Upwork home
Sign up
Secondary

Hire the best Sales Development Freelancers in Chicago, IL

Check out Sales Development Freelancers in Chicago, IL with the skills you need for your next job.
Hire freelancers
  • $150 hourly

    • 5.0/5
    • (12 jobs)
    Looking for the BEST in automation, systems & operations? 1% Fractional Chief Operating Officer for startup - $10M/yr marketing agencies, coaching, service-based & e-commerce companies. Helping you build + scale highly profitable online companies, without draining all your time by using high-level systems, automations & strategies. My clients are typically highly visionary entrepreneurs that want to save time, make more money & feel SUPER organized in their business - I help them achieve this. Key Results: ✅2.4x revenue for Remote Closer from $350,000 (2020) to $850,000 (2021) as a fractional COO ✅Scaled multiple clients from $20,000/month to $100,000/month run rate ✅Hired, onboarded & trained over 50 employees ranging from sales reps, operations managers, client success managers, executive assistants, social media managers & more ✅Developed client onboarding processes for $10M/year marketing agencies, creating a 500% increase in speed of client onboarding ✅Reduced daily working hours of CEO clients from 12hrs/day to 5-6hrs/day with robust systems ✅Expert in 30+ major softwares to streamline + automate your business (zapier, make/integromat, Hubspot, gohighlevel, airtable, clickup, asana, Monday, active campaign, g-suite/all google products, click funnels, notion, kajabi, basecamp, square, stripe, honeybook, pandadoc, slack, pipedrive, infustionsoft, zoho, close, trello, Docusign, type form, jotform, square space, ChatGPT, GPT3 and many more) We might be a good fit if you are thinking: 💫“I’m overwhelmed at all the softwares out there. I want clarity on the best tech I need for my business and how to get the most out of it” 💫“I know I need better systems & automations and I have an idea of what I want, but I don’t have the time (or patience) to figure it all out myself” 💫“I want to grow my team but I’m not sure who to hire next, what to pay them, or how to onboard them properly to get the best results” 💫“I’m working so much, I want help documenting processes & creating SOPs so I can get out of the day to day and work ON my business, not IN it so much” 💫 “I know where I want to take my business, I just need help developing an executing a clear plan. I want to talk to someone who “GETS it” 💫 “I want more out of my CRM & systems. I know I’m not getting the most out of it right now” Working with me, you will: 👑Stop feeling overwhelmed & like there is just “too much to do” in your business 👑Get delivered turnkey CRMs & systems, with full training & SOPs on how to use them, + 30 days of troubleshooting 👑Learn how to grow your business from the role of a CEO 👑Get best-in-class systems & automations that suit YOUR specific business needs 👑Have clarity on the next actions to take to grow your business, while being super profitable 👑Always know who to hire next to fuel your next phase of growth 👑Turn your business into a well-oiled machine My clients have a lot to say about me: ✅ “You are the best person that’s ever worked with me inside my business” - Johnny Anton, CEO Remote Closer - High-Ticket Sales Coach done over $140M in high-ticket sales ✅ “You’ve completely changed the way I do business” - Jess Brooks, CEO BRX Social - Social Media Manager for top businesses & celebrities ✅ “Olivia is top notch. Her depth of knowledge in operations & hiring, coupled with her genuinely caring demeanor, is what makes her stand out from many people I’ve worked with” - Sammy LeBrassuer, CEO Sal Marketing ✅ “I just want to acknowledge how awesome you are” - Ty Lavigne, Sales & Operations Manager EDST - $10M/yr marketing agency ✅ “Big time impressed. Big time making my life easier” - Dale Parducci, CEO Elitebody Not every business is my client though - here are some signs we might not be a good fit: ◾️You are looking for the cheapest option possible instead of the best long-term solution for your business ◾️The company is struggling to pay salaries (for me to have the biggest impact, the fundamentals of marketing + sales need to be established, so I can help you amplify these) ◾️You are unreliable at responding to messages in a timely manner About my company, The Systems Boss (you will be directly working with Olivia): ✅High-Integrity: we will only take you on if we feel we can 100% help you with your needs. We value honesty & transparency and pride ourselves on giving real advice + feedback to grow your business. We won’t sugarcoat it. ✅Simplicity Wins: there is nothing worse than super complicated systems that get abandoned by everyone. It’s our mission to make great systems with the least amount of complexity possible while providing all desired functionality. That’s how you get the most out of them ✅Under promise, overdeliver: we strive to leave you with the most value possible, and complete projects in the shortest amount of time SOUNDS LIKE A FIT? Next steps: 1️⃣ Shoot me a message or Invite me to your job / send an offer & we can setup an initial zoom to chat Let's connect!
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    System Analysis
    Sales Operations
    Digital Marketing Strategy
    Automation
    Business Strategy
    Operating Systems Development
    System Automation
    Data Analysis
    Hiring Strategy
    Outbound Sales
    Lead Generation
    Digital Marketing
    Systems Development
    Business Operations
  • $90 hourly

