JOIN THE TEAM

Build The Onward Upward Network.

Build The Onward Upward Network.

Build The Onward Upward Network.

Onward Upward Sports and Events runs sports, events, and venue partnerships across Chester County and Greater Philadelphia. Open roles below. Find your fit and grow with us.

Onward Upward Sports and Events runs sports, events, and venue partnerships across Chester County and Greater Philadelphia. Open roles below. Find your fit and grow with us.

LIVE

League Director

Onward Upward Sports & Events runs multi-sport leagues, tournaments, and social events across Greater Philadelphia. As League Director, you are the operator on the ground: you keep play running, players coming back, and venues happy. This is a hands-on, repeatable role built to scale with the company.

What You Run

- Weekly league play across sports such as padel, tennis, pickleball, volleyball, soccer, and more

- Scheduling, standings, scoring, and player communication start to finish

- Game-day setup, check-in, and on-site flow at partner venues

- Player retention: turning first-time registrants into repeat participants

Responsibilities

- Manage league logistics from registration close through final standings

- Serve as the primary on-site contact for players and venue staff

- Maintain accurate rosters, schedules, and results in the program platform

- Resolve scheduling conflicts, no-shows, and substitutions quickly and fairly

- Send clear, on-brand player updates before and during each season

- Surface growth opportunities: new divisions, time slots, and venues

- Protect the player experience so leagues fill and refill

Independent Contractor Status

This is a 1099 independent contractor engagement, not an employment position.

- You set your availability and accept only the seasons that fit your schedule

- You retain control over how you run the programs you accept, within agreed standards

- You are free to work for other organizations and accept outside clients

- You are responsible for your own taxes, insurance, and any required certifications

- You receive no employer-sponsored benefits and no tax withholding

- You operate as your own independent business, sole proprietor or LLC, with a W-9 on file before any engagement. An LLC is preferred.

- There is no guaranteed volume and no obligation to accept any season

- Before any engagement or payment, you sign an independent contractor agreement

Who Fits

- Organized, reliable, and calm under live event pressure

- Strong communicator who keeps players informed and engaged

- Comfortable running game-day operations and making fast calls

- Familiar with one or more of our sports, playing experience is a plus, not required

- Available evenings and weekends when leagues run

- Self-directed operator who owns outcomes without close supervision

Compensation

1099 independent contractor. Performance-based compensation tied to league participation and growth, paid per season. Specifics are confirmed at offer.

Pennsylvania Clearances

Active Pennsylvania clearances are required prior to working with minors, including PA State Police Criminal Record Check (Act 34), PA Child Abuse History Clearance (Act 151), and FBI Federal Criminal History Record (Act 114).

To Apply

Send a short note on which sports you can run and your weekend availability to contact@onwardupwardsports.com.

Onward Upward Sports & Events contracts with independent professionals on merit and fit for the work. This posting does not create an employment relationship.

LIVE

Sports Coach

Onward Upward Sports & Events is opening 1099 independent contractor work for coaching professionals across our sports programs. Lead lessons, clinics, and player development with flexible scheduling on your own terms. Coach the sport you know best, from tennis and padel to pickleball and emerging court sports.

Role Overview

- Deliver private and small-group lessons across beginner, intermediate, and advanced levels

- Lead adult beginner clinics and intro-to-sport programming

- Lead group clinics and skills sessions

- Lead junior development and family lessons

- Support league play and event-day instruction as program needs arise

Independent Contractor Status

This is a 1099 independent contractor engagement, not an employment position.

- You set your availability and accept only the programs that fit your schedule

- You retain control over instruction method and lesson delivery

- You are free to coach for other organizations and accept outside clients

- You are responsible for your own taxes, liability insurance, and active certifications

- You provide your own teaching equipment, with program-specific gear supplied as needed

- You receive no employer-sponsored benefits and no tax withholding

- You operate as your own independent business, sole proprietor or LLC, with a W-9 on file before any engagement. An LLC is preferred.

- There is no guaranteed volume and no obligation to accept any program

- Before any engagement or payment, you sign an independent contractor agreement

Requirements

- Recognized certification in your sport (USPTA, PTR, PPR, or equivalent)

- Demonstrated ability to teach adult beginners and junior players

- Ability to travel between local venues

- Successful completion of a standard background check prior to placement

- Active Pennsylvania clearances required prior to working with minors, including PA State Police Criminal Record Check (Act 34), PA Child Abuse History Clearance (Act 151), and FBI Federal Criminal History Record (Act 114)

Compensation

1099 contractor pay. Revenue share per lesson and clinic, with specific splits set per program. No exclusivity required.

