Before booking a headshot photographer, do your homework. Just like roller coasters, business headshots can be great, mediocre, or downright disastrous. Pick a photographer who offers a comfortable and engaging experience. You want someone who captures your best side - the one good enough to present to your peers.
Getting Ready for Your Headshot
Getting ready for a headshot doesn't have to be stressful. Here's a quick checklist to ensure you're fully prepared:
- 1-2 weeks before: Book hair appointment, get haircut if needed, schedule any coloring
- 1 week before: Try on all outfit options, steam or iron clothing, confirm session details
- 2-3 days before: Start hydrating well, avoid excessive sun exposure, get good sleep
- Day before: Lay out clothing on hangers, prepare accessories, avoid alcohol and salty foods
- Day of: Arrive with clean hair, bring all outfit options, come with a positive mindset
The key to getting ready for your headshot is preparation. When you've handled the logistics ahead of time, you can focus on what matters most during your session: being yourself and letting your personality shine through.
Here are the key tips on how to choose a professional headshot photographer and tips for what to look for when making the decision on which headshot photographer is the right fit for you:
How Do I Choose a Headshot Photographer?
1. Portfolio
Make sure to view a photographer's portfolio, both on their website and social media platforms like LinkedIn and Instagram. Do the photos stand out and grab your attention? Do the headshots have a consistency in skin tone and color? A professional headshot should be both approachable and confident and feel true to the person in real life. Make sure that the photos are captivating, clearly retouched and the skin has texture to it.
2. Specializes in Headshots
If you are looking for professional headshots, you should not be contacting a jack-of-all-trades photographer, or a wedding photographer who also does headshots. You wouldn't contact a headshot photographer for your wedding, so don't make the same mistake in reverse. It's best to work with a headshot photographer who is at the top of their class and has perfected their work. A headshot specialist will notice so many more nuances than other photographers.
3. Read Reviews
Check the reviews on products you buy, so it should be the same with your photographer! Ensure there are no red flags such as photos being delivered late or not as expected. If you've checked their portfolios across different platforms, you'll likely see their reviews as well. Check out Chad Isaiah Studios' headshots reviews and corporate event reviews.
4. Responsiveness
We expect a fast response as customers, at least during normal business hours. If you contact a photographer and don't hear from them for days, that is not acceptable. It's important to establish trust in all responses from the beginning, or at least set expectations. Chad Isaiah Studios often responds within 2-4 hours during normal business hours, or the following business day (we have lives too!).
5. Pricing
Always understand what is included with the service you select. Every photographer and photography studio has different pricing structures. Most headshot photographers charge a session fee and images purchased separately. Some other photography genres have an all-inclusive model. At Chad Isaiah Studios, we have a session fee and each finished headshot is purchased separately. Those finished headshots go through a meticulous retouching process. Check out this article about what a headshot costs.
Headshot Location
Can't decide on whether you want an indoor or outdoor headshot? It depends on your style as well as location availability.
Studio headshots are often shot on white, gray or black backgrounds. Headshots on a vibrant background simply "pop" and make a statement. Headshots on darker backdrops might be more dramatic, but the subject really pops out of the image.
Choosing to go with in-studio headshots will help keep the photos consistent if you have a growing team of people.
For outdoor headshots and portraits, you should discuss the location the photographer and think about what type of backdrop you are drawn to. Green trees, cityscapes and brick walls all have different feels. Remember - the most important part of your headshot is your expression rather than the background.
We love to photograph outdoor headshots with sunlight peeking through. Our studio lighting gear joins the party to make sure everyone looks their best in the great outdoors!
Choosing backdrops with famous landmarks isn't great for headshots. You want to avoid distractions in your photo. If your services extend beyond the landmark's region, it could hinder your perceived value. But if you love landmarks, you should consider a portrait session. It lets the surroundings shine without stealing your spotlight. Want to learn more about personal branding photography? Check out our website!
