Hire the Best Mid (100-999 employees) Professionals
Chicago, Illinois
I operate at the intersection of revenue generation, account management, client success, and sales operations, with over $5M+ in collected revenue across digital marketing, SaaS, e-commerce, CPG, coaching, financial services, and real estate-related offers. My background is heavily rooted in startup and high-growth environments where I’ve been responsible for far more than just closing deals. I’ve helped companies build pipeline, refine messaging, improve sales processes, increase retention, develop SOPs, train teams, and create scalable systems around revenue generation. I’m strongest in roles where I can combine: - consultative sales - operational thinking - strategic communication - and relationship management to help businesses grow efficiently. ━━━━━━━━━━━━━━━ ✅ Full-Cycle Account Executive & Revenue Growth ━━━━━━━━━━━━━━━ I’ve sold offers ranging from $4K to $54K+ across both B2B and B2C environments while managing the full customer journey from prospecting and discovery through onboarding, retention, and expansion. Experience includes: • Outbound prospecting & pipeline generation • Discovery, demos, and strategic sales conversations • Proposal development & negotiation • Client onboarding & retention • Upsell and expansion strategy • CRM pipeline management & forecasting • Relationship-based closing I’m comfortable operating in both inbound-heavy and outbound-heavy environments and have experience working directly with founders, operators, investors, and executive stakeholders. ━━━━━━━━━━━━━━━ ✅ Startup, GTM & Sales Operations Experience ━━━━━━━━━━━━━━━ Beyond direct sales, I’ve also contributed heavily to: • Sales process development • SOP creation • CRM organization • Messaging refinement • Objection handling frameworks • Call review & rep coaching • Sales training & onboarding • Pipeline and follow-up systems I naturally think like an operator, not just a rep. ━━━━━━━━━━━━━━━ ✅ Digital Marketing & Client Success ━━━━━━━━━━━━━━━ At Pixel Penguin Media, I work directly with clients and internal media buying teams to align marketing performance with business outcomes. This includes: • Meta + Google Ads strategy conversations • Funnel and conversion analysis • Client communication & retention • Revenue-focused growth planning • Managing expectations and long-term relationships ━━━━━━━━━━━━━━━ ✅ CPG, SaaS & Consultative Sales ━━━━━━━━━━━━━━━ At Opply, I closed $860K+ in contracted deals through outbound prospecting and relationship-driven sales. This included: • Mid-market & enterprise outreach • Strategic procurement conversations • Cash flow & operational efficiency positioning • Long-cycle relationship management • Industry partnerships and trade show networking ━━━━━━━━━━━━━━━ ✅ Leadership & Team Building ━━━━━━━━━━━━━━━ • Built and led a team of 15+ agents in insurance • Generated $300K+ in revenue within first few months • Experience onboarding, coaching, and improving rep performance • Comfortable helping companies build repeatable sales infrastructure ━━━━━━━━━━━━━━━ What I Do Best ━━━━━━━━━━━━━━━ • Build trust quickly with prospects and clients • Lead high-level consultative conversations • Translate complex offers into simple value propositions • Improve sales processes and customer experience • Balance revenue generation with long-term retention • Operate effectively in fast-moving startup environments If you're looking for someone who can contribute beyond just taking calls and can help drive revenue, improve process, and strengthen client relationships at the same time, I’d be happy to connect.
- Sales
- Sales Leadership
- Coaching
- Adapt Framework
- Team Building
- Self-Help
- Professional Training
- High-Ticket Closing
- Real Estate Closing
- Online Sales Management
- Inbound Marketing
- Ecommerce Marketing
- Real Estate Acquisition
- Sports & Fitness
- Digital Marketing
Eugene, Oregon
U.S.-based Quality Assurance & AI Evaluation Specialist with 8+ years of experience in high-volume calibration, performance review, and training data creation. I bring strong attention to detail, consistency, and the ability to apply clear guidelines when reviewing and rating outputs. At Royal Caribbean, I was selected as a model agent whose customer interactions were used as training examples for new team members. I regularly participated in QA calibration discussions, evaluated performance against strict standards, and provided structured feedback on quality and consistency — skills that directly translate to AI data annotation and model evaluation work. I am now focused on helping AI teams improve model performance through accurate, reliable annotation and quality review. Services I offer: • AI response evaluation & preference ranking • Image & text data annotation • QA review & feedback on AI-generated content • Content moderation & guideline-based rating • Data entry, cleaning & Excel organization • Usability testing & honest feedback I am detail-oriented, consistent, and reliable. I follow instructions carefully, maintain high accuracy, and deliver quality work independently. Available for both short-term projects and ongoing annotation work.
- Time Management
- Employee Training
- Team Building
- Travel Planning
- Budget Management
- Client Management
Waterloo, Iowa
I'm Sirkendrick, a reliable freelancer based in Waterloo, Iowa. I spent years working hands-on in physical trades — custodial work, food service, roofing — so I know what it means to show up and get the job done right. Now I'm building my online career and bringing that same work ethic to every project. I specialize in product testing, platform feedback, app evaluation, and written reviews. I'm detail-oriented, easy to communicate with, and I take every job seriously no matter the size. Currently earning my HubSpot certification to expand my digital marketing knowledge. If you need someone dependable who gives honest, thorough feedback — I'm your guy.
