Braun Board

Senior Account Executive

Ottimate · Remote · US

Base
$95K
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 Ottimate's careers page

The job

What you'd do
Find and win new healthcare customers, selling software that automates bill payments to top finance executives. You'll find many of your own leads, work remotely, and travel 10-20% of the time.
Who you'd sell to
Still reading the posting. Check back within the hour.
Where deals come from
Mostly you. Expect a lot of outbound: cold calls, emails and LinkedIn.

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
Says nothing about quota, attainment, deal size, territory or sales cycle.
Time on market
Open 67 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. Lights 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.

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Full posting
Ottimate is an AI-powered AP [Accounts Payable] automation platform that empowers finance teams to reduce costs, prevent overpayments, detect fraud, and enforce policy compliance across the entire invoice-to-payment lifecycle. Responsibilities: As a Senior Account Executive you will be responsible for developing and closing new business and expanding our footprint with our different verticals (assigned according to profile). In your day-to-day, you will focus on acquiring new customers and outlining to CFOs and finance leaders how our Fintech solution can immediately impact their organization. You will be accountable for exceeding monthly and quarterly quotas, proactive deal management, forecast accuracy, and driving adoption and usage with customers and prospects in collaboration with internal teams and the broader Ottimate partner ecosystem. A successful candidate is highly motivated, a go-getter, eager to learn, determined to adapt quickly, wears multiple hats, and is comfortable selling a solution that can transform a business immediately. - Drive success of the company’s goals and objectives by achieving individual sales quotas - Build and manage a sales pipeline through prospecting and lead generation efforts focusing on the healthcare vertical - Develop and deliver customized sales presentations and product demonstrations, both by phone and via online demos. - Develop and negotiate proposals and contracts - Monitor and analyze sales metrics to identify opportunities for improvement and implement strategies to address them. Leverage data insights to accurately forecast sales activity and revenue achievements. - Collaborate effectively and engage various pre/post-sales resources, including Sales Development Representatives, Account Managers, HR, and Executive Leadership - Participate in industry events, conferences, and networking activities to build brand awareness and generate leads - Provide regular feedback to the product development team based on customer insights to help refine our offerings - Maintain detailed records of customer interactions and sales activities in Salesforce. - Ensure customer satisfaction by managing and resolving any issues that arise during the sales process. - Stay informed about competitor products and industry developments in the construction vertical to effectively position our solution in the market. - Train and mentor SDRs and Associate AEs, sharing best practices and strategies for success. Requirements - BS/BA degree or equivalent experience. - 5+ years of demonstrated success in an Account Executive or similar sales role, particularly in selling SaaS products. Exprience with clients in Hospitality, Retail or Healthcare is preferred - Additional experience selling SaaS/Fintech products to finance leaders or CFOs is highly desirable. - Proven track record of consistently meeting or exceeding sales quotas, such as being in the top 10-20% or achieving President’s Club status in previous roles. - Previous experience managing a Mid-Market semi-transactional sales cycle. - Ability to build and maintain a robust sales pipeline through effective prospecting and lead generation efforts. - Strong ability to develop and deliver customized sales presentations and product demonstrations via online platforms. - Proven ability to develop and negotiate proposals and contracts. - Strong analytical skills with the ability to accurately forecast sales activity and revenue achievements. - Experience with Salesforce, HubSpot, and other sales automation tools. - Ability to stay informed about competitor products and industry developments in the construction space. - Eager to learn, quick to adapt, and versatile in handling multiple tasks in a fast-paced, growth-stage environment. - Ability to travel roughly 10-20% of the time, including participation in industry events, conferences, and networking activities to build brand awareness and generate leads. Benefits We care deeply about making Ottimate an incredible place to work and invest a significant amount of time and energy into creating and maintaining a company culture that provides our team with a generous level of support whilst inspiring them to do their best work. The specific benefits/perks we offer are continually evolving, but currently include: - Compensation: $95k base salary + $133k Variable. - Work from home in an energetic remote-first environment that supports flexible working hours and understands work-life balance. - Competitive salary based on skills & experience. - Medical, Dental, Vision and other Company-Subsidized Benefits for you and your family. - Employer sponsored 401(k) with company match. - Paid Time Off (and the encouragement to use it). - Promote from within philosophy. Beyond the tangible benefits though: - You will be part of a growing team, at a pinnacle moment of scale for the business, and experience the excitement of working in a startup where each action makes a huge difference. - You will have the agency to solve difficult problems creatively, the freedom to explore work that inspires you, and infrastructure to ensure you're constantly challenged and developing. - You will work with sharp, passionate teammates solving some of the most unique challenges and positioning our product as a premier finance automation solution. - Our commitment to empowering a diverse and inclusive workforce, celebrating differences, and creating a safe space for our employees to bring their whole selves to work is second to none. - We are transforming entire industries using innovative technology including Artificial Intelligence, Payment Tech, and Neural Networks. - Our leaders lead with a people-first approach; inspiring excellence, nurturing ideas, and finding creative ways to eliminate obstacles for cultivating growth. - We truly love what we do and who we do it with - and we think you will too! Ottimate is an equal opportunity employer that is committed to diversity and inclusion. We do not discriminate based on race, color, national origin, religion, gender, gender expression, sexual orientation, age, veteran status, disability status, or marital status. If you are excited about the role but do not meet 100% of the qualifications listed above, we encourage you to apply. Nothing in this job posting should be construed as an offer or guarantee of employment. #LI-Remote
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