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Welcome to the HOBO careers page. We offer competitive Medical, Dental, and Vison plans along with 401k with company-sponsored profit sharing and unlimited, self-managed vacation in a collaborative and friendly work environment.

Open Positions

We are seeking a highly motivated and experienced Retention Director to join our dynamic team. The Retention Director is a key leadership role responsible for developing and implementing strategies to maximize customer retention, loyalty, and lifetime value through the development of enhanced personalized customer journeys and the optimization of owned communication channels. This role will oversee the strategy and execution for email marketing, SMS and our customer loyalty program. This role is crucial in ensuring the long-term success and growth of our DTC business.

Key Responsibilities

Strategy Development: Develop and execute the overall customer retention strategy that aligns with the brands goals and objectives. Identify opportunities to leverage customer data and insights to deliver personalized experiences throughout the customer journey.

Customer Segmentation: Employ a data-driven approach to segment customers based on RFM model, demographics, site behavior, channel preferences, and other relevant factors. Use customer profiles and personas to guide personalized messaging and communication strategies.

Personalized Messaging: Partner with Senior Manager of Brand Marketing to develop tailored content for our owned channels that delivers targeted messages that resonate with specific customer segments.

Collaborate with marketing, product, and customer support teams to align efforts and optimize customer experience.

Data Analysis: Partner with Sirista and leverage data analytics tools and techniques to gather insights on customer behavior, engagement, and satisfaction. Monitor key performance indicators (KPIs) to evaluate the effectiveness of personalization and communication efforts and make data-driven recommendations for improvement.

Marketing Technology and Tools: Identify and implement the necessary tools, platforms, and systems to support personalization and communication initiatives. Stay updated on industry trends and advancements in personalization technology.

Loyalty: Launch and oversee HOBO’s first ever loyalty program. Insure the seamless integration of this program through our everyday communications. Provide best in class loyalty programing by innovating on perks and programming for our best customers and implementing initiatives to increase customer satisfaction, loyalty, and lifetime value.

Develop reporting and measurement tools that will allow us to drive the program forward.

Testing and Optimization: Conduct A/B testing and other experiments to evaluate the performance of different personalization and communication approaches across our owned marketing campaigns .

Continuously optimize strategies based on insights and feedback to drive improved customer engagement and satisfaction.

Skills & Experience

● Bachelor's degree in marketing, business administration, or a related field (Master's degree preferred)

● Proven experience in a customer retention or loyalty role, preferably in a DTC company

● Strong understanding of direct-to-consumer business models and customer lifecycle management

● Proficiency in analyzing customer data and utilizing data analytics tools

● Demonstrated leadership skills, with the ability to effectively manage and motivate a team

● Excellent communication and interpersonal skills, with the ability to collaborate cross-functionally

● Strong strategic thinking and problem-solving abilities

● Results-oriented mindset, with a focus on driving customer satisfaction and business growth

● Familiarity with customer relationship management (CRM) systems and marketing automation tools

Job Type: Full-time

Pay: $130,000.00 - $150,000.00 per year


  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Health insurance
  • Health savings account
  • Life insurance
  • Paid time off
  • Retirement plan
  • Vision insurance

Compensation package:

  • Bonus pay
  • Performance bonus
  • Profit sharing
  • Yearly bonus
  • Yearly pay

Experience level:

  • 4 years


  • Monday to Friday


  • Master's (Preferred)


  • Management: 3 years (Preferred)
  • Customer relationship management: 4 years (Required)
  • Customer segmentation: 4 years (Required)
  • Data analytics: 3 years (Required)
  • Loyalty marketing: 4 years (Required)
  • Strategic planning: 4 years (Required)
  • Direct marketing: 4 years (Required)
  • CRM software: 1 year (Required)

Work Location: Remote


The HOBO flagship store in downtown Annapolis is hiring!!!

HOBO, founded in Annapolis, MD in 1991 A leader in handcrafted leather Bags and wallets.

Seeking an experienced, enthusiast, reliable, goal-oriented candidate with exceptional customer service skills for our Flagship Store.


Ensure full understanding of all products.

