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Hire the best Sales Strategy Freelancers in Florida

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Winter J.

Altamonte Springs, Florida

$68/hr
5.0
57 jobs
AI Sales Systems Master & Manager | Business Development Expert | Lead Generation & Sales Acceleration | Sales & Email Marketing AI-Powered Automation | Sales Strategy & Revenue Operations -Apollo.io Certified Expert -Apollo.io Certified Partner -Apollo.io Certified Agency (WKJ Management & Consulting LLC) You've spent years and countless resources building an amazing service or innovative product - now you just need to get your solutions in front of the right people. You know that in today's world, you no longer need a sales team, you just need the right AI Automated Sales Systems in place, but you don't have enough hours in the day to learn the abundance of rapidly evolving and innovative tools releasing into the market every day, let alone train AI on your offerings. And let's not stop there (although 90% of folks who claim to be sales experts will)...what about the next complex layer? -People buy on emotion and justify with logic. -People don’t buy for logical reasons; they buy for emotional reasons. -Facts tell, stories sell. Who has, not just the skill, but the emotional intelligence to catch your ideal prospect's attention? Who on your team is strategizing how you will deeply connect with your target audience to take them across the finish line? Who understands, not just the technical aspects of system setup, but the sales psychology? That's where I come in. ------------------------------------------------------------------------------------------------------------------ Automate outbound sales with consistent outreach and touchpoints - Focus on building great services and products rather than learning complicated AI sales tools and building workflows and campaigns yourself - Meet your quarterly revenue goals - All without hiring a sales team. PROJECTS NOW AVAILABLE: - Apollo.io Revenue Engine Setup, Configuration, & Optimization (hourly or project-based payment) - Apollo.io Maintenance, Optimization & Performance Boost - Your Outbound Sales System Fully Managed (monthly subscription) For 13+ years, I have been building relationships and resolving B2B challenges with technology start-ups and established businesses out of San Francisco, Boston, Chicago, Atlanta, New York City, Miami, and more. I've had the incredible and never-ending opportunity to wear many different hats along the way. I specialize in Business Development and Sales/Marketing with over a decade of experience running the full sales cycle (from prospecting to closing and everything in between!) and have partnered with many talented entrepreneurs, Founders, and CEOs, working alongside them and soaking up everything I can possibly learn, all while building their business and accelerating success. I am a top sales executive with 1,000+ won accounts and millions of dollars of won recurring revenue under my belt, accumulated over the years by cultivating real relationships with prospects and clients and by connecting with C-level executives and company leaders in Fortune 500 companies. ***I am also an Upwork veteran with Top Rated Plus status, Top Rated Plus status being the top 3% of 18 million freelancers on Upwork.*** 💡 What sets me apart? I don’t just sell—I architect and optimize sales pipelines, leveraging cutting-edge technology, automation, and data-driven strategies to fuel business expansion. No matter the stage of the sales process, I bring a strategic, consultative approach that consistently delivers measurable results. 📊 Track Record & Impact - $4M+ in Recurring Annual Revenue Closed – including Fortune 500 deals - $200K+ closed annually for multiple years (deals ranging from $2K–$55K per contract) - Global Client Reach – Closed deals with C-level executives across the U.S., Singapore, Australia, China, Japan, the U.K., and Canada - Expert in Outbound & Inbound Sales – From cold-calling to automation-driven prospecting and warm/hot lead nurturing 🔹 Platforms & Tools I Master 🔸 CRM & Sales Automation: Apollo.io, Hubspot, Zoho CRM, Salesforce, LinkedIn Sales Navigator 🔸 Email Marketing & Outreach: Zoho Campaigns, SendGrid, AI-powered personalization 🔸 AI & Sales Optimization: ChatGPT, Perplexity, Clay, Claude, AI-enhanced list building 🎯 How I Can Help You 🔹 B2B Lead Generation & Sales Acceleration – I identify, nurture, and convert high-value prospects 🔹 Sales & Marketing Automation – Optimizing outreach, follow-ups, and CRM workflows 🔹 Cold-Calling & Appointment Setting – Engaging prospects, booking meetings, and closing deals 🔹 Pipeline Management & Optimization – Streamlining sales processes for efficiency and scale 🔹 Email Campaigns & Content Strategy – Writing high-converting sequences tailored to compliance I’m not just a freelancer—I’m a growth partner ready to build, scale, and optimize your sales operation. Send a quick message or book a consultation with me today! Let’s connect and discuss how I can help drive revenue and expand your business.
  • Sales Strategy
  • Sales
  • Lead Generation
  • Email Campaign Setup
  • B2B Marketing
  • Outbound Sales
  • Business Development
  • Apollo.io
  • HubSpot
  • Email Marketing
  • Marketing Automation
  • Email Copywriting
  • Social Media Content
  • Social Media Management
  • Social Media Engagement
Jeff S.

