Braun Board

Sales Director

Federato · Remote · US

Base
$145K–$165K
OTE
$290K–$330K
Posted
1mo ago

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

What Federato sells

Newer software that helps insurers handle policies

Insurance companies often run their policy work on old software that slows good people down. Federato builds software that changes how insurers handle policies from start to finish, using AI. The insurers get a newer way to get that work done.

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

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The Braun Read

Strong posting

More honest than most. You know what you're walking into.

Pay
Base and OTE both listed. Roughly a 50/50 base-to-variable split.
Transparency
Shares 2 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 45 days. Normal, but not fresh.
Company hiring
3 sales roles open, hiring at a steady pace.

Red flags

None spotted.

Green flags

  • Publishes OTE. It tells you the on-target earnings up front. Most postings don't.
  • Pays accelerators. Higher commission rates once you pass quota. Overperformance actually pays.

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's the annual quota, and how was it set?

    A quota built from real data is a target. Otherwise it's a hope.

  3. 3.

    What share of last year's closed deals did reps source themselves?

    Shows how much pipeline you'll have to build on your own.

  4. 4.

    How long is ramp, and what's the quota during it?

    Full quota on day one means you start behind.

  5. 5.

    What's a typical deal size?

    Deal size tells you how many deals it takes to hit your number.

  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 →

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The role

Sell Federato's AI-native policy lifecycle platform to insurance carriers and MGAs with six-figure minimum ACV. Own a territory, prospect for new logos, and run 6–12+ month multi-stakeholder deals.

Enterprise · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Insurance carriers, mutuals and MGAsIn their words: “Our current client profile spans the insurance industry space from Tier 1 Carriers ($10B+) to Mutuals to start-up MGAs”
Industry:
InsuranceIn their words: “Our current client profile spans the insurance industry space from Tier 1 Carriers ($10B+) to Mutuals to start-up MGAs”
Company size:
Enterprise

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$145K–$165K base · $290K–$330K OTE

What is not disclosed

This posting doesn't tell you:

  • Quota size
  • Quota attainment
  • Average deal size

The questions above cover the big ones.

Full posting
There's nothing more exciting than transforming an industry that's been stagnant for decades. Federato is an AI-native platform that’s bringing agentic AI to the full policy lifecycle. We’re aggressively transforming how insurance work gets done, and the world is paying attention: we've raised $180 million, including a $100 million Series D from Goldman Sachs. We have powerful product-market fit, and we're growing fast globally. You'll get to work on complex problems with one of the most advanced AI teams you'll find anywhere. If you're the person we need, you know that AI bolted onto legacy systems is too weak to matter. That's why we built our platform to be AI-native from day one. That's why you can do here what you can never do at a legacy software company. move fast and prove it, not theorize it. We think from first principles. You’ll work on problems that matter, building software that fundamentally changes how insurance operates. Our current client profile spans the insurance industry space from Tier 1 Carriers ($10B+) to Mutuals to start-up MGAs and everywhere in between, all with minimum six-figure ACV. Our prospect pipeline reflects that same breadth. We are looking for a process-oriented self-starter that understands adaptability in a hypergrowth company and thrives in a high-touch, high-value sales environment. Above all, we are seeking an empathic and creative individual who wants to make an impact on the industry to join us on this journey. The role will report directly into our CRO and will be a key member of the growing Go-To-Market team, partnering with customer success, delivery, product and engineering while collaborating on sales strategy with the executive team. You will own a territory, approaching it as your business, with accountability across prospecting, opportunity development, and deal closure. This position will have a competitive industry base pay and above industry, uncapped commission structure with phenomenal accelerators. What you'll be doing: - Own the full enterprise sales cycle from prospecting through close for complex, multi-stakeholder deals (6–12+ month cycles). - Drive new logo acquisitions - Develop and execute account-based sales strategies to penetrate target organizations. - Build executive-level relationships (C-suite, VP, Director) and act as a trusted advisor. - Lead value-based discovery and solution positioning aligned to customer business outcomes. - Partner cross-functionally with Marketing, SDRs, Solutions Engineering, Legal, and Customer Success to drive deal progression. - Consistently exceed quarterly and annual quota targets. Who we hope you are: - P&C or Specialty Insurance industry experience a plus - 3-10 Years B2B Enterprise Software Sales - Training, success and longevity in a sales process-oriented environment (MEDDIC/MEDDPICC, Challenger, etc.) - Track record of successful prospecting and closing of new clients through every stage of the sales cycle - Demonstrated ability to establish and navigate C-Suite relationships and day-to-day procurement alike - Experience with SFDC, Google Workspace, and sales enablement tools such as HubSpot, LI Sales Nav, Gong, etc. - Base knowledge of AI/ML and the ability to position these concepts with the clients - Prior experience within entrepreneurial, high growth stage software companies Our base salary for this role is targeted at $145,000 to $165,000 with OTE ranging from $290,000 to $330,000. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above. Total compensation package does include stock options, benefits and additional perks. Here at Federato, your capabilities are important, but culture fit is essential. We move fast, are eager to listen to our users, take a first principles approach to solving problems, and value learning and the ability to change our minds. Most importantly, we're here to have fun. Our ability to make a difference starts with our people. We would love to work with you! We are an equal-opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, sex, gender expression, sexual orientation, age, marital status, veteran status or disability status. We will provide reasonable accommodation to individuals with disabilities to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation at talent@federato.ai
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