    • 5.0/5
    • (20 jobs)
    I'm the Founder of Peel Strategic. I emphasize relationship building through a personable approach to business. My focus is on increasing brand value, sales growth, and positioning clients for where they want to go. Areas expertise include: strategic partnerships, market/consumer research, business development, lead generation, and strategic product placement/marketing. I have partners who focus on digital services such as website development/design, SEO, animation, social, and design. Areas of focus include: Start-ups, small businesses, tech, wellness/fitness/health, fashion, hospitality (bars, restaurants, hotels), and e-commerce.
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Relationship Management
    Business Planning & Strategy
    Sales
    Business Strategy
    Product Development
    Product Marketing
    Business Development
    Startup Consulting
    Growth Strategy
    Marketing
    Customer Development
    Digital Marketing Strategy
    Sales & Marketing
  • $35 hourly

    • 5.0/5
    • (3 jobs)
    Hello! I'm a Recruiter with 3+ years experience managing full-cycle recruiting in various industries and experience levels. Areas I have recruited for in the past include Admin, HR, Marketing, Software Engineering, Consulting, and Product Management. I'm an excellent communicator and have a keen eye for spotting talent. Whether you are looking for someone to take on tedious admin work, review resumes, or source candidates - I can help!
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Sourcing
    LinkedIn
    Administrate
    Sales
    LinkedIn Recruiting
    Resume Screening
    Recruiting
  • $50 hourly

    • 5.0/5
    • (1 job)
    I'm an account executive who has a strong business development and real estate background. Whether you're seeking help with business development or sales work, or looking to build out a sales process - I can help! • I'm experienced in HubSpot, SalesForce, Microsoft Office • I have experience working with startups and helping to grow a team • I am interested in working on a variety of tasks and love to communicate
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Microsoft Project
    Sales Leadership
    Business Development
    Management Skills
    Project Management
    Outbound Sales
    Business
    Sales Optimization
    High-Ticket Closing
    Lead Generation
    Sales & Marketing
    Sales Management
    Real Estate
  • $175 hourly

    • 0.0/5
    • (0 jobs)
    With 10+ years of experience and a track record as a successful entrepreneur, I have launched and exited from multiple businesses, gaining invaluable experience along the way. I have a passion for growing businesses and my expertise is in growth/sales strategy, innovation, and workplace culture, where I have consistently proven myself as a thought leader. I currently live in Chicago and was born and raised in Madison, WI. Outside of work, I am passionate about travel, sports (Go Badgers!), collecting sports cards, and lunch buffets. You may also catch a glimpse of me as an "Extra" on your favorite TV show or movie!
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Sales Leadership
    Outbound Sales
    Strategy
    Sales Strategy
    Sales Optimization
    Sales
  • $75 hourly

