The Senior Director of Sales Development leads 30 to 40 SDRs across multiple managers, covering both outbound and inbound. This is a second-line leadership role and a seat at the revenue table. You will own Sales Development pipeline as a revenue number, partner closely with Marketing, RevOps, and Sales leadership, and act as a lieutenant to the VP of Sales on delivering predictable pipeline against the plan. We are looking for a leader who is relentless about the number, runs a coaching standard that never slips, and treats pipeline quality as seriously as pipeline volume.
What You Will Do- Own the pipeline number. Accountable for Sales Development-sourced pipeline and the Closed-Won revenue it produces. Forecast it, inspect it weekly, and close gaps before the month ends.
- Serve as a lieutenant of revenue. Participate in forecast calls, pipeline reviews, and annual planning. Flag where the plan is at risk early, with a recommendation attached.
- Lead leaders. Develop a bench of SDR managers who coach well. Raise the hiring bar, build a promotion path into AE roles, and manage performance with clarity and care.
- Build the talent engine. Own onboarding, ramp, enablement, and career progression, developing future AEs and leaders from within the SDR ranks.
- Run the coaching cadence. Film room, call review, and 1:1s on a schedule that holds for every manager and rep. Coach meeting quality and opportunity conversion as distinct skills.
- Stay hands-on. Personally inspect cadence performance and the quality of every meeting passed to Sales. Hold the qualification standard, retire what underperforms, and scale what works.
- Put AI to work on quality. Use AI to sharpen targeting, account research, and message relevance, so reps spend more time in better conversations.
- Hold partners to supply. Set explicit account and lead supply, data quality, and instrumentation requirements with Marketing and RevOps. Track delivery weekly and escalate early.
- Own the system end to end. Capacity planning, coverage by segment and ERP, targeting, messaging, and conversion from first touch to Closed-Won. Fix the constraint wherever it sits.
- 8+ years in B2B SaaS, with 5+ years leading Sales Development or Inside Sales teams, including 3+ years as a second-line leader of three or more managers.
- A track record of carrying a pipeline number tied to revenue, at a B2B SaaS company scaling through meaningful growth.
- Proof of improving pipeline quality by increasing meeting-to-opportunity or opportunity-to-close conversion rates.
- Experience selling to finance buyers (CFO, Controller, VP Finance) in the mid-market.
- Hands-on fluency with HubSpot, Gong, Nooks, LinkedIn Sales Navigator, and AI-powered sales engagement tools, and the habit of inspecting the data yourself.
- Experience applying AI to targeting, research, and messaging in a Sales Development org.
- A history of building strong partnerships with Marketing and RevOps on targeting, lead definitions, and capacity models.
- A coaching standard others notice, and managers and reps who grew under you.
- The flexibility of working from our Austin, TX office three days a week (Tuesday, Wednesday, and Thursday), with the option to work remotely for the remainder of the week.
- Stock Options
- Full medical, dental, and vision insurance
- 401(k) + employer match
- Access to cutting-edge AI tools, including ChatGPT Enterprise, to enhance productivity, support innovation, and streamline daily workflows
- Opportunities and development for career and personal growth
- Strong and experienced leadership that supports your growth and success
- An open-concept, modern workspace within an inclusive and dynamic scale-up culture
Stampli is revolutionizing financial operations with AI, far ahead of competitors. For nearly a decade, our AI assistant, Billy, has set the industry standard—processing $105B+ in invoices annually and saving millions of labor hours for 1,800+ customers. More than automation, Billy transforms finance teams by freeing them of manual work.
Our explosive growth places us among the top tech companies at our stage, with exceptionally low churn. After conquering the Accounts Payable space, we're now revolutionizing the entire procure-to-pay (P2P) lifecycle with our new platform that “connects every dot from request to reconciliation.”
What sets us apart? We adapt to customers—not the other way around—integrating with 70+ ERPs in weeks, not months. Our customer-first approach extends to our award-winning workplace culture, with vibrant, global offices. We've earned multiple Comparably awards, including Best Company Outlook, Work-Life Balance, Compensation, Happiness, and Perks & Benefits.
Here at Stampli, we build exceptional products with exceptional people. Join our dynamic team where your career will thrive in an environment that champions creativity, collaboration, and growth!
Skills Required
- 8+ years of experience in B2B SaaS
- 5+ years leading Sales Development or Inside Sales teams
- 3+ years as a second-line leader of three or more managers
- Track record of owning a pipeline number tied to revenue at a growing B2B SaaS company
- Demonstrated improvement in pipeline quality through higher meeting-to-opportunity or opportunity-to-close conversion rates
- Experience selling to CFO, Controller, or VP Finance buyers in the mid-market
- Hands-on experience with HubSpot, Gong, Nooks, LinkedIn Sales Navigator, and AI-powered sales engagement tools
- Experience applying AI to targeting, research, and messaging in a Sales Development organization
- Experience partnering with Marketing and RevOps on targeting, lead definitions, and capacity models
- Demonstrated coaching ability and a history of developing managers and sales representatives
Stampli Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Stampli and has not been reviewed or approved by Stampli.
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Healthcare Strength — Healthcare coverage is described as strong and employer-supported with medical, dental, and vision options, and is employer-verified on public benefit listings. Health insurance is characterized positively across recent confirmations.
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Retirement Support — A 401(k) with employer match is part of the package alongside performance bonuses. Retirement offerings appear consistent across postings and benefit pages.
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Leave & Time Off Breadth — PTO, paid holidays, and maternity/paternity leave are included as standard components. Time-off programs are present, though exact amounts may vary by role and location.
Stampli Insights
What We Do
Stampli is for accounts payable teams that want the efficiency of automation but don’t want to rework their ERP or change their existing AP processes. Unlike other solutions, Stampli provides full support for the full range of native functionality for more than 70 ERPs — enabling us to deploy in a matter of days, not months, with no disruption to your business. Stampli brings all of your AP-related communication, documentation, and workflows into one place for complete visibility and control. It’s simple for users to learn and even simpler to use, especially with Billy the Bot™ automating nearly all of your capture, coding, routing, fraud detection, and other manual tasks. For even greater efficiency, Stampli’s core AP solution is complemented by a suite of integrated products that include Direct Pay, Credit Cards, Advanced Vendor Management, and others. Stampli provides complete visibility and control over your entire AP program. It reduces the risk of errors, fraud, and compliance issues while improving vendor relationships and making your AP processes much more efficient.
