Director of Sales Development

| Chicago
Upwork ($UPWK) is the world's largest freelancing website. Each year $1.7 billion of work happens through Upwork, allowing businesses to get more done and helping professionals break free of traditional time and place boundaries and work anytime, anywhere on projects they love. At Upwork, you'll help build on this momentum. Together, we'll create economic and social value on a global scale, providing a trusted online workplace for businesses to connect with extraordinary talent and work without limits. 
 Upwork is voted #1 place to work in Chicago! - 2019
The Upwork Sales team brings our on-demand talent platform and services to small, medium and large businesses. We’re hiring an SDR Director for our fast-growing Sales Development Representative (SDR) team. As a leader, you will be responsible for leading a high-performing team of individuals who master the lead qualification and opportunity qualification process. The SDR Team will book meetings and source early-stage sales opportunities and be instrumental in maintaining strategic partnerships with Marketing and Sales leadership. You will also develop content relevant to potential clients, support go-to-market activities, promote targeted campaigns and cultivate qualified opportunities that will funnel into Upwork’s sales teams. If you thrive in a dynamic environment where you have the freedom to build and implement new sales processes, focus on business verticals, and target new customers for Upwork to acquire and grow.

In this role, you will:

  • Lead, encourage, and train a team of SDRs whose role consists of prospecting, booking meetings and opportunity identification and qualification.
  • Develop SDRs into strong, highly capable team members for further development within the organization
  • Develop and coach to a best-practices framework of persona-based prospecting with personalized pitches
  • Hold each SDR accountable to defined metrics and KPI's
  • Lead weekly call reviews with SDR team, both in team and 1:1 setting
  • Own SDR "Sales Qualified Opportunity" number
  • Measure and continually find ways to improve process and performance
  • Refine SDR standards, process & metrics
  • Build and document scalable systems and processes to grow SDR team
  • Ensure that team has high quality account and lead/contact information
  • Motivate individuals and teams to exceed objectives through coaching, regular broadcast of results, and creative incentives
  • Regularly report on team/individual results – approved meetings, opportunities created and pipeline to the VP of Sales
  • Partner with Marketing for MQL conversion/event/campaign promotion and follow-up
  • Ensure disciplined use of Salesforce.com, Salesloft, Gong and other sales tools

To win in this role, you need:

  • 4+ years' experience in a Sales Development Role or quota-carrying sales role
  • At least 5 years' experience managing managers within an SDR organization
  • Experienced with high-volume outbound, phone-based lead generation (Cold Calling)
  • Experience with technical products in the tech industry
  • Process-oriented in lead and opportunity management
  • Ability to create a sense of urgency & identify needs/pain with prospects
  • Ability to present value-based messaging
  • Solid Communication skills (written and verbal)
  • Familiar with CRM (SFDC) system for managing leads
  • Meeting deadlines and commitments

Come change how the world works.
At Upwork you’ll help shape the future of work. From our offices in San Francisco, Mountain View and Chicago, together we’re creating exciting new opportunities for a world of professionals. You’ll be part of a vibrant culture built on shared values: Inspire a boundless future of work, Put our community first, Have a bias towards action, and Build amazing teams. Along the way you’ll have fun and enjoy the perks of a people-first company: Work from Home Wednesday's, daily breakfast and lunch, regular in-office happy hours, top-notch benefits … and more. Check out Upwork’s spotlight on The Muse for a glimpse of our daily work/life balance.
Upwork is proudly committed to recruiting and retaining a diverse and inclusive workforce. As an Equal Opportunity Employer, we never discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical condition), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

Read Full Job Description

Location

Our office is located in Chicago's West Loop. We are close to public transportation and restaurants galore.

An Insider's view of Upwork

What's something quirky about your company?

The best part of our company culture is our Work Online Wednesdays, it gives me a better understanding of the experiences many clients and freelancers have using Upwork to grow their business. It's also important to me that Upwork values championing the future of work by empowering its employees to work flexibly each week.

Maggie

Mid Market Account Executive

What's the biggest problem your team is solving?

The Enterprise team is solving for how organizations engage talent and how talent finds opportunity. In an "on-demand" economy, technology has changed the way we commute, lodge, and shop. The workforce is rapidly evolving and technology is fundamentally changing work now, too.

Mandela

Enterprise Account Executive

How has your career grown since starting at the company?

