Senior Sales Executive

Smartstream Limited · New York, NY

Base: Not disclosed
OTE: Not disclosed
Quota attainment: Not disclosed
Posted: 1mo 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 1h agoon Smartstream Limited's careers page

Apply on Smartstream Limited →

The job

Who you'd sell to: Still reading the posting. Check back within the hour.
Where deals come from: Not stated in the posting.

The Braun Read

Proceed with caution

A few things here deserve a hard look before you spend time on it.

Pay: No pay listed at all.
Transparency: Says nothing about quota, attainment, deal size, territory or sales cycle.
Pipeline: Doesn't say where pipeline comes from. Ask.
Time on market: Open 55 days. Ask why it's been hard to fill.
Company hiring: This is their only open sales role.

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.
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.
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.
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.
Who sits with reps and reviews calls each week?
Coaching is often what's behind a good or bad attainment number.
5.
What are the base and the OTE for this role?
No point investing hours before you know the number.
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.
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.
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.
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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Full posting

Senior Sales Executive Competitive salary + excellent benefits Location: New York (Hybrid, 3 days office working) Smartstream Technologies works with many of the world’s leading financial institutions, delivering mission-critical solutions that support data integrity, reconciliation, transaction lifecycle management, regulatory reporting, and operational automation across the financial services ecosystem. We are seeking a Senior Sales Executive to drive new business growth across the North American financial services market. The successful candidate will focus on identifying, developing and closing new logo opportunities across banks, asset managers, financial market infrastructures, fintechs, and other regulated financial institutions. You will join a global organisation with teams across the UK, Europe, North America and Asia, working alongside product specialists, pre-sales consultants, and client success teams to deliver complex enterprise solutions to demanding institutions. This role requires a highly motivated sales hunter, comfortable engaging with senior stakeholders including COOs, Heads of Operations, Heads of Data, Risk, Finance and Technology leaders. You will have a strong understanding of financial services operating models and be capable of navigating complex organisations to land strategic multi-year agreements. Requirements • Develop and execute a territory strategy across financial services institutions in the UK and wider European market. • Identify and close new logo opportunities, building a structured pipeline of enterprise sales engagements. • Create detailed account plans, perform organisational mapping, and develop multi-stakeholder engagement strategies. • Build and maintain a pipeline of opportunities equivalent to 4–5x annual quota. • Manage pipeline progression and opportunity qualification using MEDDPICC and CRM tools such as Salesforce. • Provide accurate forecasting and maintain strong pipeline hygiene across the territory. • Work closely with Pre-Sales, Product, Professional Services and Customer Success teams to scope opportunities, support RFI/RFP responses, conduct demonstrations and manage proof-of-concept engagements. • Develop trusted relationships with senior executives across operations, technology, data and finance functions. • Identify new market opportunities and contribute to regional go-to-market strategy and sales initiatives. Essential skills • A proven track record of winning new business and closing complex multi-stakeholder deals. • Strong understanding of financial services operating models, post-trade operations, data management or regulatory environments. • Strong communication, presentation and negotiation skills. • The ability to navigate complex organisations and influence multiple stakeholders across business and technology teams. Experience, training and qualifications • 8+ years experience in enterprise technology sales, ideally within financial services or capital markets technology. • Experience selling enterprise SaaS or mission-critical operational platforms. • Demonstrated ability to build and manage large, qualified sales pipelines. • Experience using structured sales methodologies such as MEDDPICC.

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