Location

Greater Philadelphia and Chester County, Pennsylvania, with venue rotation across partner facilities.

To Apply

Email contact@onwardupwardsports.com with a short intro, your sport and certification details, and current teaching availability.

Onward Upward Sports & Events contracts with independent professionals on merit and fit for the work. This posting does not create an employment relationship.

LIVE

Sports Instructor

Onward Upward Sports & Events delivers structured, high-quality sports programs that run consistently and professionally on the court. This is paid, on-court work supporting clinics and league sessions. You show up prepared, support well-organized sessions, work within clear standards, and are paid per session.

Independent Contractor Notice

This opportunity is offered exclusively as a 1099 independent contractor role. Nothing in this posting creates an employment relationship. Contractors retain control over how instructional support is delivered within agreed session standards and are responsible for their own taxes, insurance, and compliance.

Role Snapshot

A session-based opportunity supporting court-based clinics and structured league programming. Lead instruction is handled by certified professionals. Contractors support sessions on court during scheduled times, focused on session support and a positive participant experience.

Scope of Engagement

- Offered per session or per block, based on availability and program demand

- No guaranteed volume

- No obligation to accept sessions

- Availability is set by the contractor

What You Do on Court

- Support live clinics and sessions

- Assist with drills, rotations, ball feeds, and participant flow

- Help maintain organized, safe, and effective sessions

- Communicate clearly with participants

- Maintain professional conduct and situational awareness on court

What This Role Does Not Require

- No scheduling, billing, marketing, or administrative ownership

- No exclusivity requirement

Background That Helps

- Experience in court-based or racquet sports

- Coaching, assisting, or competitive playing experience preferred

- Comfort managing groups efficiently

- Clear communication with adult and youth participants

- Reliability for sessions you accept

Requirements

- Active Pennsylvania clearances required prior to working with minors, including PA State Police Criminal Record Check (Act 34), PA Child Abuse History Clearance (Act 151), and FBI Federal Criminal History Record (Act 114)

Contractor Structure and Payment

- 1099 independent contractor, paid per session or agreed block

- No employer-sponsored benefits and no tax withholding

- Contractors are responsible for their own taxes, insurance, and certifications

- You operate as your own independent business, sole proprietor or LLC, with a W-9 on file before any engagement. An LLC is preferred.

- Before any engagement or payment, you sign an independent contractor agreement

To Apply

Email contact@onwardupwardsports.com with a short intro and the types of sessions you are open to supporting.

Onward Upward Sports & Events contracts with independent professionals on merit and fit for the work. This posting does not create an employment relationship.

LIVE

Independent Sales and Referral Representative

Onward Upward Sports and Events runs multi-sport programming and social events across Chester County, and works with venues to add revenue-generating amenities, most at no cost to the venue. We have programs and events selling today, and we are expanding across Greater Philadelphia.

Engagement type: 1099 independent contractor, commission-only, no base.

We are contracting with independent commission representatives to sell across our offerings. Depending on what you are strong at and what you bring, that can include:

- Event tickets, league and program registrations

- Venue, property, and institutional partnerships

- Sponsorships and business partnerships

- Event services such as photography, entertainment, and catering

- Venue amenity placements

- Referrals that convert into any of the above

What you put in: nothing but your time.

- No fee, no inventory, no purchase, no buy-in of any kind

- You are never asked to sell to friends or family

- Customers register and pay through our systems, so you never handle money

What we provide:

- Live programs and events already selling

- Optional marketing materials you may use

- The open market. We do not assign accounts, territories, quotas, or schedules

- No regional limit. If you bring us opportunity outside our current footprint, we will look at it

How you earn:

- No prior sales title required. Sell across any lane you are strong in

- Commission on the sales you bring in, at the rate set for that lane

- Paid on collected revenue only

- Your rate is set in your independent contractor agreement before any sale is credited, and varies by what you sell

- Paid per closed sale after the customer's payment clears. There is no pay period and no payroll

Independent contractor terms:

- This is a 1099 independent contractor engagement, not employment, and it is non-exclusive in both directions

