Upside

Upside is a technology company that increases the financial power of people and businesses in the real world. Our technology has helped millions of people get more purchasing power on the things they need, and tens of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailers, the consumers they serve, and towards important sustainability initiatives.

Lead Technical Recruiter

Technical RecruiterTechnical RecruiterFull TimeRemoteTeam 275Since 2016Company Site

Location

District of Columbia

Posted

4 days ago

Salary

$140K - $160K / year

Bachelor Degree10 yrs expEnglish

Job Description

Meet Upside:

We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives.

The Impact You'll Make:

You’ll help shape the teams building Upside’s product by leading full-lifecycle recruiting for B2C technology roles. By combining deep knowledge of the tech talent market with strong relationship-building and thoughtful sourcing strategies, you’ll identify and attract exceptional candidates. Your work will help Upside scale quickly while maintaining a high bar for talent in an evolving and competitive hiring landscape.

What You’ll Do:

  • Lead full-lifecycle recruiting end-to-end. Guide role launch, sourcing, interview
    coordination, debrief discussions, offer approvals, and closing across multiple job
    families and levels.

  • Create clarity from the start. Facilitate thoughtful intake conversations, align on
    success profiles and leveling, and ensure interview plans and evaluation criteria are
    clear, consistent, and grounded in what the team truly needs.

  • Build and sustain strong pipelines. Execute multi-channel sourcing strategies and
    actively manage funnel health, pacing, and offer acceptance rates. Adjust quickly when
    signals are mixed or priorities evolve.

  • Maintain a disciplined, candidate-centered process. Keep stages progressing,
    ensure timely feedback, schedule pre-briefs and debriefs, and uphold strong
    documentation and ATS hygiene while preserving a positive candidate experience.

  • Design scalable recruiting systems. Develop templates, playbooks, scorecard
    standards, and interviewer enablement resources that make hiring more consistent and
    easier to execute across teams.

  • Represent Upside with warmth and professionalism. Communicate clearly, follow
    through reliably, and create a candidate experience that reflects our values and
    Standards.

Competencies You'll Need:

  • 10+ years of full-lifecycle recruiting experience across multiple technical functions,
    including Engineering, Product, and Data/Analytics, in fast-paced, high-growth environments.

  • Consistent delivery with measurable impact. Track record of improving speed, funnel
    conversion, slate quality, and offer acceptance through strong execution and thoughtful
    systems improvements.

  • Strong sourcing expertise. Experience building pipelines across channels, engaging
    passive talent, and tailoring outreach and value propositions to different audiences.

  • Effective stakeholder partnership. Trusted collaborator to Hiring Managers and cross-
    functional leaders, able to create clarity, uphold standards, and support timely decisions.

  • Operational discipline. Skilled at running structured workflows from launch through
    close, maintaining timelines, and ensuring strong documentation and ATS practices.

  • Sound judgment. Balances structure and flexibility, escalates thoughtfully, and uses
    both data and experience to guide decisions.

  • Clear communication and influence. Communicates effectively in writing and
    conversation, manages candidates with care, and supports leaders through tradeoffs
    and closing strategy.

  • Collaborative and team-oriented. Builds trust quickly, shares context openly, offers
    support proactively, and contributes to a positive, accountable team environment where
    everyone can do their best work.

Location:
This hybrid role is based in our DC office. In-office attendance is required on Monday, Tuesday,
and Thursday, and may increase based on project-based needs and changes to Upside’s in-
office policy over time.

Compensation:
The U.S. base salary range for this full-time position is $140,000 - $160,000 + equity + benefits.
The final starting pay will be determined based on job-related skills, experience, qualifications,
work location, and market conditions. Your recruiter can share more about the specific salary
range during the hiring process.

#LI-Hybrid
#LI-LR1

Benefits:

  • Medical, dental, and vision coverage starting on Day 1

  • Equity (ISOs)

  • 401(k) program

  • Family planning programs + paid parental leave

  • Physical fitness and wellness memberships

  • Emotional and mental health support programs

  • Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break

  • Flexible work environment

  • Lunch reimbursement for in-office employees

  • Employee Resource Groups

  • Learning and Development stipend

  • Transparent culture

  • Amazing mission!

Diversity and Inclusion:

Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here!

If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com.

This email is for accessibility accommodations only, it should not be used to submit job applications.

Notice To Recruiters And Placement Agencies:

This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Benefits

  • 401(K), Adoption Assistance, Childcare benefits, Commuter benefits, Company equity, Company-sponsored outings, Continuing education stipend, Customized development tracks, Dental insurance, Disability insurance, Diversity manifesto, Documented equal pay policy, Volunteer in local community, Family medical leave, Fitness stipend, Flexible Spending Account (FSA), Flexible work schedule, Free daily meals, Generous parental leave, Generous PTO, Company-sponsored happy hours, Health insurance, Job training & conferences, Open door policy, Life insurance, Mean gender pay gap below 10%, Mentorship program, Paid volunteer time, Online course subscriptions available, Open office floor plan, Paid holidays, Paid industry certifications, Paid sick days, Partners with nonprofits, Pet insurance, Promote from within, Lunch and learns, Remote work program, Restricted work hours, Free snacks and drinks, Team based strategic planning, OKR operational model, Team workouts, Continuing education available during work hours, Mandated unconscious bias training, Unlimited vacation policy, Vision insurance, Wellness programs, Some meals provided, Mental health benefits, Home-office stipend for remote employees, Diversity employee resource groups, Hiring practices that promote diversity, Fertility benefits, Employee resource groups, Employee-led culture committees, Quarterly engagement surveys, Hybrid work model, In-person all-hands meetings, In-person revenue kickoff, President's club, Employee awards, Diversity recruitment program, Pay transparency, Abortion travel benefits, Mother's room, Personal development training, Virtual coaching services, Flexible time off, Bereavement leave benefits, Company-wide vacation

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