West Palm Beach, Florida

$50/hr
5.0
23 jobs
I'm Jeff, born and raised in New York, and I help entrepreneurs like you create more time, close more deals, and drive better results in your business. Running a business can feel like a constant race against time—especially when results aren’t coming quickly enough, sales are stagnant, or finding employees who fit your company culture seems impossible. If that sounds familiar, you’re in the right place. What’s in it for you? Close More Deals: Achieve better sales outcomes with proven strategies that turn leads into loyal clients. Build Credibility: Streamlined operations and a strong team will position your business as an industry leader. Stand Out: With tailored messaging and the right team, your business won’t just compete—it’ll lead. Operate Efficiently: Free up time for strategic growth while your business runs smoothly under expert guidance. Here’s how I can help: Comprehensive Support: From operations to marketing and sales enablement, I handle the critical, time-consuming aspects so you can focus on growth. Optimized Hiring: Frustrated by the hiring cycle? I specialize in attracting top-tier talent that aligns with your culture and goals, using innovative and traditional methods. Results-Oriented Sales: I bring years of experience as a closer and mentor, helping teams hit ambitious targets and boosting revenue for businesses like yours. Efficient Messaging: I craft clear, persuasive content that resonates with your target audience, turning casual visitors into loyal customers. You might wonder, “With so many skills and projects, can Jeff really focus on my business?” That’s a fair question. My diverse expertise and experience managing multiple responsibilities allow me to bring a well-rounded perspective to your business. I thrive on prioritizing what matters most for each client, ensuring you get the attention and results you deserve. Worried about how my busy schedule might impact your results? Rest assured, I’m not just about taking on projects—I’m about delivering real, measurable outcomes. My success comes from working smart, not just hard, and I’m confident that I can apply that same focus and expertise to your business. Ready to refine your operations, boost your sales, and turn challenges into success stories? Let’s schedule a call to explore how we can elevate your business. Together, we’ll make your vision a reality.
  • Sales Strategy
  • Cover Letter Writing
  • Recruiting
  • IT Recruiting
  • Technical Writing
  • Job Search Strategy
  • Resume
  • Project Management
  • Sales
  • Marketing
  • Copywriting
  • Career Coaching
  • Business Management
John C.

