Find your next Career Opportunity at BigScoots

The role

We are building outbound for small to mid-sized accounts ($10K to $50K ACV) from scratch. There is no existing playbook. You will be the first BDR, calling businesses that run WordPress and WooCommerce sites and booking meetings with our Account Executive and executive team. You will not be one of dozens of reps. The meetings you set go straight to the people who run the company.

Our email outreach already runs at scale. Your job is to turn that attention into conversations. The phone is your main tool. Email, LinkedIn, and short personal videos keep you in front of prospects between calls. Your first call list is the companies that opened our emails. From there, you will work cold lists.

What the job looks like, in numbers

• 100 dials per day once ramped
• About 8 live conversations per day
• About 25 meetings booked and 20 held per month once ramped
• Daily follow-up by email, LinkedIn, and video alongside your calls
• Same-day follow-up on every conversation
• Every call and outcome logged in our Outbound Portal

This is a high-activity role. If you want a slow, research-heavy account-based job, this is not it. If you like picking up the phone and want your effort to show up on a scoreboard, keep reading.

What you will do

• Call warm and cold accounts every day, starting with prospects who engaged with our email campaigns
• Build multi-channel sequences around your calls: email, LinkedIn, and short personal videos
• Run short discovery calls: current host, site performance, pain with support, timing, and who decides
• Book qualified meetings on the calendars of our AE and executive team
• Write a clean handoff for every meeting: the business, the problem, the stakeholders, the timing, the risks, and the agreed next step
• Test openers, talk tracks, and sequences, and share what works each week
• Use AI tools for research and drafts, then check the facts and make every message your own
• Keep every account, call, and meeting current in our Outbound Portal, the in-house system our sales team runs on

What you bring

• 1+ year in a phone-heavy role with measurable targets: SDR, BDR, inside sales, or customer-facing work with a quota
• Comfort making cold calls and handling objections
• Clear, direct writing
• Interest in how websites work. You do not need to be technical, but you should want to learn hosting well enough to hold a real conversation about it
• Self-management. You work remotely and hit your numbers without someone watching

How you are measured

Held meetings that our closers accept as qualified. Activity numbers are the path there, and we track both.

Pay and benefits

Up to $80,000 OTE, base plus commission. Benefits include 401(k) matching and health, dental, and vision insurance.

How to apply

Email your resume to nikhil@bigscoots.com with a few lines on the highest-activity role you have held and the numbers you hit.

Location: Chicago, IL

Pay: $90,000 a year 

Job Type: Full-time (onsite)

Apply: Send your resume and a cover letter to sales@bigscoots.com with the subject line of “Technical Operations Manager.”

Full Job Description

Responsibilities

• Oversee and direct the development of in-house control panel, WPO data portal, on-site coordination, and physical tasks and contribute as a subject matter expert of product management to various departments within our organization.
• Direct the development of our in-house control panel, WPO data portal, ensuring its smooth operation and continuous improvement. 
• Align the platform with the needs of our diverse client base, ranging from small businesses to enterprises.
• Collaborate with cross-functional teams to identify and prioritize product enhancements and new features.
• Serve as a Senior Systems Administrator, leveraging a deep understanding of our deployments, client requirements, and infrastructure.
• Optimize systems and processes to maintain and enhance our high-quality hosting services.
• Monitor and troubleshoot server performance, ensuring maximum uptime and reliability.
• Play a vital role in training and mentoring new technical staff. Share knowledge and experience to ensure the team is equipped with the skills necessary to provide exceptional support.
• Develop and maintain technical documentation and training materials.
• Provide expertise in data center operations and infrastructure management.
• Work closely with data center partners to facilitate seamless migrations and optimize performance.
• Ensure that our infrastructure is secure, reliable, and scalable. Collaborate with billing staff to identify upsell and cross-sell opportunities.
• Make service adjustments and facilitate migrations to better serve clients’ evolving needs.
• Bridge the gap between technical operations and client service, focusing on client success through ticket management, and ensuring a smooth and efficient customer experience. 

Qualifications

Bachelor’s degree in any discipline and 3 years of experience as a Sr. Linux systems administrator and hosting operations or related occupation in Linux systems administration.

Must possess 3 years of experience with:

• Product management
• Hosting operations
• Directing the development of client control panel
• Managing escalation of technical issues
• Providing technical training and developing and maintaining training materials
• Optimizing systems and processes
• Inside sales identifying upsell and cross-sell opportunities and making service adjustments to meet clients’ needs
• Tracking client success through ticket management

Beneifts

• 401(K) matching
• Health insurance
• Dental insurance
• Vision insurance