- Data Analysis
- Virtual Assistance
- Customer Support
- Administrative Support
Nashville, Tennessee
🚀👍 Hello—greetings from Nashville, Tennessee. My name is John Benson and I am one of Upwork's most seasoned strategy, marketing, sales and content operators. I provide unique-on-Upwork services spanning Strategy, Marketing, Sales, and Writing services supported (when appropriate) by AI-driven research & analytics. My approach combines 40+ years of business savvy with 15 years of work as a full-time Upwork freelancer before "remote freelancing" was cool. With regard to AI usage - my proprietary usage methods represents responsible use of AI and provides process and activity insights difficult to achieve without an advanced toolkit. AI is a force multiplier of my services, not a replacement for them! ℹ️ Credentials: • Upwork Expert-Vetted (top 1%) • 15+ years full-time on Upwork • 100++ "5.0 Ratings" - check out the comments! • BS - Electrical Engineering; MBA – Marketing | Texas A&M • Formal sales training by Miller Heiman | The enterprise gold standard • Experienced with CRMs; a "leads to closes" services mentality ⚓ Core services: • Marketing & messaging strategy: targeted, high-impact messaging that gains meetings • Sales advisory: I am a salesQB licensee (leading SMB fractional CSO network) • Sales performance: call analysis and messaging optimization • Strategy <-> Analytics: including SDR processes, all forms of sales funnel metrics • CRM and sales process alignment specialist. 💡 I invest time upfront to ensure strong alignment and well-defined project scope. Your project is important to you. So, it is important for me to understand exactly what you want to achieve and your preferences in how that is achieved. My project spin up processes account for plenty of no-charge time to get aligned and truly gain in-depth knowledge of the Project Success Factors - before the work starts. If (a) Category-leading experience, (b) a track record of 100++ "5-0" ratings with astounding compliments, (c) a relaxed personality, confident in success and (d) advanced use of AI where it benefits the most intrigues you - let's have a 20-minute chat about your vital project. Regards, John Benson ⚓ Nashville, TN
- Strategic Plan
- Business Plan
- Financial Analysis
- Marketing Strategy
- Business Process Modeling
- Business Process Reengineering
- SEO-Based Website
- Investment Research
- Sales Management
- SEO Strategy
- Website Copywriting
- Writing
Anaheim, California
Excellent reader, typer and reviewer. I have experience proofreading, typing, 10 key, marketing and sales and managing employees.
- Typing
- Employee Feedback
- Feedback & Satisfaction Survey
- Review or Feedback Collection
- Management Skills
Saitama, Japan
If you're running an eCom brand or a performance marketing agency, your hiring problem isn't just finding people. It's figuring out who to hire next, whether your team structure still makes sense at your current revenue, and how to stop losing ground every time someone leaves. I've been in it. 🏆 Currently Director of HR for 8-figure eCom brands in the US health & wellness space 🏆 Helped a $5M eCom operator grow their team from 20 to 150 — scaling the business to $50M in 3 years I don't just recruit. I help you build the team your next revenue stage actually needs. What I offer: 🔶 Recruitment — one-time placement for the role you need filled now 🔶 Org Architecture — monthly retainer to design, sequence, and scale your team as your brand grows Brands I've worked with 🛒 Enclave Bioactives · Konscious Keto · GTE Brands · GT Ecom BV · Savelix · and more Roles I hire across the eCom & agency world 🔍 Marketing · Customer Service · Creatives & Design · IT & Tech · Operations · Finance If your team can't keep up with where your brand is going — that's exactly where I come in.
- Training & Development
- Training Presentation
- Content Writing
- Procedure Development
- Research & Development
- Academic Editing
- Compensation & Benefits
- Company Policy
- Employee Relations
How it works
Post a job for free Post a job
Tell us what you need. Create your own job post or generate one with AI then filter talent matches.
Hire top talent fast
Consult, interview, and hire quickly, so you can meet the freelancers you're excited about.
Collaborate easily
Use Upwork to chat or video call, share files, and track project progress right from the app.
Payment simplified
Manage payments in one place with flexible billing options. Only pay for approved work, hourly or by milestone.
Don't just take our word for it
“Upwork provides an umbrella-level of security. I can see a talent’s work history and ratings. I can hold payments in escrow. I can communicate through Upwork Messages instead of working through my email address.”
Kim Darling
Emerald Tiger
“Upwork is the best platform to hire skilled professionals when we're not looking for a full-time employee. All the companies in our portfolio use Upwork to find talent across a wide range of fields.”
David Merry
Kinetic Investments
“Our very specific requirements can be a challenge—With Upwork, we’re able to access a bigger community to ensure the success of our projects.”
Katja Krohn
Summa Linguae
How do I hire a Mid (100-999 employees) Freelancer on Upwork?
You can hire a Mid (100-999 employees) Freelancer on Upwork in four simple steps:
- Create a job post tailored to your Mid (100-999 employees) Freelancer project scope. We’ll walk you through the process step by step.
- Browse top Mid (100-999 employees) Freelancer talent on Upwork and invite them to your project.
- Once the proposals start flowing in, create a shortlist of top Mid (100-999 employees) Freelancer profiles and interview.
- Hire the right Mid (100-999 employees) 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 Mid (100-999 employees) Freelancer?
Rates charged by Mid (100-999 employees) 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 Mid (100-999 employees) Freelancer on Upwork?
As the world’s work marketplace, we connect highly-skilled freelance Mid (100-999 employees) Freelancers and businesses and help them build trusted, long-term relationships so they can achieve more together. Let us help you build the dream Mid (100-999 employees) Freelancer team you need to succeed.
Can I hire a Mid (100-999 employees) Freelancer 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 Mid (100-999 employees) Freelancer proposals within 24 hours of posting a job description.