What better way to support a local business than to choose a photography studio that is within driving distance from your office? There is likely a great headshot photographer near you - make sure to build nurturing relationships. You will need to update your headshot more than you think (yes, your headshot could do that good that it drives more amounts of business your way)!
Updating your headshot every year is a smart move. It helps you stay true to your real-life look and boosts your credibility. Recently got promoted? (or worse, got a bad haircut?) That's your cue for a new headshot. Keep it fresh and looking like you!
If you like the headshot style at Chad Isaiah Studios but live in a different state, reach out to us. If it makes sense for a quick team visit, we'd love to come to your location. If it's just an updated headshot for yourself, we have colleagues around the country who photograph in a similar style that we love to recommend.
Clothing for Headshots
You've picked your headshot photographer and set the date. What's next? Now it's time for you to get ready! On the day of your headshot, make sure you look and feel amazing. Clothing tips for men and women:
Clothing Fit
The best outfit for a headshot is the one that fits you well! Try on your outfits before your headshot appointment. Make sure they still fit you like a glove. If they need alterations or a good steaming, give yourself enough time. Ill-fitting clothes can make you look a bit sloppy. The same goes for wrinkly shirts or dresses. Bring all your outfit options on hangers to the studio and we can sort through your options.
Patterns
The best outfit for a headshot is the one that fits you well! Try on your outfits before your headshot appointment. Make sure they still fit you like a glove. If they need alterations or a good steaming, give yourself enough time. Ill-fitting clothes can make you look a bit sloppy. The same goes for wrinkly shirts or dresses. Bring all your outfit options on hangers to the studio and we can sort through your options.
Patterns are best on ties, pocket squares, and shirts that will be covered with a jacket. Patterns on sport coats and suit jackets are good for a less formal look - my favorite jackets to photograph are light plaid!
Dense and simple repeating patterns are less distracting and work best.
Pin stripe shirts and jackets are slimming and flattering for larger body types.
We don't recommend matching more than two patterns. When matching patterns, it is crucial the size and density of patterns are not similar. You can match any style of patterns, even similar ones, just as long as they are different sizes and densities.
Layers
Layers give us options, and often lead to more interesting photos. Always consult with your photographer which blazer, jacket or sweater looks the most flattering. But if you're unsure when going through your closet, we will always tell you to bring it all - we can't shoot it if it's not in the studio!
Colors and Tones
For headshot photos, solid colors are a safe bet. You can jazz things up with complementary colors or go bold with contrasting ones. One of the best combinations is a black or blue jacket or blazer with a simple white shirt, or if you want to make it really pop, add in a pop of color to match your company. Just match your color choices to your job vibe. Deep blues, reds, and greens are always winners. It really boils down to how much pop you want in your photo. Remember, bold colors love the spotlight! Here's a deep dive into headshot color theory!
Should I Wear a Tie?
The second most common question we get! Most clients that come through the studio opt for the no-tie look. It's a more modern and current look. Men in higher positions can get away with not wearing ties as it helps to make them seem more approachable. However in some professions, ties are a mainstay: lawyers, financial representatives, college graduates. If you do decide on a tie, avoid wide and bulky ties from the 90s - just bring a variety.
Accessories
Common theory is that necklaces, earrings and scarfs should not be worn in headshots. These items tend to be distracting. However if these accessories are part of your personal brand, then by all means wear them - we want your headshot to be a reflection of you!
What to Bring to a Headshot Session
Wondering what to bring to a headshot session? Here's a comprehensive checklist to ensure you arrive fully prepared:
Clothing:
- 3-4 complete outfit options on hangers
- A variety of layers (blazers, cardigans, jackets)
- Multiple shirt/blouse options in different colors
- Ties if applicable (bring a few options)
Grooming & Touch-ups:
- Hairbrush or comb
- Hair product for touch-ups
- Lip balm (non-glossy)
Optional but Helpful:
- Reference photos of looks you like
- Extra earring backs
Hair & Makeup
We recommend working with a hairstylist the day of your appointment. Get a good hair blowout or professionally getting your hair styled with how you envision it.