I started my professional life in HR and due to the shifting labor market, I saw an opportunity to be part of something special with Upwork. I took a leap into the unknown as the second sales rep in the Chicago office. Fast forward a year and a half later, I’ve been able to grow my career from sales rep to leading the first Mid-Market sales team.

Angela

Sales Manager

How do you make yourself accessible to the rest of the team?

Making myself available before and after working hours demonstrates commitment to seeing them grow and succeed. Casual sit downs over coffee outside the office to get to know individual contributors and managers on a more personal level allow me to further understand what drives and motivates them inside and outside of work.

Natalie

VP, Enterprise Solutions

What is your vision for the company?

Our vision is to connect businesses with great talent to work without limits. Companies have struggled for far too long to find the talent required to propel their businesses forward. Traditional talent resources do not have the capabilities to meet the demands of the future of work. Upwork solves these problems.

Robert

VP, Sales

What are Upwork Perks + Benefits

Upwork Benefits Overview

Upwork proudly offers a comprehensive set of benefits to ensure employees are able to bring their whole selves to work. To allow for that, we aim to deliver world-class offerings and perks that cover your medical, dental, vision, emotional and family well-being. If you are an active, regular, full-time employee working a minimum of 20 hours per week you are eligible for all lines of coverage.

Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Upwork provides an annual HSA contribution. You may also contribute pre-tax dollars to a Health Care FSA and Dependent Care FSA account.
Disability Insurance
Upwork offers both short term disability (STD) and long term disability(LTD) insurance.
Dental Benefits
Upwork provides your dental coverage through MetLife with a PPO plan offering.
Vision Benefits
VSP Vision offers a broad array of services for employees at Upwork.
Health Insurance Benefits
We offer Anthem Blue Cross PPO and HSA plans and you may choose the best plan for you and your family.
Life Insurance
Life Insurance coverage of 2X up to $300,000. Employees can also purchase coverage for a Spouse/DP and child(ren).
Pet Insurance
Nationwide Pet Insurance now provides coverage to all pets within your life!
Wellness Programs
Upwork offers an on demand mental health platform, Ginger.IO, along with a parenting support tool, Cleo.
Onsite Gym
Retirement & Stock Options Benefits
401(K)
Upwork offers a traditional pre-tax 401(K) along with an after-tax Roth IRA option.
401(K) Matching
Upwork matches 50% of every dollar contributed by employees into their 401(k) up to $5,000 per year. Employers match is fully vested after 1 year of service.
Company Equity
Upwork offers equity as part of our standard compensation package.
Employee Stock Purchase Plan
We allow qualified employees to purchase company shares at a discounted price.
Performance Bonus
Child Care & Parental Leave Benefits
Child Care Benefits
Upwork offers dependent care flexible spending accounts. In addition, we offer a $100 monthly credit from Trusted for backup and emergency child care services.
Generous Parental Leave
Upwork provides employees time to bond with their newborn and family. We offer up to 12 weeks of fully Paid Parental Leave.
Remote Work Program
Upwork encourages a healthy work-life balance. For your convenience we allow you to work from home on Wednesdays.
Adoption Assistance
Upwork will reimburse up to $3,000 for eligible fertility or adoption related expenses per plan year.
Vacation & Time Off Benefits
Unlimited Vacation Policy
Upwork provides an Unlimited Time Off policy to further enhance our culture of trust and empowerment.
Generous PTO
Paid Volunteer Time
The Upwork Foundation has asked that 1% of employees time be used for giving back to the community and volunteering.
Paid Holidays
Upwork offers all employees paid time off to observe all major holidays.
Paid Sick Days
Perks & Discounts
Beer on Tap
We offer a variety of Beer and Wine.
Casual Dress
Commuter Benefits
You can elect up to max of $260 pre-tax for transit and parking. Upwork will match 50% of your pretax contributions each month.
Company Outings
Free Daily Meals
Upwork provides lunch on a daily basis from local Chicago restaurants.
Game Room
Stocked Kitchen
Upwork has a fully stocked kitchen including unlimited snacks, coffee, tea and all of the flavored LaCroix you can handle.
Happy Hours
Pet Friendly
Fitness Subsidies
We reimburse employees up to $50 per month for fitness related expenses. We have a corporate partnership with 24 Hour Fitness, but you can apply to your preferred gym or approved wellness expense.
Professional Development Benefits
Job Training & Conferences
Diversity Program
Diversity, Inclusion and Belonging is critical to the success of our business and our ability to further our mission of creating economic opportunities so people have better lives.
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