Founding Account Executive | TOLA

Native

$125K — $150K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years experience in B2B cybersecurity/cloud security, with 4+ years in the U.S. federal market.
  • Proven track record of closing six- and seven-figure federal deals, especially in a startup context.
  • Expertise in federal procurement and relevant contract vehicles (GSA Schedule, OTAs, etc.).
  • Strong relationships with federal cybersecurity stakeholders such as CISOs and program managers.
  • Solid understanding of federal compliance frameworks (FedRAMP, CMMC, etc.).
  • Ability to navigate the federal sales cycle and fiscal calendar independently.
  • Excellent communication skills to convey technical value effectively.

Responsibilities

  • Build and scale the federal sales program from the ground up.
  • Define strategy, processes, and sales foundations for long-term success.
  • Serve as Native’s primary representative to federal agencies and partners.
  • Collaborate with leadership and technical teams on pricing and compliance strategy.
  • Shape the federal sales playbook to turn initial traction into lasting relationships.
  • Drive full-cycle federal sales from prospecting to closing deals.
  • Facilitate relationships with primes, integrators, and resellers to expand reach.

Benefits

  • Competitive compensation with equity in an early-stage startup.
  • Unique opportunity to establish and lead the federal sales function.
  • Impact on key areas like FedRAMP strategy and federal product direction.
  • Work closely with experienced founders and cybersecurity experts.
  • Flexibility and autonomy to shape the federal market approach.
Full Job Description
Description

As Native's Founding Federal Account Executive, you'll build and own our federal sales motion from the ground up - generating pipeline and closing strategic deals across U.S. federal agencies, including DoD, the Intelligence Community, and civilian departments. This role is about building the federal program from zero - defining the strategy, processes, and foundations for long-term success You'll be the first GTM hire dedicated to public sector and will serve as Native's primary representative to federal customers, prospects, systems integrators, and channel partners

This is a high-ownership role for someone who thrives in ambiguity, knows how to navigate the realities of federal procurement, and understands how to land and expand inside agencies with long, complex buying cycles. You'll work directly with leadership, product, and technical teams to shape federal pricing, contract vehicle strategy, FedRAMP roadmap, partner ecosystem, and a repeatable federal sales playbook -turning early agency traction into durable, multi-year relationships.

Requirements

  • Experience building and scaling a federal sales program from the ground up at an early-stage startup.
  • 7+ years of experience selling B2B cybersecurity or cloud security solutions, with at least 4+ years focused on the U.S. federal market (DoD, IC, and/or civilian agencies).
  • Demonstrated success closing six- and seven-figure deals with federal agencies, ideally at an early-stage or high-growth startup where you helped scale federal revenue from initial traction to meaningful ARR milestones.
  • Deep working knowledge of federal procurement and contract vehicles - GSA Schedule, SEWP V/VI, CIO-SP3/4, ITES-SW2, OTAs, and agency-specific BPAs - and a track record of getting on the right paper to close business.
  • Established relationships with federal CISOs, CIOs, program managers, contracting officers, and key channel partners (e.g., Carahsoft, DLT, immixGroup, Four Inc., Merlin, GuidePoint Federal).
  • Strong understanding of federal compliance frameworks relevant to selling cybersecurity software: FedRAMP (Moderate/High), DoD IL2/IL4/IL5/IL6, FISMA, NIST 800-53/800-171, CMMC, and StateRAMP.
  • Comfort running full-cycle federal sales - prospecting, capture, discovery, technical evaluation, teaming, negotiation, and close - including coordinating with primes, integrators, and resellers.
  • Experience navigating the federal fiscal calendar, end-of-year buying cycles, color of money, and continuing resolutions, and an ability to forecast accurately within that environment.
  • Track record operating independently in high-ambiguity environments; comfortable being the first federal seller and helping define territory, segmentation, and channel strategy.
  • Excellent written and verbal communication; able to translate Native's technical value into outcomes that resonate with mission owners, security leaders, and acquisition stakeholders.
  • Active or eligible-for U.S. security clearance (Secret, TS, or TS/SCI) is a strong plus. U.S. citizenship is required.
  • You actively leverage AI and modern sales tools to prioritize accounts, build capture plans, and engage stakeholders more effectively.

What We Offer

  • Competitive compensation with meaningful early-stage equity.
  • A rare opportunity to be the founding federal seller at a fast-growing cybersecurity startup and to build the federal business from zero.
  • Direct influence on FedRAMP and compliance roadmap, contract vehicle strategy, partner ecosystem, and federal product direction.
  • Close collaboration with experienced founders, security experts, and operators who understand both commercial and federal motions.
  • Flexibility, autonomy, and the chance to build something from the ground up inside the federal market.

Why Join Now?

This isn't just a Founding Federal Account Executive role.

It's a chance to build Native's federal business from zero - owning the strategy, motion, and impact from day one. Let's get to work.

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