Enterprise Account Executive

Position Summary

Sendblue is the leading iMessage-based business messaging platform, purpose-built for enterprise teams. We help revenue, operations, and customer success teams communicate through iMessage, delivering significantly higher open and response rates than traditional SMS while providing the native, trusted experience Apple users expect.

As an Enterprise Account Executive, you will own the full new business sales cycle for high-value enterprise accounts. This is a pure hunting role built for a closer who thrives on complex deals, multi-stakeholder navigation, and winning logos that matter. You will be the tip of the spear for Sendblue's enterprise go-to-market, targeting large organizations across verticals where real-time, high-deliverability messaging is mission-critical.

You will target organizations ranging from Series B+ tech companies to Fortune 1000 enterprises, with particular emphasis on Salesforce-native organizations where Sendblue's direct CRM integration provides immediate and measurable ROI.

Compensation

Commission is earned on the full value of the first 12 months of each contract at signing, giving you maximum upside on multi-year deals closed early. There is no cap on commission earnings.

Compensation

Details

Base Salary

$120,000 - $150,000

Commission

10% of ACV on the first 12 months of total contract value at signing

Sales Target

$2M - $5M in annual contracted revenue

OTE Range

$320,000 - $650,000 (uncapped)

Commission Cap

None

What You Will Do

New Business Development

• Own and execute the full enterprise sales cycle from outbound prospecting through contract close
• Build and maintain a healthy pipeline at 3-4x quota coverage at all times
• Target Salesforce-native enterprises where Sendblue's native integration delivers immediate productivity gains
• Run structured discovery and solution design sessions with VP- and C-level stakeholders
• Structure commercial proposals, negotiate enterprise contracts, and drive deals to signature

Executive Relationship Management

• Establish and maintain senior executive relationships within target accounts, including CROs, VPs of Sales, and COOs
• Navigate complex buying committees with multiple stakeholders across revenue, IT, legal, and operations
• Build relationships within the Salesforce partner ecosystem to source co-sell opportunities and accelerate deal velocity

Strategic Positioning & Market Expansion

• Articulate Sendblue's value proposition against alternative messaging and outreach platforms
• Represent Sendblue at Salesforce Dreamforce, industry conferences, and executive roundtables
• Partner with Product and Marketing to deliver customer insights that sharpen the enterprise ICP
• Identify expansion and upsell opportunities within accounts and hand off smoothly to Account Management post-close

Cross-Functional Collaboration

• Work in close coordination with Sendblue's partnerships team, including aligned integration partners
• Collaborate with Marketing on ABM campaigns targeting strategic enterprise accounts
• Provide accurate and timely pipeline reporting within CRM

Travel Requirement. This role requires travel of up to 50% to meet prospects on-site, attend industry conferences, and conduct executive briefings. Building relationships face-to-face is a critical part of closing enterprise deals at this level.

What We Are Looking For

Required:

• 7+ years of enterprise B2B sales experience with a demonstrated track record of closing deals in the $100K-$1M+ ACV range
• Proven success as an enterprise hunter, net new logo acquisition is your primary competency
• Experience selling into Salesforce-native organizations or within the Salesforce partner ecosystem
• Ability to manage complex, multi-stakeholder deal cycles of 3-9 months from first contact to signed contract
• Strong executive presence: you can run a boardroom conversation as confidently as a technical demo
• Consultative, outcome-driven sales methodology (MEDDIC, Challenger, or equivalent)
• CRM proficiency (Close.com required); familiarity with sales engagement tooling

Preferred:

• Deep familiarity with the Salesforce AppExchange ecosystem and ISV/GSI partner dynamics
• Experience selling communication infrastructure, messaging platforms, or SaaS productivity tools
• Existing executive relationships at Salesforce-heavy mid-market and enterprise accounts
• Background in outbound-led sales motions at a high-growth startup or scale-up
• Entrepreneurial mindset: comfortable building playbooks in a fast-moving environment with limited hand-holding

What Building at Sendblue Looks Like

We are still writing the enterprise playbook. If you need infrastructure built before you can perform, this is not the right moment. If you want to be the person who builds it and wins while doing it, this is exactly the right moment. The following principles define how we operate.

• Output Over Activity We measure logos closed, not emails sent. If you are obsessive about your own numbers before your manager asks, you will fit in here.
• Speed as a Competitive Advantage The rep who follows up faster, moves deals faster, and closes faster wins. We expect you to move like the deal is always about to go cold, because it is.
• Pipeline Is Your Responsibility If your pipeline is thin, that is on you. Relentless prospectors do not wait for permission. They build.
• Every Day Is Day One You close a $500K deal on Friday. Monday, your pipeline is still your problem. There is no coasting here.
• Urgency Without Chaos Relentless means you wake up knowing your numbers, knowing your next five moves, and executing them without being asked. Calm, deliberate, relentless.
• The Standard You Set Nobody will push you harder than the market will. We look for people who have already internalized that.
• Builders Only If you want to own a market rather than work a territory, this is your seat.

Your First 6 Weeks

Success in this role is visible early. Here is what it looks like:

• Day 5 - Flex Your Book & Call Your Shots Your target accounts are locked. You did not wait for a list. You showed up with accounts you have already segmented and prioritized.
• Day 10 - Run the Full Demo Solo You are flying solo on demos. Speed of product mastery is a direct proxy for sales IQ.
• Day 14 - Booked Calls You have calls on the calendar from your own network, not inbound leads. Real stakeholders engaged.
• Day 21 - Activate the Channel You have aligned with a Salesforce AE, SE, or partner manager and are actively involved in deals through the ecosystem.
• Day 30 - Two Active Pilot Conversations Real pilots in late-stage cycle where procurement, legal, or a VP is engaged.
• Day 45 - Close or Advance the First Deal A signed pilot, LOI, or contract in legal. Not everyone closes in 6 weeks, but the right person will have something tangible in motion.
• The Intangible Someone on the team says they want to work with you. You have shared intel, made others better, and shown up with energy. A great enterprise AE makes the team smarter just by being in the room.

What You Will Be Selling

Sendblue enables enterprise teams to send and receive iMessages and SMS at scale through a platform that natively integrates with Salesforce, HubSpot, and other major CRMs. Unlike traditional SMS tools, Sendblue delivers:

• Significantly higher open and response rates than SMS, powered by iMessage infrastructure
• Native Salesforce integration, with messages logged, triggered, and tracked inside the CRM
• Enterprise-grade compliance, security, and reporting
• Measurable impact on reply rates, pipeline velocity, and customer engagement

About Sendblue

Sendblue (Round One Inc.) is a fast-growing B2B SaaS company redefining how enterprise teams communicate. We are building the infrastructure layer for iMessage-powered business communication, a category we are creating, not competing in. This is a high-visibility, high-upside role at a company with strong product-market fit, a lean and talented team, and the infrastructure to support a serious enterprise motion.

Questions? All candidate inquiries are handled through the formal application process. Direct outreach to hiring managers is not required and will not accelerate your application.