- Representatives operate as their own business, whether as a sole proprietor, single-member LLC, or other entity, and remain free to work with other clients at any time

- You control your own hours, methods, tools, and approach, and you may engage your own help at your own expense

- No quota, no minimum, no required meetings

- Earnings rise and fall entirely with your results, so there is real opportunity for profit and loss

- No employee benefits, no paid time off, no workers' compensation coverage, no unemployment coverage

- You are responsible for your own taxes, business expenses, and insurance, including any workers' compensation or disability coverage you elect to carry

- Either party may end the engagement on written notice

- Representatives complete a W-9 and sign an independent contractor agreement before earning commissions

Who this suits:

- People already running their own book of business who want another line to sell

- Experienced representatives

- Career changers

We contract with representatives on merit and fit for the work.

Next step: apply below. We review every application ourselves and follow up if there is a fit.

Learn more at https://www.onwardupwardsports.com.

LIVE

Event DJ

Onward Upward Sports and Events books DJs for weddings, private parties, and social events across Chester County and Greater Philadelphia. We handle the client and the booking. You bring the sound.

We are building a vetted DJ roster and routing paid event work to it as bookings land. This is per-event contract work, not a salaried role.

What the work looks like:

- Per-event bookings, typically 3 to 4 hours

- You supply your own equipment

- Genres range from wedding Pop and Rock to party Hip-hop, R&B, and Top 40

- Paid per event on a 1099 basis

What we look for:

- Reliable mobile DJ with your own gear

- Comfortable reading a room and handling light MC duties

- Own liability insurance and a W-9 on file

- Weekend and select weeknight availability

Independent contractor terms:

- This is a 1099 independent contractor engagement, not employment, and it is non-exclusive in both directions

- You set your own schedule, methods, and equipment, and remain free to take other clients and operate your own business

- You set your rate per event, so there is real opportunity for profit and loss

- There is no obligation to accept any booking and no guaranteed volume

- No employee benefits, no paid time off, no workers' compensation coverage, no unemployment coverage

- You are responsible for your own taxes, insurance, and business expenses

- Either party may end the engagement on written notice

- Roster DJs complete a W-9 and sign an independent contractor agreement before being routed paid work

We contract with DJs on merit and fit for the work.

Next step: apply below. Include a link to a mix or past work, and your rate for a 3 to 4 hour event.

LIVE

League Director

Onward Upward Sports & Events runs multi-sport leagues, tournaments, and social events across Greater Philadelphia. As League Director, you are the operator on the ground: you keep play running, players coming back, and venues happy. This is a hands-on, repeatable role built to scale with the company.

What You Run

- Weekly league play across sports such as padel, tennis, pickleball, volleyball, soccer, and more

- Scheduling, standings, scoring, and player communication start to finish

- Game-day setup, check-in, and on-site flow at partner venues

- Player retention: turning first-time registrants into repeat participants

Responsibilities

- Manage league logistics from registration close through final standings

- Serve as the primary on-site contact for players and venue staff

- Maintain accurate rosters, schedules, and results in the program platform

- Resolve scheduling conflicts, no-shows, and substitutions quickly and fairly

- Send clear, on-brand player updates before and during each season

- Surface growth opportunities: new divisions, time slots, and venues

- Protect the player experience so leagues fill and refill

Independent Contractor Status

This is a 1099 independent contractor engagement, not an employment position.

- You set your availability and accept only the seasons that fit your schedule

- You retain control over how you run the programs you accept, within agreed standards

- You are free to work for other organizations and accept outside clients

- You are responsible for your own taxes, insurance, and any required certifications

- You receive no employer-sponsored benefits and no tax withholding

- You operate as your own independent business, sole proprietor or LLC, with a W-9 on file before any engagement. An LLC is preferred.

- There is no guaranteed volume and no obligation to accept any season

- Before any engagement or payment, you sign an independent contractor agreement

Who Fits

- Organized, reliable, and calm under live event pressure

- Strong communicator who keeps players informed and engaged

- Comfortable running game-day operations and making fast calls

- Familiar with one or more of our sports, playing experience is a plus, not required

- Available evenings and weekends when leagues run

- Self-directed operator who owns outcomes without close supervision

Compensation

1099 independent contractor. Performance-based compensation tied to league participation and growth, paid per season. Specifics are confirmed at offer.