Weston, Florida

$70/hr
5.0
23 jobs
Fractional Head of Sales and Revenue Growth Consultant helping B2B SaaS and tech companies build predictable pipeline and accelerate revenue. I work with Growth teams, C-suite, and Co-founders to design and optimize outbound sales engines, refine go-to-market strategy, and improve sales execution without relying on outdated tactics that no longer convert in 2025. Over the past decade, I've helped teams move beyond SDR spam tactics by building scalable programs using tools like Apollo, HubSpot, and LinkedIn Sales Navigator while applying frameworks like MEDDIC, BANT, and ABM to drive high-quality conversations and enterprise deals. Whether you're a leader wearing too many hats or a CRO needing senior sales support without hiring a full-time team, I can help you: Build and optimize outbound programs Identify ICP and create messaging that cuts through noise Audit and improve pipeline health and forecasting accuracy Support cross-functional collaboration between sales, marketing, and leadership Lead deal strategy for key enterprise or mid-market opportunities If you're looking for a sales partner who brings both strategic thinking and hands-on leadership, let's connect.
  • Sales Strategy
  • Go-to-Market Strategy
  • Business Development
  • SaaS
  • Sales Enablement
  • Sales Consulting
  • Lead Generation
  • Email Marketing
  • Outbound Sales
  • HubSpot
  • Apollo.io
  • Contract Negotiation
  • Price & Quote Negotiation
  • Forecasting
  • Sales Coaching
Caitlin K.

Wellington, Florida

$50/hr
5.0
15 jobs
Dynamic and results-driven professional with expertise in sales, marketing, and finance. Proven track record in evaluating and capitalizing on sales opportunities, cultivating customer relationships, and driving revenue growth. Proficient in SaaS sales, CRM systems, account management, and developing marketing strategies. Successfully spearheaded initiatives resulting in a significant increase in new software licensing revenue in both public and private sectors. Adept at leading teams and optimizing sales processes to exceed organizational goals. Extensive enterprise SaaS sales experience across various industries, Consistently exceeded sales quotas and closed enterprise deals up to $500K ACV, Demonstrated success in selling complex regulatory, MSP, ERP, LMS and other SaaS platforms, reducing sales cycle times, and contributing to customer retention rate through value-driven engagement and strategic account management.
  • Sales Strategy
  • Lead Generation
  • Relationship Management
  • Sales
  • Business Planning & Strategy
  • Sales & Marketing
  • B2B Marketing
  • CRM Software
  • Account Management
  • Client Management
  • Advertising Design
  • SaaS
  • Business Development
  • Business Consulting
Brian R.

Sorrento, Florida

$112/hr
5.0
13 jobs
Fractional CRO, RevOps strategist, and AI enablement advisor helping B2B companies modernize revenue operations, accelerate pipeline growth, and integrate intelligent automation into their go-to-market strategies. With more than 15 years of experience advising Fortune 1000 enterprises and scaling growth-stage SaaS firms, I specialize in aligning sales strategy, operational technology, and applied AI to create revenue systems that are predictable, scalable, and intelligent. My background includes leadership roles at Gartner, Info-Tech Research Group, Accion Labs, and Tricentis. I have built new territories from the ground up, designed scalable growth frameworks, and advised CIOs, CTOs, and CISOs on digital transformation, cloud modernization, and AI adoption. At Gartner, I earned three Winners Circle honors and a Highest Growth Award, demonstrating my ability to influence executive decision-making and deliver measurable results. Today, through Tenacious Labs, I lead projects that help organizations redesign revenue operations at the intersection of strategy and technology. My engagements cover the full RevOps lifecycle, from defining ICPs and building outbound strategies to implementing AI-powered automation and performance analytics. Core Services Revenue Architecture and GTM Design • Define ideal customer profiles, segment target markets, and design outbound frameworks that build consistent pipeline • Create sales processes, qualification methodologies, and executive messaging that improve conversion velocity AI-Driven Automation and Workflow Integration • Build GPT-based sales agents that qualify leads, enrich CRM data, and trigger automated outreach • Design integrated workflows across HubSpot, Slack, and Zapier that reduce manual work and increase efficiency Sales Insights and Analytics • Analyze CRM and sales data to identify patterns, churn risks, and opportunities for revenue expansion • Deliver structured win/loss programs, retention analysis, and executive-ready reporting dashboards Recruiting and Team Buildout • Develop SDR and AE hiring plans, interview frameworks, and onboarding systems that scale revenue organizations • Advise on compensation structures, territory planning, and quota alignment to support sustainable growth Strategic Advisory and Leadership Support • Serve as a fractional CRO or RevOps leader, providing executive-level guidance without requiring a full-time hire • Coach founders and sales leaders on go-to-market readiness, process maturity, and operational scalability Why Clients Work With Me • Deep experience with Fortune 1000 enterprises and high-growth technology firms • Proven ability to design and execute revenue systems that improve predictability and accelerate growth • Practical expertise in applied AI, automation, and workflow design • Comprehensive approach that combines strategy, data, technology, and execution Whether you are preparing for your first enterprise deal, scaling a SaaS go-to-market motion, or integrating AI into your revenue stack, I bring the frameworks, leadership, and execution capabilities to help you move faster, reduce risk, and grow more efficiently.
  • Sales Strategy
  • Strategic Planning
  • AI Consulting
  • AI Governance
  • Business IT Alignment
  • Business Strategy
  • Pricing Strategy Consulting
  • Revenue Management
  • Business Analysis
  • Go-to-Market Strategy
  • Sales Consulting
  • Sales Analytics
  • Growth Strategy
  • Business Consulting
  • Business Planning & Strategy
David H.

