Why This Job is Featured on The SaaS Jobs
Why this Role is Featured on The SaaS Jobs
Leap is an example of SaaS moving beyond pure digital workflows into “software plus operations,” using a platform to run and standardise physical retail across many brand partners. That makes this Retail Success Manager role relevant to professionals tracking how vertical SaaS companies build defensible products by owning data, process, and outcomes in the real world. The multi-brand model also mirrors a multi-tenant environment, where repeatable playbooks matter as much as individual client nuance.
From a SaaS career standpoint, the role sits close to the metrics and renewal mechanics that underpin subscription businesses, even though the delivery happens in stores. Managing a portfolio, translating performance data into partner-facing narratives, and coordinating across internal functions builds durable skills for customer success leadership, partner management, and revenue retention roles across B2B SaaS. The emphasis on P&L fluency and operating cadence is particularly transferable into later-stage SaaS organisations that run by KPIs.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
About Leap
At Leap, we believe the future of retail is omnichannel and the next generation of brands belong in neighborhoods, not just on screens. Today, the Leap platform powers retail across over 100 stores for 50 brands with ambitions of scaling to thousands of stores and hundreds of brands.
We don’t just operate stores, we bring brands to life - with built in advantages powered by data, systems and scale. We solve the challenging complexities of retail, ensuring that every store we launch and operate is high-performing and every shopper always feels welcomed.
While our platform provides the data and infrastructure across our 100+ stores, our people are the key to our success. We are looking for smart, energized individuals who are ready to act as owners and help us build our platform. So, come take this leap with us and help us rewrite the future of retail.
Location
This is a hybrid role based in Chicago, with a minimum of 3 in-store days per week.
Annual Pay Range
$105,000–$125,000, based on experience
About the Role
This is not a multi-unit manager role with a fancier title. This is an opportunity to own a portfolio of brands and stores end-to-end, driving performance, deepening partnerships, and developing the people who make it all work.
As a Retail Success Manager, you'll be the connective tissue between Leap's operations and the brand executives who trust us with their physical retail presence. You'll toggle between coaching a Store Manager on the floor on a Tuesday and leading a strategic brand review with a founder on Wednesday.
You'll know the P&L as well as you know your team.
Why This Role
- Ownership: You'll run a real portfolio: multiple brands, stores, and the teams who make them successful. The results you drive are visible and yours.
- Impact: High-stakes exposure to the most exciting consumer brands in the market, with a seat at the table on strategy and execution.
- Scale: Operate at the intersection of retail operations, brand partnership, and team leadership in one of the fastest-growing companies in the space.
- Growth: A compelling NYC leadership role for those who want to operate at a high level and build something meaningful.
What You'll Do
- Run the Portfolio Own performance across a portfolio of brands and stores; analyzing data, identifying gaps, and building actionable plans that consistently hit sales, remittance, and profitability targets.
- Develop the Team Coach and develop Store Managers with a focus on sales, customer experience, and retention. Own the full talent pipeline: recruiting, hiring, onboarding, and ongoing development.
- Drive Brand Success Serve as the primary relationship owner for brand executives, translating performance data into insights, aligning on strategy, and leading renewal and expansion conversations alongside the Growth team.
- Operate Cross-Functionally Align internal teams (marketing, merchandising, finance, operations) around what brands need and what stores are seeing. Be the voice that connects the floor to the boardroom.
What Success Looks Like
- Store-level financial, operational, and experience KPIs consistently achieved across your portfolio
- High employee retention, engagement, and a healthy hiring pipeline
- Strong Brand NPS. Brand partners renew, expand, and advocate for Leap
- You're the person brands and internal teams trust to get things done
Position Requirements
- Based in Chicago; hybrid role with a minimum of 3 in-store days per week
- 6+ years of progressive retail leadership experience, with 2+ years in multi-unit management across a minimum of 5 locations
- Demonstrated success leading remote, multi-store teams to drive client experience, operational excellence, and business performance
- Strong relationship-building skills across internal teams, store staff, and brand partners
- Ability to travel regularly within NYC and up to twice annually out of state
- Must be 18+ years of age
- Comfortable with active, on-floor responsibilities, including extended standing/walking and lifting up to 50 lbs or using ladders as needed
Leap offers a competitive total rewards package, which includes:
- Unlimited PTO (blackout periods apply)
- Bonus Eligible
- Healthcare benefits (medical, dental, vision)
- Flexible time off (paid company holidays, unlimited paid time off, sick leave, parental leave)
- Access to company perks (commuter benefits, 401K, paid sabbatical, employee discounts at Leap stores, employee referral bonus, telecom reimbursement)
- Employee Assistance Program
- Employee discount + wardrobe allotment for participating Leap brands
However you identify, whatever your path to get here; Leap celebrates diversity and is committed to maintaining a safe, rewarding and inclusive environment where Leapers thrive individually and as a team. In order to achieve our mission, building the world's largest network of branded retail stores – powered by data, systems and scale; we need to work hard to foster a diverse community to support the brands and customers we serve. These aren't just words, this is who we are. We know that our differences are what make our organization special and are paramount to our culture. Your age, skin color, beliefs, sexual orientation, nationality, disability, parental status, vet status, gender identity are valued.