Pennsylvania Clearances

Active Pennsylvania clearances are required prior to working with minors, including PA State Police Criminal Record Check (Act 34), PA Child Abuse History Clearance (Act 151), and FBI Federal Criminal History Record (Act 114).

To Apply

Send a short note on which sports you can run and your weekend availability to contact@onwardupwardsports.com.

Onward Upward Sports & Events contracts with independent professionals on merit and fit for the work. This posting does not create an employment relationship.

LIVE

Sports Coach

Onward Upward Sports & Events is opening 1099 independent contractor work for coaching professionals across our sports programs. Lead lessons, clinics, and player development with flexible scheduling on your own terms. Coach the sport you know best, from tennis and padel to pickleball and emerging court sports.

Role Overview

- Deliver private and small-group lessons across beginner, intermediate, and advanced levels

- Lead adult beginner clinics and intro-to-sport programming

- Lead group clinics and skills sessions

- Lead junior development and family lessons

- Support league play and event-day instruction as program needs arise

Independent Contractor Status

This is a 1099 independent contractor engagement, not an employment position.

- You set your availability and accept only the programs that fit your schedule

- You retain control over instruction method and lesson delivery

- You are free to coach for other organizations and accept outside clients

- You are responsible for your own taxes, liability insurance, and active certifications

- You provide your own teaching equipment, with program-specific gear supplied as needed

- You receive no employer-sponsored benefits and no tax withholding

- You operate as your own independent business, sole proprietor or LLC, with a W-9 on file before any engagement. An LLC is preferred.

- There is no guaranteed volume and no obligation to accept any program

- Before any engagement or payment, you sign an independent contractor agreement

Requirements

- Recognized certification in your sport (USPTA, PTR, PPR, or equivalent)

- Demonstrated ability to teach adult beginners and junior players

- Ability to travel between local venues

- Successful completion of a standard background check prior to placement

- Active Pennsylvania clearances required prior to working with minors, including PA State Police Criminal Record Check (Act 34), PA Child Abuse History Clearance (Act 151), and FBI Federal Criminal History Record (Act 114)

Compensation

1099 contractor pay. Revenue share per lesson and clinic, with specific splits set per program. No exclusivity required.

Location

Greater Philadelphia and Chester County, Pennsylvania, with venue rotation across partner facilities.

To Apply

Email contact@onwardupwardsports.com with a short intro, your sport and certification details, and current teaching availability.

Onward Upward Sports & Events contracts with independent professionals on merit and fit for the work. This posting does not create an employment relationship.

LIVE

Sports Instructor

Onward Upward Sports & Events delivers structured, high-quality sports programs that run consistently and professionally on the court. This is paid, on-court work supporting clinics and league sessions. You show up prepared, support well-organized sessions, work within clear standards, and are paid per session.

Independent Contractor Notice

This opportunity is offered exclusively as a 1099 independent contractor role. Nothing in this posting creates an employment relationship. Contractors retain control over how instructional support is delivered within agreed session standards and are responsible for their own taxes, insurance, and compliance.

Role Snapshot

A session-based opportunity supporting court-based clinics and structured league programming. Lead instruction is handled by certified professionals. Contractors support sessions on court during scheduled times, focused on session support and a positive participant experience.

Scope of Engagement

- Offered per session or per block, based on availability and program demand

- No guaranteed volume

- No obligation to accept sessions

- Availability is set by the contractor

What You Do on Court

- Support live clinics and sessions

- Assist with drills, rotations, ball feeds, and participant flow

- Help maintain organized, safe, and effective sessions

- Communicate clearly with participants

- Maintain professional conduct and situational awareness on court

What This Role Does Not Require

- No scheduling, billing, marketing, or administrative ownership

- No exclusivity requirement

Background That Helps

- Experience in court-based or racquet sports

- Coaching, assisting, or competitive playing experience preferred

- Comfort managing groups efficiently

- Clear communication with adult and youth participants

- Reliability for sessions you accept

Requirements

- Active Pennsylvania clearances required prior to working with minors, including PA State Police Criminal Record Check (Act 34), PA Child Abuse History Clearance (Act 151), and FBI Federal Criminal History Record (Act 114)

Contractor Structure and Payment

- 1099 independent contractor, paid per session or agreed block

- No employer-sponsored benefits and no tax withholding

- Contractors are responsible for their own taxes, insurance, and certifications

- You operate as your own independent business, sole proprietor or LLC, with a W-9 on file before any engagement. An LLC is preferred.