    • 0.0/5
    • (3 jobs)
    Increase your win rates, and drive your sales productivity numbers above and beyond - Regina will work with you as a thought partner to drive your revenue targets sky high! Regina is a seasoned sales expert and coach specializing in sales productivity best practice implementation and GTM strategy (ie. lead generation effectiveness), with experience advising companies such as New Balance, Fidelity, Oracle, CVS Health, and more. She's an experienced seller and account management professional with over 10+ years of experience, working with C-Level executives in the large enterprise space. She recently has been working with her company's GTM Sales Enablement team leading their sales tech stack strategy to increase sales productivity as well as manage one of their global sales recognition programs including its content creation and publication. She has worked for, and currently works with organizations such as CEB, Gartner, and Braze. She is trained in the following sales methodologies: Challenger, Force Management, and Winning by Design. Regina continuously educates herself on sales best practices and tactics, as well as new technologies and economic disruptors in order to best support and educate her Sales Org. Regina received 10+ certifications around GenAI for Business such as "Sales Strategy: Using AI & Automation to Sell More," "How to Boost Your Productivity with AI Tools", and "How to Research & Write Using Generative AI Tools". She currently is completed a course with the University of Maryland called "Fundamental of Technology Sales." Additionally Regina holds a Fundamentals of Technology Sales Professional Certification from the University of Maryland, and completed her B.A. at American University in Washington, D.C. Reach out if you're looking for: - Lead generation guidance, coaching and strategy planning; assistance creating a pipeline plan to increase productivity and close more deals! - Sales technology consultation and strategic guidance; create sales technology roadmap, provide tailored insight on identifying the right technology for purchase/to rid of etc based on your priorities. - Tailored Generative AI prompts for Sales; increase efficiency and time reduction spent whether your sellers are researching prospects, crafting emails and more. - Value Selling Content Creation; build seller confidence to ask the right open-ended questions, use and apply the right research to tailor their conversation and build trust. - Business Development & Account Management coaching resources and personalized content for value selling skill building.
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Sales Leadership
    Sales Operations
    Sales Lead Lists
    Sales Funnel Builder
    Sales Funnel
    Sales Enablement
    Sales & Marketing Collateral
    Sales Coaching
    Sales Consulting
    Sales Analytics
    Sales
    Selling
    Strategy
    Sales Strategy
  • $175 hourly

    • 0.0/5
    • (1 job)
    Are you a Founder looking to build a sales team? Before you do, set them up for success! 🔥 As a sales process expert, I can help you get your top of funnel sales process set up so your first sales hire can hit the ground running! 🏃‍♀️ 🏃‍♀️ I can help you with: 🌟 Identifying your ICP/Persona 🌟 Creating messaging 🌟 Developing industry-specific outreach campaigns 🌟 Reviewing your tech stack and tools for maximum ROI Let me help you and your future sales team generate revenue faster! 💰
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Expert
    Salesforce CRM
    Sales Operations
    Sales Funnel Implementation
    Sales Lead Lists
    Sales Funnel Builder
    Sales & Marketing
    Persona Development
    Sales Consulting
    Sales
    Outbound Sales
  • $150 hourly

    • 0.0/5
    • (0 jobs)
    22 years of Sales Leadership at multiple levels - 14 President Club achievement awards Coach elite youth sports - Basketball and Baseball Motivator, Coach, Culture guy, Players Coach, Results-Drive, Winner
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Sales Consulting
    Sales Coaching
    Sales Management
    Sales Leadership
    Career Coaching
    Business Coaching
    Coaching
  • $30 hourly

