Jessica Sweet
Career coach · Chicago · in person and virtual
Services
| Service | What is included | Price |
|---|---|---|
| Job Search Programs for Midlife Leaders Mid Career Leaders |
Job search strategy · Finding next role | on request |
| Executive Coaching Mid Career Leaders |
Career planning · Managing current role · Realizing professional potential · Increasing leadership skills · Processing past experiences | on request |
| Psychotherapy (Massachusetts only) Adults 18 to 65 |
Help with stress, anxiety, burnout, imposter syndrome · Depression, ADHD, trauma · Work issues · Work stress · Burnout | $160 |
| Confident Midlife Career Change Group Mid Career Leaders ready for career transition |
Career clarity · Understanding career options · Planning career change | on request |
| Career Comeback Group People recovering from toxic workplace or burnout |
Healing · Setting boundaries · Job search skills · Building personal value propositions · Self-care practices | on request |
| Custom Interview Coaching & Strategy Session Job seekers preparing for high-level job interviews |
1 session · Interview preparation · Custom interview strategy · Mock job interview · Interview style fine-tuning | on request |
| Resume Services and LinkedIn Optimization Job seekers |
Professional resume writing · Resume review · LinkedIn profile writing · Cover letter writing | on request |
As published on their website, read Sep 30, 2026.
How they compare
- 14 years coaching; the median for career coaches in our directory is 14.
Computed by Callings from the prices and experience coaches publish. Not a rating.
Where they fit
| Students | Early | Mid | Manager | Director | VP / C-suite | |
|---|---|---|---|---|---|---|
| Resume and LinkedIn | no | no | no | no | no | no |
| Interviews and offers | no | no | yes | yes | yes | yes |
| Job search strategy | no | no | yes | yes | yes | yes |
| Career direction and change | no | no | yes | yes | yes | yes |
| Leadership | no | no | yes | yes | yes | yes |
| Personal brand | no | no | yes | yes | yes | yes |
How they work
- Before coaching
- Social Worker and Therapist, Social Work and Therapy (10 years)
Do it yourself, or hire a coach?
| Doing it yourself | Usually enough when | A coach earns the fee when | |
|---|---|---|---|
| Interviews | 3 to 6 hours of practice out loud per interview process. Callings can prepare you for each job you track. | Early rounds in a format you know. | Final rounds, panels, a new kind of role, or you tend to freeze. |
| Job search | A target list, a weekly plan and steady outreach. Callings builds the weekly plan and tracks every application, free. | Interviews are coming in. | Three months without traction, or a senior search that runs on your network. |
| Career direction | Weeks of reading and conversations about roles that fit. Callings can show your strengths and the pay for each role. | You already have two or three target roles. | You do not know what comes next, or you want structure and a formal assessment. |
Times are our estimates. Try Callings.
Questions to ask before hiring
- Do you write it yourself, how many revision rounds are included, and do I keep editable files? (done-for-you writing)
- Who do you usually work with, and how long does a typical engagement last? (always worth asking)
What they publish
- Prices: yes
- What each service includes: yes
- A free consultation: yes
- Refund or cancellation terms: yes
Similar coaches
Chosen by our matching from coaches who serve the same people with the same kinds of help. Nobody pays to appear here.
-
Jessica McBride
Career coach · Fort Worth, TX · virtual
Career direction and changeLeadership$200 a session, packages from $500 · free consultation (30 min)
-
Jessica L. Hernandez
Career coach · Newport, RI · in person and virtual
Job search strategyCareer direction and changeLeadershipICF PCC, CTI CPCC listed
-
Jessica Smith
Career coach · Dallas-Fort Worth Metroplex, TX · virtual
Resume and LinkedInInterviews and offersJob search strategyfree consultation
-
Jessica Mullane
Career coach · Boston, MA · virtual
Resume and LinkedInInterviews and offersJob search strategy -
Jessica Garver
Career coach · Santa Barbara, CA · virtual
Job search strategyCareer direction and changeICF ACC listed · packages from $2,400 · free consultation