- Before any engagement or payment, you sign an independent contractor agreement

To Apply

Email contact@onwardupwardsports.com with a short intro and the types of sessions you are open to supporting.

Onward Upward Sports & Events contracts with independent professionals on merit and fit for the work. This posting does not create an employment relationship.

LIVE

Independent Sales and Referral Representative

Onward Upward Sports and Events runs multi-sport programming and social events across Chester County, and works with venues to add revenue-generating amenities, most at no cost to the venue. We have programs and events selling today, and we are expanding across Greater Philadelphia.

Engagement type: 1099 independent contractor, commission-only, no base.

We are contracting with independent commission representatives to sell across our offerings. Depending on what you are strong at and what you bring, that can include:

- Event tickets, league and program registrations

- Venue, property, and institutional partnerships

- Sponsorships and business partnerships

- Event services such as photography, entertainment, and catering

- Venue amenity placements

- Referrals that convert into any of the above

What you put in: nothing but your time.

- No fee, no inventory, no purchase, no buy-in of any kind

- You are never asked to sell to friends or family

- Customers register and pay through our systems, so you never handle money

What we provide:

- Live programs and events already selling

- Optional marketing materials you may use

- The open market. We do not assign accounts, territories, quotas, or schedules

- No regional limit. If you bring us opportunity outside our current footprint, we will look at it

How you earn:

- No prior sales title required. Sell across any lane you are strong in

- Commission on the sales you bring in, at the rate set for that lane

- Paid on collected revenue only

- Your rate is set in your independent contractor agreement before any sale is credited, and varies by what you sell

- Paid per closed sale after the customer's payment clears. There is no pay period and no payroll

Independent contractor terms:

- This is a 1099 independent contractor engagement, not employment, and it is non-exclusive in both directions

- Representatives operate as their own business, whether as a sole proprietor, single-member LLC, or other entity, and remain free to work with other clients at any time

- You control your own hours, methods, tools, and approach, and you may engage your own help at your own expense

- No quota, no minimum, no required meetings

- Earnings rise and fall entirely with your results, so there is real opportunity for profit and loss

- No employee benefits, no paid time off, no workers' compensation coverage, no unemployment coverage

- You are responsible for your own taxes, business expenses, and insurance, including any workers' compensation or disability coverage you elect to carry

- Either party may end the engagement on written notice

- Representatives complete a W-9 and sign an independent contractor agreement before earning commissions

Who this suits:

- People already running their own book of business who want another line to sell

- Experienced representatives

- Career changers

We contract with representatives on merit and fit for the work.

Next step: apply below. We review every application ourselves and follow up if there is a fit.

Learn more at https://www.onwardupwardsports.com.

LIVE

Event DJ

Onward Upward Sports and Events books DJs for weddings, private parties, and social events across Chester County and Greater Philadelphia. We handle the client and the booking. You bring the sound.

We are building a vetted DJ roster and routing paid event work to it as bookings land. This is per-event contract work, not a salaried role.

What the work looks like:

- Per-event bookings, typically 3 to 4 hours

- You supply your own equipment

- Genres range from wedding Pop and Rock to party Hip-hop, R&B, and Top 40

- Paid per event on a 1099 basis

What we look for:

- Reliable mobile DJ with your own gear

- Comfortable reading a room and handling light MC duties

- Own liability insurance and a W-9 on file

- Weekend and select weeknight availability

Independent contractor terms:

- This is a 1099 independent contractor engagement, not employment, and it is non-exclusive in both directions

- You set your own schedule, methods, and equipment, and remain free to take other clients and operate your own business

- You set your rate per event, so there is real opportunity for profit and loss

- There is no obligation to accept any booking and no guaranteed volume

- No employee benefits, no paid time off, no workers' compensation coverage, no unemployment coverage

- You are responsible for your own taxes, insurance, and business expenses

- Either party may end the engagement on written notice

- Roster DJs complete a W-9 and sign an independent contractor agreement before being routed paid work

We contract with DJs on merit and fit for the work.

Next step: apply below. Include a link to a mix or past work, and your rate for a 3 to 4 hour event.

Ready to host a placement?