VP Sales - East

Safe Software

$150K — $200K *
US-Anywhere
+ 3 other locationsRemote
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8-12 years in sales leadership, specifically building and scaling sales teams in new territories
  • Proven track record in establishing outbound sales pipelines from scratch
  • Experience presenting strategic plans and forecasts to C-level executives
  • Comfortable operating in early stages without established demand generation
  • Deep knowledge of MEDDPICC and a consistent track record as an honest forecaster
  • Player-coach with hands-on deal closing and proactive performance management
  • Strong communication skills.

Responsibilities

  • Recruit, hire, and ramp Account Executives for the Eastern territories
  • Develop outbound sales sequences and identify target accounts
  • Create detailed territory playbooks for various verticals
  • Control the budget for outbound tools and marketing investments
  • Run weekly deal inspections and handle forecast presentations to the CRO
  • Instill disciplined use of MEDDPICC practices in the sales process
  • Coach and develop team performance continuously throughout their ramp periods.

Benefits

  • Fully remote work flexibility
  • Direct hiring authority and budget control
  • Support from CRO and President for quick decision-making
  • Opportunity to build a sales team from the ground up
  • Impactful leadership role shaping company sales strategies.
Full Job Description
  • Location: Fully remote, open to candidates based in Toronto, Canada or anywhere in the USA (preference for Atlanta, GA or Texas).


Safe Software is looking for a VP Sales, East to join our Sales team. As VP Sales, East, you will lead a true 01 build across our Eastern territories - Southeast, Midwest, and Northeast - recruiting and ramping a brand-new pod of Account Executives, standing up an outbound motion where none exists today, and reporting directly to the Chief Revenue Officer and President. This role has real impact: the playbook you write here becomes the operating standard every future regional leader at Safe inherits. We have an immediate opening and are excited to find the right candidate to join our team.

What Youll Be Doing

As VP Sales, East, you will operate at all altitudes - one week personally working a deal to prove the Eastern motion can win, the next defending your forecast number to the CRO. Both are the job.

Territory Build & Outbound Motion
  • Start from a blank map, not an inherited book. Recruit, hire, and ramp junior and senior Account Executives across Eastern territories, building your pod one deliberate hire at a time.
  • Manufacture pipeline that doesnt exist yet. Build the Eastern outbound motion from scratch - sequences, named-account target lists, ICP mapping, and the daily activity cadence that turns cold territory into warm pipeline.
  • Write the playbook by vertical. Develop territory playbooks for the Easts top whitespace verticals - State/Local Government, Utilities, and Energy - each with its own buying process and technical stakeholders.
  • Own the build budget, not just the plan. Recommend and control spend on outbound tooling, data providers, and territory marketing investment - you make the case to the CRO and President, then own the return on it.
Forecast & Pipeline Discipline
  • Own the number, not just the story. Run weekly deal inspection, pipeline generation, and forecast calls, and own the forecast call to the CRO - no surprises, no rounding up.
  • Make MEDDPICC a habit, not a form. Operate MEDDPICC rigorously on every deal, coaching your team to use it as a diagnostic tool rather than a box to check before a forecast call.
  • Translate territory risk into executive language. Brief the CRO and President on territory risk and upside in board-ready terms - not just a pipeline total, but a narrative leadership can act on.
Team Leadership & Coaching
  • Be a player-coach in practice, not just title. Close deals alongside your team, especially during ramp, and re-score each rep against the capability scorecard at 30, 60, and 90 days so coaching is continuous rather than an annual event.
  • Build the feeder bench with BDRs. Partner with the BDR Manager to ensure BDRs are booking qualified meetings for your AEs, and treat that partnership as a shared pipeline problem, not a handoff.
  • Make the hard calls on talent. Performance-manage reps who arent hitting the capability bar, and make the call to exit them when coaching hasnt closed the gap - the pods standard matters more than any one hire.
Leadership & Impact

This is a full build mandate, not a coverage assignment. Youl have direct hiring authority over your AE pod, discretion over territory and vertical prioritization, and budget authority over the tooling and data investments that make an outbound motion possible - plus a standing line to the CRO and President for decisions that would otherwise stall waiting on someone elses calendar.
  • The pod is real, not a headcount plan. A full cohort of Account Executives is hired and ramped, with each rep meeting the 90-day capability bar you set for them.
  • Pipeline exists independent of you. The outbound motion runs on its own cadence - sequences, target lists, and daily activity - without you personally generating every opportunity.
  • The playbook travels. Territory playbooks you write for the East are detailed and durable enough that the next regional leader Safe hires adopts them, in whole or in part, rather than starting over.


Qualifications, Skills, and Competencies

Safers come from a variety of backgrounds with a diversity in skills and knowledge. That said, we find that those who are most successful in this role have experience with the following areas.

Required skills:
  • 8-12 years in sales leadership, including 5+ years building and scaling a sales pod in a greenfield or low-penetration territory, after starting your career as a top-performing Account Executive
  • A track record of building outbound pipeline where none existed before, with full ownership of the territorys hiring, tooling, and go-to-market decisions
  • Experience presenting territory strategy, hiring plans, and forecast risk directly to C-level executives or a President, not just a sales manager
  • Comfort operating without a mature demand-generation engine in the early months, and owning the budget case for building one
  • Deep MEDDPICC fluency and a reputation as a disciplined, honest forecaster under executive scrutiny
  • A player-coach mentality - you close deals alongside your team, especially during ramp, and you performance-manage without hesitation when coaching isnt closing the gap
  • Effective communication skills

Desired skills / Bonus points:
  • Domain depth in geospatial, data integration, government technology, utilities, or infrastructure
  • An existing network across the Southeast, Midwest, or Northeast in State/Local Government or Energy
  • Experience hiring and promoting BDRs into AE roles
  • Familiarity with HubSpot, Gong, or similar outbound sequencing tools
  • Prior ownership of a territory or regional P&L, not just a quota
  • A Bachelors degree in a related field, or equivalent combination of education and experience

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