Miami, Florida

$125/hr
5.0
12 jobs
Strategic Sales Architect & Revenue Consultant I am David Howard, a seasoned Sales Leader and Business Development executive with over 25 years of proven success driving B2B growth, managing complex sales cycles, and closing high value deals. My core strength is building, optimizing, and scaling sales teams and infrastructures that consistently hit targets and generate meaningful revenue. My work sits at the leadership level. I think like a fractional CRO, but I stay close to the ground with the reps and the pipeline. I design simple, accountable sales systems so owners have clear visibility into what is happening at every stage, without needing to micromanage. ✅ Core Sales Leadership & Business Development Expertise ✅ Enterprise and mid market sales strategy and execution ✅ High ticket closing and complex sales cycles ✅ Sales pipeline management and optimization ✅ Strategic business development initiatives ✅ Coaching, training, and developing high performance sales teams ✅ KPI setting, tracking, and revenue accountability I understand what actually makes sales strategies work in the real world and how to architect processes that maximize conversions from first touch to close. I help companies avoid disconnected tactics and single channel quick fixes, and instead install a clean, end to end system that supports long term growth. ✅ CRM and GoHighLevel Implementation (Sales First) Alongside my leadership work, I am hands on with CRM implementation, especially inside GoHighLevel. This is not my identity, it is how I enforce the sales logic: ✅ Building and managing multi stage pipelines for my own offers and Upwork clients ✅ Designing automations that follow real world U.S. B2B and local service sales motions ✅ Implementing lead capture, nurture, estimate follow up, and review or referral flows ✅ Protecting domain and phone reputation, SMS and email deliverability, and list hygiene Because I come from sales leadership, every workflow is tied back to revenue, rep behavior, and clean reporting, not just "cool automations." The CRM is built so it can do the micromanaging, while leadership focuses on decisions, coaching, and strategy. ✅ Sales Leadership Outcomes You Can Expect ✅ Increased revenue through better pipeline conversions and deal velocity ✅ A sales infrastructure designed for sustainable growth and scalability ✅ Stronger team performance through clear expectations, training, and accountability ✅ Measurable, actionable insights through clear KPIs and reporting Related services include sales training, business development strategy, sales playbooks, lead generation system design, and integrated sales marketing alignment. If you are looking for a sales partner who can own the strategy, keep the numbers honest, and work directly inside the tools to make the system real, I would be glad to talk.
  • Sales Strategy
  • Sales
  • Outbound Sales
  • Expert
  • Inside Sales
  • Sales Consulting
  • Sales Management
  • Business Consulting
  • Sales Operations
  • Marketing
  • Startup Consulting
  • B2B Lead Generation
  • HighLevel
  • Sales Funnel
  • Sales Leadership

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