Key Account Director, Small City (East)

US Remote Aerospace Full-time Posted Oct 21, 2026
Apply on Skydio (opens in a new tab) Sourced via jobs.ashbyhq.com · Posted 2026-10-21

About this role

Skydio is hiring a Key Account Director, Small City (East), full-time, remote, in the Aerospace sector.

Skydio is the leading US drone company and the world leader in autonomous flight, the key technology for the future of drones and aerial mobility. The Skydio team combines deep expertise in artificial intelligence, best-in-class hardware and software product development, operational excellence, and customer obsession to empower a broader, more diverse audience of drone users, from utility inspectors to first responders , soldiers in battlefield scenarios , and beyond .

About the Team: Public safety is where drone technology faces the highest stakes. Agencies across the country are standing up Drone as First Responder (DFR) programs that put an aircraft over an emergency within seconds of a call. As drone programs move from the age of tools to the age of infrastructure, we are expanding our public safety sales team to meet that demand.

About the role: As a Key Account Director, Small City at Skydio, you will lead a regional team of Key Account Leaders selling into our highest-volume public safety segment, agencies with 1 to 40 sworn personnel. This is a first-line leadership role, and the job comes down to three things: recruiting the right people, coaching them into great sellers, and keeping them here.

You will not carry your own accounts. Your number is your team's number, and you will hit it by making each person on the team better: sharpening deal strategy, getting into the field on their most competitive pursuits, and building the territory, pipeline, and forecast discipline that makes a region predictable. You will work alongside peer Directors leading other segments and geographies, and across Channel, Sales Engineering, Business Development, Marketing, Strategic Relationships, Government Relations, and Mission Success.

What makes this segment distinct is scale. Your team works through many opportunities every quarter, so you will lead through the funnel as much as through individual deals. Conversion rates, cycle time, stage velocity, and activity quality will tell you where to intervene long before any single deal review would. You also own the region's upmarket radar: some small-city agencies are the leading edge of something much larger, and your team needs to spot them early and route them into the right motion alongside our Mid-City and T1200 teams.

You will also set the standard for how the team works, not only what it sells. We sell autonomous flying robots and the artificial intelligence that powers them. Every seller here uses AI tools as a normal part of running a territory, and you will model that, coach to it, and hire for it.

This is a highly competitive market, and much of the work happens alongside our channel. Your team will sell against incumbent platforms and well-funded challengers, and you will set the standard for how they win.

Location: Remote, Eastern U.S. territory (AL, AR, CT, DC, DE, FL, GA, IN, KY, LA, MA, MD, ME, MI, MS, NC, NH, NJ, NY, OH, OK, PA, PR, RI, SC, TN, VA, VT, WV)

How we work

These are the standards we hire to, and as a leader you own them for your region. You set the bar in who you hire, what you coach to, and what you tolerate.

  • High integrity. Public safety is a tight-knit community. Chiefs and Sheriffs talk to each other, and a reputation for straight answers travels fast. We sell what the ecosystem is actually capable of, we are clear about where the product is today and where it's headed, and we win on our own merits. There's no compromise here.

  • Sales is a team sport. One team. No lone wolves. Deals are won by account leaders, sales engineering, business development, channel, marketing, strategic relationships, government relations, and mission success pulling in the same direction, and our partners are part of that team, not a channel to be managed around. The best people here care more about the collective number than their own slice of it.

  • Great conversationalists. This is the craft of the job: asking better questions than anyone else in the room, listening for what a chief or sheriff isn't saying, real curiosity about how an agency operates. Not polish, not a rehearsed pitch. Trust in this market is built one honest conversation at a time, and it is the thing competitors cannot copy.

  • Curious, and fluent with the tools. Everyone on this team uses AI as a normal part of their work: researching agencies, preparing for meetings, analyzing pipeline, drafting and then editing. That takes taste more than technical skill: knowing what a quality result looks like, describing a problem precisely enough to get it, and catching the tool when it is confidently wrong. The same muscle makes a great seller. Discovery is specifying the problem; qualification is checking the output. We hire people who are curious about how things work, whether that's an agency's budget, a council's politics, or the aircraft's autonomy, and who have spent the last two years embracing AI rather than waiting to be told to use it.

How you'll make an impact

Recruit

  • Own hiring for your region: build a continuous talent pipeline, run a fast and rigorous process, and personally close the candidates you want

  • Hire to the bar above: integrity, team instinct, conversational craft, and fluency with the tools matter as much as a closed-won history

  • Screen for evidence, not adjectives: attainment stated year by year with the misses included, deal stories with the mechanics of how the customer bought, and something the candidate has built or changed in how they work in the last two years

  • Run a structured process: the same core questions for every candidate, a live working session, independent scoring, and a debrief that decides on evidence

  • Onboard and ramp new Key Account Leaders with a clear path from first day to first award, and hold the ramp accountable

Coach

  • Run 1:1s and deal reviews that build judgment rather than just inspect pipeline

  • Get in the field: join demos, customer meetings, and executive conversations, then debrief with specific, usable feedback

  • Coach the competitive game: POV strategy, shaping requirements early, framing Skydio's unique differentiators, displacement plays, and defending accounts under attack

  • Build MEDDPICC rigor, channel fluency, and forecast honesty into how the team works, not just what they report

  • Raise the team's fluency with AI tools: build shared workflows for customer research, call prep, RFP response, and pipeline analysis, and hold the line that nothing AI-drafted reaches a customer unreviewed

Retain

  • Build a team that people don't want to leave: clear expectations, real development paths, and recognition that lands

  • Own territory and quota design so assignments are achievable, equitable, and worth staying for

  • Have honest career conversations early, address disengagement before it becomes a resignation, and be the escalation path your team trusts to clear obstacles

Run the region

  • Own the region number: pipeline coverage, forecast accuracy, linearity across the quarter, and the analysis behind them

  • Partner with Channel on partner strategy, joint planning, and the deal structures that get customers to yes

  • Act as executive sponsor on your team's largest and most competitive pursuits: present in the room, without taking the deal over

Description from Skydio's official posting. Always confirm details on the company careers page.

Apply on Skydio Applications go directly to Skydio. Curated by Larry Sherwood Jr.

About Skydio

Skydio

Autonomous drones for enterprise and defense. San Mateo, CA.

Ready to apply?
Apply on Skydio (opens in a new tab) You'll be redirected to jobs.ashbyhq.com to complete your application.

Not the one? Get new Aerospace roles by email, weekday mornings, only when something new lands.

Larry Sherwood Jr.

About Larry Sherwood Jr.

Talent Acquisition Leader specializing in mobility, EV, and frontier tech. 1,000+ hires across roles ranging from production technicians to VPs, including 48 hires for the AFEELA U.S. launch at Sony Honda Mobility (98% offer acceptance, $1.5M+ agency savings). SHRM-CP certified. Build recruiting functions from scratch, no agencies.

SONY HONDA MOBILITYFISKERSHRM-CP1,000+ HIRES

Currently open to senior TA leadership roles in the United States. larrysherwoodjr.com · Resume (PDF)

Read Larry's guides →
Job no longer open? Let me know

Curated by Larry Sherwood Jr. on the free Mobility Jobs board. Pulled nightly from company applicant tracking systems. Apply directly on the source link above to be considered.