Shoot Your Shot Podcast

In today's episode of The Shoot Your Shot Podcast, Jen and Meghan look back at the early days of their businesses. Hear them explain they started their businesses, fell in love with their jobs, and continue to work as hard as ever. Being a small business owner has it's ups and downs - if you're in a down, listen to this!

This episode of THE SHOOT YOUR SHOT PODCAST was recorded on October 15, 2025. In today's episode, Jen and Meghan take a look at some Forbes statistics about small business failures. How many last 5 years or 10 years? What were the causes of them failing? How can you make sure you're one of the few that succeed?!?! The girls share their insight into why they think some entrepreneurs don&#39...

Welcome to The Shoot Your Shot Podcast! We're two small business owners: Jen, mobile bar owner, and Meghan, wedding photographer. Every other Monday we release a new episode inspiring others with our business chats. Follow along on our small business journeys where we share the highs and lows of being self employed. In todays episode of the podcast, Jen & Meghan give some leading questions...

Welcome to The Shoot Your Shot Podcast! We're two small business owners: Jen, mobile bar owner, and Meghan, wedding photographer. Every other Monday we release a new episode inspiring others with our business chats. Follow along on our small business journeys where we share the highs and lows of being self employed. In todays episode of the podcast, Jen & Meghan share their vision boards f...

Welcome to The Shoot Your Shot Podcast! We're two small business owners: Jen, mobile bar owner, and Meghan, wedding photographer. Every other Monday we release a new episode inspiring others with our business chats. Follow along on our small business journeys where we share the highs and lows of being self employed. In todays episode of the podcast, Jen & Meghan look back at some notable t...

In todays episode of The Shoot Your Shot Podcast, Jen and Meghan talk about purging, changing mindsets, business growth, and being intentional. Of course, the girls go down tangents in many directions and say things aloud that they want to remember and work on themselves. Let's practice what we preach this busy season! Episode recorded on September 5th, aired on November 11th THE SHOOT YOUR SH...

In todays episode, Jen Milano, podcast host and owner of The Vintage Horse Mobile Bar shares her experience about the day to day adventures of running a business, being a mom, and juggling life. This empowering woman not only started her business from scratch but has doubled her bookings by building a second trailer! She now has a team of bartenders and is killing it in her industry. Enjoy this ep...

Today is a motivational Monday with The Shoot Your Shot Podcast!!! Join Jen as she shares her story starting her small business, The Vintage Horse, during the craziness of the COVID lockdown. She had a vision, love of her product/provided experience, a need to support her family, and just an overall desire to DO IT! Is there something on your mind that you’re too nervous to try? This is your sign...

In today's episode of The Shoot Your Shot Podcast, Jen and Meghan talk about things they want to improve on in their businesses! They discuss things they used to do when they first started their business that they've forgotten about or let slide. Whether it's your first year in business, year five, ten, or higher, there's always something to learn and improve on!!Get 30% off your f...

In today's episode of The Shoot Your Shot Podcast, Jen and Meghan are finally back together after weeks apart! The shift into busy season, caring for a family, caring for yourself, and preparing for the major workload to come, has kept these two boss babes separated. Now that they're finally back together, Jen and Meghan reconnect and chat about how their businesses and lives have been, wh...

In today's episode of The Shoot Your Shot Podcast Jen and Meghan reminisce on the early days of business. What were their business plans? Did they even have one?? They chat about what thoughts were going through their heads and offer advice to those who may be starting their businesses today. If you want a motivational Monday, give this one a listen :) The Vintage Horse: http://www.instagram.c...

In today's episode of The Shoot Your Shot Podcast, Jen and Meghan chat about the amazing educational and inspiring workshops they've been involved with recently. Meghan just returned from a photography retreat on the Oregon coast and Jen is planning her second event dedicated to mom entrepreneurs! What is the value in attending events like these? Are they worth going to? Tune in to hear ho...

In todays episode of The Shoot Your Shot Podcast, Meghan and Jen discuss losing potential clients after people inquire and ghost. What are the next steps? Do you chase them? How do you cope? They also get into imposter syndrome and comparing yourself to other vendors with "fully booked" calendars. Hoping today's episode is reassuring and encouraging to vendors to keep on the path the...