    • 0.0/5
    • (0 jobs)
    As a creator who has successfully built, grown, and scaled a paid community to serve an audience of over 800,000 followers, I now specialize in helping business owners and informational creators scale their personal brands to seven figures a year. After scaling my own community, I've had the privilege of building, managing, and expanding sales teams and communities for several creators. One of my recent clients went from making less than $10,000 to $87,000 in just one month after I reframed their high-ticket offer, their community, and coached their sales team to close at a rate of 40%. FYI, please do not reach out if you are not serious about scaling your personal brand. This process will require hard work and compromise, but it will scale your personal brand to seven figures faster than anything you’ve ever tried. If you're looking to scale your personal brand and establish a long-term partnership, I’d love to help. Feel free to reach out and book a meeting with me.
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Sales Analytics
    Sales Operations
    Sales Management
    Sales Leadership
    Sales Copy
    Sales Funnel
    Sales Copywriting
    Sales Call
    Sales & Marketing
    Sales
  • $25 hourly

    • 0.0/5
    • (0 jobs)
    I am a creative individual looking to expand my experience with freelance work in the social media content space. • Background in tech sales development • Content creation skills • Event planning • Passionate about natural hair care
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Video Editing
    Photo Editing
    Writing
    Communication Skills
    Research Methods
    Health & Fitness
    Creative Strategy
    Organizational Behavior
    Organizational Design & Effectiveness
    Content Creation
    Brand Development
    Branding
    Product Design
  • $25 hourly

    • 0.0/5
    • (0 jobs)
    Results-driven sales expert with over 10 years of experience in data-driven sales environments and 5 years leading teams to achieve measurable outcomes. I specialize in creating customer-focused strategies, scaling programs to boost retention, and delivering value. With a strong emphasis on performance coaching, relationship building, and cross-functional collaboration, I help businesses enhance their sales processes and prepare for sustainable growth. - Sales, Account Management Strategy - Lead Generation - Sales Coaching
    vsuc_fltilesrefresh_TrophyIcon Sales Development
    Sales Copy Review
    Sales Operations
    Sales Management
    Key Account Management
    Sales Enablement
    Sales Coaching
    Sales Consulting
    Account Management
    Sales
    Sales Lead Lists
    Lead Generation
  • Want to browse more freelancers?
    Sign up

How hiring on Upwork works

1. Post a job

Tell us what you need. Provide as many details as possible, but don’t worry about getting it perfect.

2. Talent comes to you

Get qualified proposals within 24 hours, and meet the candidates you’re excited about. Hire as soon as you’re ready.

3. Collaborate easily

Use Upwork to chat or video call, share files, and track project progress right from the app.

4. Payment simplified

Receive invoices and make payments through Upwork. Only pay for work you authorize.

Trusted by

How do I hire a Sales Development Freelancer near Chicago, IL on Upwork?

You can hire a Sales Development Freelancer near Chicago, IL on Upwork in four simple steps:

  • Create a job post tailored to your Sales Development Freelancer project scope. We’ll walk you through the process step by step.
  • Browse top Sales Development Freelancer talent on Upwork and invite them to your project.
  • Once the proposals start flowing in, create a shortlist of top Sales Development Freelancer profiles and interview.
  • Hire the right Sales Development Freelancer for your project from Upwork, the world’s largest work marketplace.

At Upwork, we believe talent staffing should be easy.

How much does it cost to hire a Sales Development Freelancer?

Rates charged by Sales Development Freelancers on Upwork can vary with a number of factors including experience, location, and market conditions. See hourly rates for in-demand skills on Upwork.

Why hire a Sales Development Freelancer near Chicago, IL on Upwork?

As the world’s work marketplace, we connect highly-skilled freelance Sales Development Freelancers and businesses and help them build trusted, long-term relationships so they can achieve more together. Let us help you build the dream Sales Development Freelancer team you need to succeed.

Can I hire a Sales Development Freelancer near Chicago, IL within 24 hours on Upwork?

Depending on availability and the quality of your job post, it’s entirely possible to sign up for Upwork and receive Sales Development Freelancer proposals within 24 hours of posting a job description.

Looking to hire for long-term or full-time assignments? See how Full-time hiring on Upwork simplifies the process.