Braun Board

Account Executive

Lightfield · San Francisco, CA

Base
$170K–$220K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
2mo ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 2h agoon Lightfield's careers page

What Lightfield sells

CRM that learns from emails and meetings

Sales teams often keep customer details scattered across emails, meetings, and notes, so they can't easily see what comes next. Lightfield is a CRM that learns from those emails, meetings, and customer talks to build a living picture of how the business works. That helps teams anticipate what happens next, make better decisions, and take action.

In plain English, from their own job posts. Something wrong? Tell us

More Sales & marketing companies →

The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Open 64 days. Ask why it's been hard to fill.
Company hiring
3 sales roles open, hiring at a steady pace.

Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  2. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    What's the OTE, and what did the median rep earn last year?

    Base is what you're guaranteed. OTE and the median show the upside.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

Going for your first AE role? Get the free interview kit → 24 questions, what good and bad answers sound like, and an offer comparison sheet.

Got an offer from Lightfield? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
+ Add offer details (optional)

Goes straight to my inbox. I never share it with employers or recruiters.

The role

Sell a CRM platform with $20K–$50K deals to Series A/B startups of 20–250 people, starting from self-serve signups and outbound into VC portfolios. You own the full cycle, including pilots, with a ~30-day close.

SMB · Mixed · Outbound

Selling motion

Mixed

Who you're selling to

Buyer:
VP Sales, RevOps leads, and technical founder-CEOsIn their words: “Your buyers are VP Sales, RevOps leads, and technical founder-CEOs at 20–250 person startups.”
Industry:
VC-backed startupsIn their words: “layer in targeted outbound into VC-backed startups”
Company size:
SMB

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$170K–$220K base

What is not disclosed

This posting doesn't tell you:

  • OTE
  • Quota size
  • Quota attainment
  • Average deal size
  • Territory

The questions above cover the big ones.

Full posting
ABOUT LIGHTFIELD Lightfield is reimagining CRM as a world model of a business. By learning from emails, meetings, and customer conversations, we’re building a living understanding of how a company works—so AI can help teams anticipate what comes next, make better decisions, and take action. More than 5,000 companies have used the product since its November launch. We’ve raised more than $70M from Andreessen Horowitz, Coatue, Maverick Ventures, and Greylock to attack the biggest software category in the world. We previously built Tome, which reached more than 25 million users, and our team brings experience from Llama, Instagram, Google, and Salesforce. ABOUT THE ROLE We've shipped a product that founders love, with over 5,000 companies signing up since our launch in November, and aggressively scaling our direct sales motion. Lightfield has strong product-led traction in self-serve—now we need someone who can turn that signal into $20K+ deals with Series A/B startups. You won't inherit a playbook or a team, but you will inherit real demand. We have a growing base of multi-seat accounts, active teams, and high-intent signals waiting to be worked. The pipeline is there; we need someone who can convert it. You'll mine our PLG data for high-potential accounts, layer in targeted outbound into VC-backed startups, and own the full sales cycle from first meeting through close. You'll report directly to the Head of GTM. In the near term, you'll be the entire sales motion—writing talk tracks, building pilot frameworks, and closing deals. Over time, you'll help define what the sales org looks like as we scale upmarket. WHAT YOU'LL DO - Own the full sales cycle. Run discovery, demo, pilot, and close for $20K–$50K deals with 30 day cycles. Your buyers are VP Sales, RevOps leads, and technical founder-CEOs at 20–250 person startups. - Work the pipeline we already have—and build on top of it. We have hundreds of active accounts with team adoption, multi-seat usage, and CRM migration signals. You'll enrich and prioritize that existing base, then layer in targeted outbound into Series A/B portfolios to build 3–4x pipeline coverage. - Shape the sales playbook. Build the pilot templates, mutual action plans, and collateral that become the foundation for the team that follows. - Run pilots that convert. Design and execute pilots with co-authored success criteria. Keep them tight—if pilots linger, deals die. - Be the market signal for the company. Synthesize what you hear from prospects—objections, competitive positioning, feature gaps—into actionable insights for product and GTM leadership. BENEFITS & PERKS - Competitive salary - Meaningful early equity - Health insurance (medical, dental, vision) - 3 weeks of PTO - 11 paid company holidays + we enjoy a winter holiday break - 3 months of paid family leave - Wednesdays work from home - Regular team dinners, events, offsites, and retreats - 401k plan - Other perks include: commuter and lunch stipend
Apply →