In todays episode of The Shoot Your Shot Podcast, Meghan Ann Imagery discusses her plans to further scale her wedding and photography business. This audio diary documents her experience outsourcing with a bookkeeper, virtual assistant, editing assistant, and creating her associate team of wedding photographers! As she plans to move to Alaska, she has a lot to think about in transferring her weddin...

In todays episode of The Shoot Your Shot Podcast, Jen dives into her latest project + shares her vision board for 2025. Find out what is in store for Jen Milano and The Vintage Horse! She dives into how she juggles mom life as an entrepreneur and her plans to make 2025 even better than 2024! The Vintage Horse: https://www.instagram.com/thevintagehorse/?hl=en The Shoot Your Shot Podcast: https://ww...

In today's episode of the Shoot Your Shot Podcast, Jen dives into her life as a full time business owner and mom! How does she juggle it all? How did she start her business with two kids under two?! Tune in to hear fro Jen on how momprenuership life is treating her lately PLUS an inside scoop on the next event she's planning! Follow us! https://www.instagram.com/shootyourshot.pod/?hl=en Th...

Today's episode is a good one!!! In today's episode of The Shoot Your Shot Podcast, Jen and Meghan talk about vision boards. Why should you make one and how should you make one? Let's deep dive into Meghan's plans for 2025 through her vision board. Tune in to hear about her plans moving to Alaska and relocating her business PLUS Jen's advice about manifesting and working toward...

In todays episode of The Shoot Your Shot Podcast, we are joined with Devon from All Sett Up! All Sett Up is a CT wedding planning and event designing company helping you curate your dream event. Meghan and Jen ask Devon all the juicy questions about starting a wedding planning business and building a team. Tune in for an episode of good energy! All Sett Up: https://www.instagram.com/allsettup/ Sho...

In todays episode of the Shoot Your Shot Podcast, Jen shares her experience from a recent trip to Puerto Rico!!! Jen had a blast being in the same room as other amazing mobile bar professionals and left feeling so inspired. Tune in to hear details about her trip and why YOU should attend a conference to better your business too! Follow us here! http://instagram.com/shootyourshot.pod Get 30% Off Ho...

In todays episode of the Shoot Your Shot Podcast, Jen and Meghan pick their new words for 2025. Each year they pick a word they want to live by-- to set the tone for the new year. Tune in to hear their business and personal goals for 2025! Happy 50th episode!!! The Shoot Your Shot Pod will be announcing a giveaway in celebration of this huge milestone on Instagram! Follow along for more info comin...

In todays episode of The Shoot Your Shot Podcast Meghan and Jen dive into their 2024 season, reflecting on all the successes and goals achieved! Looking for a feel good episode of self reflection and growth? Tune in!! Follow us here! https://www.instagram.com/shootyourshot.pod/ Try Narrative Select! https://narrative.so/select?referral=meghan1018  

In todays episode of The Shoot Your Shot Podcast, Jen and Meghan share their favorite kinds of posts to make about their businesses on social media! Are you in a rut and need some inspo? This episode is for you! Post on your instagram TODAY! NARRATIVE SELECT: Start a free trial to receive 1000 credits PLUS 200 extra edit credits by using this code. Also receive 10% off Select Pro if you upgrade.  ...

In todays episode of the Shoot Your Shot Podcast, Jen and Meghan discuss business burnout. Being busy with your business can be a great thing, but it doesn't come free. Take care of yourself and tune in to find out what Meghan and Jen have learned over the past few years to combat business burnout. NARRATIVE SELECT: Start a free trial to receive 1000 credits PLUS 200 extra edit credits by using th...

In todays episode of The Shoot Your Shot Podcast Meghan is joined by her friend Talia who is a BRIDE and photographer! How has her experiences photographing weddings impacted her wedding planning so far? Tune in to find out! Co-host Meghan Ann Imagery: https://www.instagram.com/meghanannimagery/ Co-host (catch her next time!) The Vintage Horse: https://www.instagram.com/thevintagehorse/ Guest: Tal...

In todays episode of The Shoot Your Shot Podcast Jen and Meghan discuss all the things they wish they knew before starting their small businesses. Looking for tips, tricks, advice, support before starting your business? Look no further, this is the episode for you! Follow our journeys! The Vintage Horse https://www.instagram.com/thevintagehorse/?hl=en Meghan Ann Imagery https://www.instagram.com/m...