Cybersecurity Sales Jobs in Port Richey, FL (NOW HIRING)

Reports to: CRO

Location: Hybrid Tampa, FL

Deepwatch is seeking a Director of Business Development to build a predictable outbound pipeline generation engine while ensuring operational excellence for inbound qualification for our Managed Detection and Response (MDR) solutions.

This leader will be responsible for developing the business development strategy, leading a high-performing team of Sales Development Representatives (SDRs), designing, operating, measuring, and continuously improving outbound prospecting motions, and partnering closely with Sales, Marketing, and Channel teams to build a predictable, high-quality pipeline.

Success in this role is measured by outbound pipeline/opportunity creation, inbound qualification efficiency, meeting-to-opportunity conversion rate, pipeline progression, forecast accuracy, and SDR productivity, to drive significant contribution to revenue growth.

• Develop and execute distinct strategies for inbound qualification and as well as outbound pipeline generation, aligned to company growth objectives.
• Lead, coach, and develop a high-performing Business Development team.
• Establish pipeline generation goals and appropriate KPIs for inbound qualification as well as outbound pipeline generation, including source attribution, conversion, and pipeline quality.
• Improve pipeline quality by inspecting stage progression, opportunity aging, qualification standards, and conversion rates
• Establish operating mechanisms with marketing, including SLA ownership, lead routing, qualification standards, feedback loops, and regular funnel inspection. 
• Collaborate with Sales leadership to improve meeting acceptance, opportunity quality and forecast accuracy.  n.
• Build scalable outbound prospecting motions targeting enterprise cybersecurity buyers.
• Own weekly inspection of inbound and outbound performance, including meeting volume and quality and SLAs (MQL to meeting conversion, and pipeline progression) 
• Establish weekly business reviews, operating cadence, inspection routines, KPI reporting, and forecasting discipline. 
• Partner with Channel and Alliance teams to support partner-generated pipeline initiatives.
• Recruit, develop, and retain top Business Development talent while creating clear career progression opportunities.

• Deep understanding of enterprise B2B SaaS or cybersecurity sales.
• Experience building and scaling high-performing Business Development organizations.
• Strong executive presence with the ability to influence senior leaders across Sales, Marketing, Product, and Customer Success.
• Proven ability to build a repeatable outbound engine that consistently generates qualified pipeline growth.
• Demonstrated ability to distinguish and optimize inbound qualifications in addition to outbound pipeline generation 
• Strong analytical skills with experience leveraging CRM and sales performance metrics.
• Demonstrated success leading through change in a high-growth environment.
• Exceptional coaching, communication, and leadership skills.
• Ability to balance strategic planning with operational execution.

• Month 1:
• Audit inbound vs. outbound performance and conversion funnel
• Audit messaging and ICP
• Audit SDR productivity and pipeline quality 
• Month 2
• Implement outbound playbooks 
• Implement KPI dashboards, reporting cadence, and inspection/coaching routines
• Implement feedback loop with marketing 
• Month 3:
• Deliver measurable improvements in outbound meetings and opportunities
• Deliver measurable improvements in SLA adherence for MQL and ABM activation motions

• 8+ years of experience in Business Development, Sales Leadership, or Revenue Operations.
• 3+ years leading Business Development or SDR organizations.
• Experience leading enterprise B2B technology or cybersecurity sales development teams.
• Proven track record of consistently exceeding pipeline generation targets.
• Experience developing managers and high-performing teams.
• Strong knowledge of Salesforce and modern sales engagement platforms.
• Excellent communication, presentation, and leadership skills.

Preferred Qualifications:

• Experience in cybersecurity, MDR, XDR, or managed security services.
• Experience building effective outbound motion from the ground up, with focus on high intent accounts and personalized outreach 
• Experience supporting enterprise and channel-led sales organizations.
• Experience building and scaling distributed or global Business Development teams.
• Experience supporting AI-enabled sales productivity and modern outbound prospecting strategies.

Within the first year, this leader will:

• Build a predictable, scalable Business Development organization.
• Increase qualified pipeline generation and opportunity conversion.
• Improve SDR productivity, attainment, and career progression.
• Strengthen alignment across Sales, Marketing, and Channel organizations.
• Establish operational rigor through KPI-driven management and forecasting.
• Develop a high-performing team that consistently delivers against revenue growth objectives.

Statutory Pay Disclosure

The anticipated base salary range for this role is $176,000 - $196,000. OTE 300-325k+ (consisting of base/commission (60/40) split) + stock options + benefits. Actual compensation may vary from posted hiring range based upon geographic location, work experience, education, and/or skill level.

ITAR Compliance

This position will have access to customer data and as such is subject to International Traffic in Arms Regulations (ITAR). Upon application, candidates will be asked to confirm that they are a U.S. Person as defined by the following:

• A citizen of the U.S.;
• A lawful permanent resident of the United States; 
• A person admitted to the United States as a refugee; or
• A person that has been granted asylum by the United States government.

The intent of this requirement is not to verify employment eligibility overall, but to ensure compliance with import/export regulations. If you do not meet these requirements, we encourage you to apply for other open roles at Deepwatch. This information will be verified upon offer of employment.