-volume, multi-location market.

Responsibilities

  • Coach Account Executives and Market Partners against quota, conversion rates, pipeline coverage, and forecasting accuracy.
  • Run 1:1s and deal reviews to lift win rates and shorten cycle time.
  • Develop the Sales Team Lead and front-line reps into future leaders.
  • Own forecast accuracy and pipeline quality, ensuring genuine forecasts.
  • Hold reps accountable for outbound generation, not just inbound leads.
  • Run regular inspections to identify and address issues before they impact the quarter.
  • Build and implement playbooks, objection-handling frameworks, and sales motions.
  • Own onboarding and ramp programs to ensure new hires become productive quickly.
  • Partner with RevOps and Marketing on attribution, campaign performance, and funnel efficiency.
  • Identify and close gaps across the sales process without waiting for direction.
  • Represent Flowhub in the field by attending regional trade shows, running live demos, meeting prospects, and visiting dispensaries at least once a month.
  • Partner with the People Team to recruit, interview, and hire Account Executive and Market Partner talent.

Benefits

  • Medical insurance
  • Dental insurance
  • Vision insurance
  • Life insurance
  • Disability insurance
  • 401(k)
  • Unlimited PTO
  • Paid holidays
  • Meaningful equity in a profitable, well-funded company
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