Sales Director

Wayflyer

$125K — $150K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in revenue management or similar roles
  • Proven track record of leading and scaling teams
  • Experience in building sales processes and frameworks
  • Strong analytical skills with the ability to identify performance trends
  • Background in eCommerce and revenue-based financing is a plus

Responsibilities

  • Own and drive the revenue growth strategy for the Charlotte office
  • Lead and manage performance across Account Executive and BDR teams
  • Analyze revenue data to proactively address underperformance
  • Develop scalable sales processes to support growth
  • Enhance Wayflyer's regional visibility and presence
  • Collaborate with cross-functional teams including underwriting, product, and marketing
  • Foster a high-performance culture and set the tone as the senior leader in Charlotte

Benefits

  • 25 days of paid time off plus public holidays
  • Private healthcare and life insurance coverage
  • 401(k) retirement plan
  • Equity opportunities in the company
  • Generous parental leave policy
  • Flexibility to work abroad 60 days a year
Full Job Description
The challenge

Our Charlotte office is scaling fast, and fast growth without the right structure just creates bigger problems, faster. We need someone to take ownership of revenue across our Account Executive and BDR teams, build scalable processes, and become the senior voice that makes Wayflyer impossible to ignore in the region.

What you'll actually do
  • Own the revenue growth strategy for Charlotte and lead the team locally to execute on this
  • Run performance across our revenue teams, setting a high bar and exceeding it
  • Analyse revenue and attainment data closely enough to catch underperformance before it becomes a pattern
  • Build the sales processes and frameworks that will enable our next phase of growth
  • Help to build and elevate Wayflyer's profile in the region
  • Work closely with underwriting, product, partnerships, finance, and marketing, because revenue doesn't operate in a silo
  • You'll have second line management responsibility, and you'll build a culture where high performance is the norm, not the exception
  • Set the tone for the Charlotte office as our most senior leader on the ground

What this role could turn into

Our leaders who've built regional revenue engines from the ground up have gone on to take on broader revenue leadership remits, or helped shape our GTM strategy company-wide. Charlotte is early enough that this role will keep growing alongside the office - the ceiling here isn't fixed.

Who thrives here

Someone who wants to build, not maintain. You'll need to care as much about the people on your team as the numbers on your dashboard, because scaling an office means scaling humans, not just processes. You're confident making decisions independently and know when to loop in the wider business. If something's not working, you fix it before anyone asks you to.

We hire for range

We're less interested in a specific title history and more interested in trajectory: have you taken a revenue function from scrappy to scaled before? Ideally you've led across more than one function (BDR, AE, or CS), managed both ICs and other managers, and owned a P&L. Bonus if you've scaled an office or region from the ground up, or if you understand eCommerce and revenue-based financing well enough to spot an opportunity before a competitor does.

Location and working policy

Charlotte, NC Hybrid (3-4 days per week in the office)

The good stuff

25 days off, plus public holidays. Private healthcare, life insurance, and 401k. Equity - because you should own a piece of what you're building. Generous parental leave for primary and secondary caregivers. 60 days a year to work abroad from wherever you want.

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