Professional Headshot Hair Tips for Women:
Don't do any hair experiments on the day of your headshot. And don't try anything new with your hair stylist less than two weeks before your session. If you begin to experiment, you might not be happy with the way your hair is behaving resulting in not liking your headshots.
Make sure to come in with clean hair. Greasy hair will show in the photos.
Do you color your hair? Make sure your appointment is at least one week before your headshot. If you go closer to your session, you might have some tinted lines around your face from the dye. We can take care of a gray hair here and there, but if you have a patch of gray that bothers you - please get your hair colored. It is very hard to correct in photoshop.
Don't forget to trim your nose hairs. Yes, women have nose hairs too!
Professional Headshot Hair Tips for Men:
Are you in the sun a lot? Make sure to get yourself a hair cut at least one week before your headshot. This helps to eliminate suntan lines on your face and head.
If you have facial hair and are debating which is better for your headshot, then shave it off at the studio and create more than one look. We have everything you need to shave, but it's best to bring your own supplies.
Don't forget to trim nose and ear hairs! While it may be a sign of wisdom, it is not flattering in headshots.
Professional Headshot Makeup Tips:
Your makeup should be natural. A reputable makeup artist can help you achieve the correct balance. We offer hair and makeup services for our in-studio clients, with makeup tailored just for our shooting style. Make sure to book the appointment weeks in advance as he gets booked up quickly.
Don't go overboard with makeup. These are not glamour shots or makeup for a wedding or night out on the town. Professional headshot makeup is about appearing natural and how you would show up to an important meeting or networking event.
Matte makeup is more flattering in headshots. Avoid the overuse of highlighter or shine.
Random Tips for the Best Headshot Experience
Have everything organized for your session the day before with clothes hanging on hangers and pre-ironed or steamed.
Drink plenty of water the week before your headshot, especially the day before. Skin looks its best when it's hydrated, not dehydrated.
Don't go out drinking the night before your headshot - it will show in your skin and under eyes.
Get a good night's sleep. Headshots get nice and close to reveal your best expressions. A lack of sleep will show in your photos. We know that everyone is lacking sleep these days, so we will help with retouching, but please make our jobs easier!
Don't get a sunburn days before your headshot. Sunburns are near impossible to retouch out, so unless you like the ripe tomato look, use a high SPF lotion, if even just for a few days.
Tans look great in headshots, but tanning bed usage the day before a headshot looks unnatural. It's best to wait at least a few days between tanning sessions and your headshot session.
Goals for Your Professional Headshot
You should always talk with your photographer ahead of your professional headshot session. Think about the vision you have for your photos and any previous hiccups or concerns. Think about the color palette of your clothing and potential backdrops - this helps us make sure the studio is super-duper ready for you.
Where are you planning on using your new headshot?
- Updating your LinkedIn profile picture
- Company directory photo
- Speaking engagements
- Marketing materials
- Media reels
- Updating resumes
Should You Smile in Your Headshot?
This is the most common question we get asked. The answer, like most things in life, is that it depends. Your LinkedIn and company website might have a more serious expression without teeth. But your email signature and zoom profile should have a warmer vibe, as most often a headshot with teeth.
During your session, your headshot photographer should be making you feel comfortable and relaxed. This might be through jokes, talking with you, or even opening up a liquor bottle (we don't offer alcohol, but I know other studios that do).
At Chad Isaiah Studios, we create a safe space for you to authentically be yourself. It's not a woo-woo term - it's about listening to and engaging with our clients so they can let their real selves shine through. If even for a few split seconds.
How Long Do Business Headshots Take?