Knowledge of current advertising and marketing initiatives.

Established ability to communicate effectively and build positive and lasting relationships with customers and other local businesses.

Demonstrate a fundamental knowledge of point-of-sale computer systems and programs.

Must be available to work a flexible schedule including some weekends and holidays.

Perfect job for someone seeking a part time position with flexible hours.

Apply directly to 194 Green Street or submit resume on Indeed.

Job Type: Part-time

Pay: $14.50 - $15.00 per hour


  • Employee discount
  • Flexible schedule


  • Day shift

Weekly day range:

  • Monday to Friday
  • Rotating weekends
  • Weekend availability

Ability to commute/relocate:

  • Annapolis, MD 21401: Reliably commute or planning to relocate before starting work (Required)

Work Location: In person


We are looking for an experienced full-time passionate and energetic Account Executive to be responsible for Amazon globally. The Account Executive - Amazon provides sales representation, account management, and eCommerce strategy support to our eCommerce accounts and develops, builds and enhances relations with buyers. The Account Executive - Amazon will be responsible for driving and achieving sales goals for new and existing products by collaborating with our eCommerce partners and a cross-functional internal resources. This person should have the business aptitude to understand and execute upon all aspects of selling a product into an online retailer, including sales economics and analytics, product set-up, supply chain, packaging and compliance and demand creation.


  • Develop and implement long-term eCommerce growth strategies to increase sales and profits, including analysis of product mix, pricing, promotions, and consumer trends for Amazon.
  • Cross-team leadership of internal account support teams to identify opportunities and execute on growth strategies to achieve desired results.
  • Responsible for achieving assigned goals for sales of new and existing products, strategic volume and promotional planning, budget adherence, and execution of sales/marketing initiatives.
  • Work with Amazon contact to ensure full alignment on brand strategy, sales goals, and merchandising plan execution.
  • Work with brand marketing and digital teams to ensure strategy is being executed and optimized where possible.
  • Work closely with warehouse and operational teams to ensure all account guidelines are being met and optimized.
  • Promotional Planning & Execution
  • Own promotional planning while monitoring overall impact to business and budget.
  • Identify promotional opportunities and/ or strategies in alignment to business goals and objectives.
  • Business Development
  • Support HOBO across Amazon global marketplaces
  • Utilize best in class practices of established markets to effectively scale new business.
  • Use market research and strategic thinking to enhance business practices and growth strategies in new markets.


  • Bachelor's Degree or 6+ years of relevant business experience
  • Creative, highly motivated, self-starter, detail-oriented, organized, can efficiently work in a fast-paced environment, a team player and possess excellent verbal and visual communication skills.
  • Demonstrates entrepreneurial spirit, attention to details, customer centric service orientation, improves performance (i.e., improves work process to save time & resources) and creative in problem solving
  • Familiar with executive level reporting and communications
  • Proven track of driving fulfillment results from eCommerce & digital marketing initiatives
  • High level of proficiency with Microsoft (Excel (pivot tables), Word, PowerPoint)

Job Type: Full-time

Pay: $65,000.00 - $80,000.00 per year


  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Disability insurance
  • Health insurance
  • Health savings account
  • Life insurance
  • Mileage reimbursement
  • Paid time off
  • Travel reimbursement
  • Vision insurance
  • Work from home

Experience level:

  • 5 years


  • Monday to Friday

Supplemental pay types:

  • Bonus pay
  • Performance bonus
  • Yearly bonus

Ability to commute/relocate:

  • Annapolis Junction, MD 20701: Reliably commute or planning to relocate before starting work (Required)


  • E-commerce: 5 years (Required)
  • Sales: 4 years (Preferred)
  • Branding: 4 years (Preferred)
  • Customer service: 1 year (Preferred)
  • Fashion retail: 2 years (Preferred)
  • Business development: 5 years (Required)

Work Location: Hybrid remote in Annapolis Junction, MD 20701


Habitat for Humanity

The Possiblities Are Endless

We are always looking to expand our team! Please submit your resume to hr@hobobags.com and we will contact you should an appropriate position arise.