How long does a headshot session take? The answer depends on several factors. Here's a breakdown of typical session lengths:
Quick Headshot Sessions (15-30 minutes):
- Single look/outfit
- One backdrop
- Ideal for LinkedIn updates or company directory photos
- Perfect for headshot mini sessions or corporate events
Standard Headshot Sessions (45-60 minutes):
- 2-3 outfit changes
- Multiple backdrop options
- Time to warm up and get comfortable
- Most popular choice for professionals
Extended Sessions (90 minutes - 2 hours):
- Multiple outfit changes
- Various backdrops (studio and/or outdoor)
- Includes business portraits or environmental shots
- Best for executives, speakers, or comprehensive personal branding
Team Headshot Sessions:
- Allow 10-15 minutes per person for quick corporate headshots
- 20-30 minutes per person for more variety
- Schedule breaks between batches of employees
The time also depends on how quickly you warm up in front of the camera. Some people nail their shot in the first five minutes; others need more time to relax into authentic expressions.
It's best to block out enough time in your calendar so you aren't feeling rushed or stressed during your session. We'd rather have extra time than feel like we're racing against the clock.
How the Headshot Experience Works at Chad Isaiah Studios
Here is a step by step on what to expect from your business headshot experience with our studio.
After booking your headshot session, you'll be contacted to discuss the details of your headshot session. We want to make sure we are all on the same page and ready to make your visit awesome.
There is always plenty of parking outside our residential studio on the corner of Bay Ridge Avenue and Stebbins Avenue.
When you arrive, we will work together to decide which outfit to start with. You'll likely feel awkward in the beginning but that's on us to get you some anti-awkward photos.
We'll get the lights set up and show you some test shots. We'll try out some different background colors (usually white and medium to dark gray).
Every 3-5 minutes, we'll review the images together to make sure we are heading in the right direction. It's a very collaborative and iterative process for both you and us.
At the end of the session, we will help you narrow down the photos to the best of the best and point out the different things that we see.
Once you've selected the final images you want, they will go through a detailed retouching process which makes you shine, but keeps the texture in your skin so you look human and not AI-generated. We'll take care of dark circles and give you a little bit of chin and neck work too!
Final photos will be delivered via an emailed gallery within 10 days from your headshot session. If you need them sooner, or yesterday, there is an option to get them the next day for an additional fee. Each photo is delivered in a variety of crop sizes for different use cases.
Frequently Asked Questions About Professional Headshots
How do I prepare for a professional headshot session?
Start preparing 1-2 weeks before your session. Book any hair appointments, try on outfit options, and confirm session details with your photographer. In the days leading up, stay hydrated, get good sleep, and avoid excessive sun. On the day of, bring multiple outfit options on hangers and arrive with a positive mindset.
How long does a headshot session take?
A typical headshot session takes 30-60 minutes for individuals. Quick sessions with one outfit can be done in 15-30 minutes, while extended sessions with multiple outfits and backdrops can take up to 2 hours. Team sessions typically require 10-20 minutes per person.
What should I bring to a headshot session?
Bring 2-3 complete outfit options on hangers, layers like blazers or cardigans, grooming touch-up items (brush, powder, lip balm), and a water bottle. Optional but helpful items include a lint roller, fashion tape, and reference photos of looks you like.
What should I wear for professional headshots?
Wear solid colors that complement your skin tone. Deep blues, greens, and neutral tones photograph well. Ensure your clothing fits properly and is wrinkle-free. Layers give you options, and patterns work best on ties or shirts under jackets. Avoid busy patterns that can be distracting.
Should I smile in my professional headshot?
It depends on where you'll use the photo. A more serious expression works well for LinkedIn and company websites, while a warmer smile with teeth is better for email signatures and video call profiles. Most professionals benefit from having both options.
How often should I update my headshot?
Update your headshot every 1-2 years, or whenever you have a significant change in appearance (new hairstyle, glasses, weight change). You should also update after major career milestones like promotions or when your current photo no longer represents how you look in person.
After reading this ultimate guide on how to prepare for professional headshots hopefully you are feeling confident about your session. If you have any additional questions, please feel free to reach out to us!
